1 comments/ 57735 views/ 1 favorites The Challenge Ch. 01 By: newbiemikey The weather had been perfect all week. The forecast for the weekend was for more of the same. It was going to be ideal for a little get together. Mikey was getting the barbecue set up and Missy was setting up the wine and beer. Mikey kept looking over at Missy. In her little blue sundress, she was a goddess. Her auburn hair was pulled back away from her face, tucked behind her ears. The dress was snug but not overly tight. Mikey appreciated how it clung to all her curves, from her chest down to her nice, round ass. He loved that ass. As he watched her, he felt the stirrings in his pants. His cock always responded to her, no matter where they were or what they were doing. Missy could feel his eyes on her. It wasn't difficult to know that Mikey was getting turned on. He was always horny, which did wonderful things for Missy's ego. Teasing him, she leaned over, letting her dress pull against her ass, rising up the back of her thighs. Straightening, she turned and looked at him. She smiled as she noticed his cock was filling out the front of his pants. "Having a little problem over there?" she called out, seductive and ready to play. "Not with the barbecue, I'm not," reaching down, he rubbed his hand over his groin, "but I'm having one hell of a problem in here." Mikey appreciated how she walked towards him. Her breasts were free under her dress and as she walked, the natural swing was erotic and arousing. Stopping to stand just in front of him, Missy ran her finger across his lower lip and then slipped her other hand down between them. The palm of her hand covered his groin and pushed gently against him. "Here?" Her voice was dripping with sex. Mikey nodded as Missy's hand expertly lowered his zipper and slipped inside. His 8" cock felt like it was hard as steel and could fuck concrete. Her hand wrapped around him and pulled him free of his pants. Mikey let a small grunt escape his mouth as her fingers tightened around his cock and pulled. Smiling, Missy knelt down in front of him. Running her tongue around the tip of his cock, she tortured him with light circles. His cock shivered and her lips squeezed the tip, her tongue pushing against his hole. He moaned. Missy loved to suck his cock. Her mouth closed around his head and pushed down slowly, enveloping his shaft in her mouth, the tip touching the back of her throat. She sucked hard and slow, her fingers alternating between stroking his cock and cupping his balls. Mikey loves to have his balls sucked. Holding his cock in her hand and squeezing up and down firmly, she lowered her mouth to his sac and sucked a ball into her mouth. Mikey groaned and pushed against her. His hands were pulling on her hair, holding onto her. Up and down her mouth went, moving from cock to balls and back again. Mikey's cock was getting harder and harder, his grunts getting louder and louder. Missy slid her mouth over his cock again, pulling him deep in her mouth and sucked hard and fast. Mikey groaned and pushed against her again. His cock erupted in her mouth, filling her throat with his warm cream. Missy kept sucking, drinking every last drop. Mikey moaned as she slowly withdrew his cock from her lips. Standing, Missy wiped her mouth and smiled. Mikey reached for her just as the doorbell rang. She smiled and as she walked by whispered maybe he'd get to fuck her tits later. His eyes glazed over and his cock shivered again. He loved to tit fuck. As Missy went inside to greet their guests, Mikey cleaned his cock and shoved it back in his pants. Later, definitely later. Ken and Suzie were old friends. The foursome tried to get together every once in a while just to catch up and relax. Mikey had always appreciated Suzie. She was a pretty woman, soft features, beautiful blonde hair. But what turned Mikey's head was her chest. He loved Missy's beautiful round tits and they were perfect for him, but Suzie had massive tits. He guessed her to be a DD and that thought alone could send him into fantasies. Ken was always telling Mikey how good Suzie's tits were, how they fucked him just right. Mikey would never tell Ken that he'd fantasized about sliding his hard cock up and down through Suzie's mountains. Nope, that was his private fantasy. Ken helped Mikey get the barbecue going while Suzie helped Missy in the kitchen with everything else. Dinner was quick and good, everyone full. As the dishes were cleared away, Missy suggested a swim. The pool was warm and inviting so there wasn't much resistance. As Missy and Suzie changed into their suits, Ken and Mikey sat by the pool sipping on a beer. As the two women emerged from the house, both men felt stirrings in their pants. The women were beautiful. Missy's suit hugged her hips, the black material glued to her shapely ass. The bikini top barely covering anything. For Suzie, while her ass wasn't as round as Missy's, her ass was just as pretty to look at. Her blue bikini top struggled to keep all of her in. Both women settled into the pool gently and the splashing started. As they swam, both men watched and appreciated their women. As the playing got more aggressive, Suzie's suit gave up on the effort. With a squeak, Suzie realized her top was floating away from her. Her large breasts bounced free in the water. Ken and Mikey both sat up and took notice. Missy saw where their attention was and rather than embarrass anyone, she said it looked like a good idea and pulled her own top off. Ken and Mikey couldn't believe what was happening. Both women floated in the pool, their naked breasts free in the splashing water. Both men had hardons that wouldn't go away easily. Suzie noticed the bulges in their pants first and smiled. She loved to be wicked. Missy was usually kind of shy but she'd already thrown her inhibitions to the wind. Swimming up to Missy, Suzie whispered something in her ear. Missy's cheeks flushed and then she slowly nodded. Suzie looked up at the men and then moved behind Missy. Missy trembled in the water, not because she was cold, but because she was excited. Slowly, Suzie brought her arms around Missy and her fingers lightly skimmed over Missy's nipples. Missy shook and leaned back against Suzie. Suzie's fingers stroked Missy's nipples, pulling on them, making them harder and harder. Both Ken and Mikey were mesmerized. Mikey watched as his wife closed her eyes and her mouth formed a small "o" as Suzie's fingers stroked and caressed her breasts. He thought his cock would explode. Neither man had expected this but neither one was going to stop it. Suzie moved, turning so that Missy and herself were in profile for the men. Lifting Missy's breasts up out of the water, she leaned over and flicked her tongue across one nipple and then the other. Missy moaned. Her hands finally reached out and tentatively touched Suzie's breasts under the water. Suzie's nipples were hard and sensitive. Suzie moaned and Missy squeezed her nipples lightly. Both women massaged and caressed each other's breasts, looking up at the men occasionally to gauge their reaction. Suzie whispered something else in Missy's ear and soon they were exiting the pool. Taking a towel, Missy slowly dried Suzie and then Suzie did the same for Missy. Both women walked up to their husbands and stood in front of them. Suzie looked down first at Ken's bulging groin and then over to Mikey's. "Looks like they have a few mountains of their own, doesn't it? Maybe we should help them out. What do you think?" Missy smiled and ran her hand over Mikey's groin again, remembering earlier in the evening when she'd sucked him. "Well, I did promise Mikey a tit fuck earlier. Maybe now would be good." Suzie smiled, "I bet I'm better at it then you are?" "A challenge? What's the prize?" Suzie licked her lips and thought for a minute. "Whoever wins gets to be pleasured by everyone." "Deal." Both women looked at their husbands, who were staring at them by now, neither one willing to speak. Or more to the point, neither one able to speak. Suzie and Missy each kissed their husbands, their tongues snaking out to lick and entice. Suzie reached down and fondled Ken's balls, stroking him gently through his pants. Missy unzipped Mikey's pants and slipped her hand inside, grabbing hold of him. Kneeling down, Suzie slowly unzipped Ken's pants and pushed them down to his ankles. Ken's cock was hard and throbbing already. Missy pushed Mikey's pants down and took the tip of his cock in her mouth. Mikey moaned and closed his eyes, not believing what was happening. As Missy's mouth closed over Mikey's cock and sucked him, getting him nice and wet, Suzie was covering Ken's cock with her lips, pulling him into her mouth. Both men watched, stunned, as their wives bobbed their heads up and down on their rods. Finally, Suzie looked at Missy and asked if she was ready. Missy pushed her breasts together, rubbing them against Mikey's swollen cock. Pillowing his cock between her soft mounds, Missy pushed up and down around him. Mikey moaned. The feel of those luscious breasts around his cock was almost too much. As his cock appeared up through the tip of Missy's tits, Missy leaned over and flicked her tongue across the head. Mikey moaned. Not wanting to be left out, Suzie wrapped her massive breasts around Ken's rigid tool and stroked him up and down. Ken moaned, loving the view he had of his cock pushing up through his wife's tits. Suzie leaned over, wrapping her mouth around the tip of his cock, sucking as her breasts slid up and down his shaft. Both men were moaning as their wives tit fucked them. It was more then they could take. Mikey moaned and thrust his cock up. Missy urged him on, wrapped her breasts tighter around him and told him to cum for her. Suzie was moaning herself, wanting Ken to cum all over her tits. Both men moaned and then cum shot in the air. Together, both men covered their wives' tits. Suzie and Missy laughed and squeezed their cocks tighter, sucking and licking each drop. As the men collapsed on the lounge chairs, Suzie crawled over to Missy and gently licked Mikey's cum from her nipples. Missy moaned and pushed her nipple further into Suzie's mouth. Missy leaned back and let Suzie lick and kiss her body. Both women were hot and horny. Suzie pulled at Missy's bikini bottoms, tugging them off to reveal Missy's wet pussy. Leaning down, Suzie kissed the top of Missy's slit and then moved lower, licking slowly. Missy moaned and arched up. Ken and Mikey watched as Suzie stood, slipped off her own bottoms and then laid lengthwise on top of Missy, her pussy over Missy's mouth. Missy opened Suzie's legs and pushed her tongue against her wet lips. Suzie moaned and pushed her tongue inside Missy. Both women licked and sucked each other, moaning and arching their bodies. The men sat, watching and enjoying the sight before them. Missy moaned and Mikey knew she was cumming already, loving the sound her voice makes when she does. Suzie sucked harder on Missy's clit and then Suzie lifted her head and moaned her own orgasm. As both women slowed their licking, they stroked each other. All four slowly rose and ended up in the pool to cool down. The foursome have agreed to get together for another competition in a week. This time, inviting friends. Mikey can't wait to get his cock between Suzie's tits and Ken has promised to give Missy the pussy licking of her life. Mmmm, friends are so much fun. ~~~~~ y thanks to Clohi for her help in writing this story. The Challenge Ch. 01 This is crazy, but you've never been one to back down from a challenge. You and she have been planning this for months and now the day has finally arrived. A simple, but ingenious plan really, to "meet" her and her husband at a bar, except he doesn't know that the two of you have already met. You've been emailing and talking for a long time, becoming friends and as close to lovers as you can be with someone who lives so far away. Then there was last night. A quick drink and five minutes alone and you were both completely uninhibited. Not even taking the time to undress, you lifted her skirt and just unzipped your pants. Like animals going on instinct, not a word spoken, just the sounds of pure pleasure. Then she'd had to go. You know that you'd do anything to feel that again. Her body against yours, wet flesh surrounding you, the scent of her still fresh in your memory. Only a couple more hours until you see her again, J.T., keep a hold of yourself. You checked out the hotel bar earlier and found out where you can see the whole room, perfect for watching for them. You've slept away most of the day, with the knowledge that you won't be getting much rest tonight. You step into a hot shower, thinking about her in here with you, and you find yourself getting hard. Down boy, plenty of time for that later. You throw on a t-shirt and jeans, the bar downstairs is pretty casual and you'll be damned if you let her think that you're trying to impress her. She already knows she's got you wrapped around that pretty little finger of hers. A quick check in the mirror and off you go. You don't expect to see them for a little while yet, but you want to get a good spot to sit and at least one drink down before she's there. Can't show her how nervous you are. Not nervous exactly, mostly just excited. You want tonight to be everything that she's dreamed about. The fact that she's chosen you to help her live out a fantasy that she's had for years is more than a little boost for your ego. You kick back at the bar, watching whatever game it is that they happen to have on. You're not really paying attention, but you've got to do something to pass the time. The cool drink burns going down, but it takes the edge off. The bar starts to get more crowded, a beautiful woman at every turn. Any other night and you'd love that, having your pick in a place like this, but not tonight. She is all that you can think about. And after last night, you're sure that you are everything she wanted and more. You grin thinking about it. The moans of ecstasy you brought out of her—and knowing that you'll be doing it again. Distracted, you shake off the thought to find the bartender setting another drink in front of you. You didn't order it, and he points across the room to the couple that has sent it over. That little vixen, throwing you off guard like that. You never really talked about how this was going to work, but you assumed you'd be making the first move. You make eye contact with them both, raise your glass, and give her a wink and a smile. Turning back to the drink, you let her wonder what you are thinking. A few minutes later and she has walked over and sat down at the bar next to you. She's biting her lower lip, working up the courage to speak. "My husband and I were wondering if you'd like to join us for a drink." "I don't know about that. Maybe I want to be alone." You laugh as she pouts. You're not going to get me that easily, woman. You know she likes the chase as much as the game itself and you're not about to disappoint her. Got to keep her off balance. Keep her waiting, and then... "What the hell. I'm only in town for a few more days. Gotta live a little." "I'm glad to hear that. You look like you could be up for some fun." As she walks back to their table, you follow close behind her and say under your breath, only loud enough for her to hear, "Only if it involves you, sweetheart, " and smile at her husband, now just a few feet away. What the hell is right, you never thought you'd be in this scenario again, especially not with her. But life is short, that's what you told her, why not? "My name's J.T. Nice to meet you. Thanks for the drink." "I'm Tom. You've already met my wife, Julie." Damn straight I have, you think to yourself, but manage to keep the smirk off your face long enough to nod and shake his hand. You shake hers too, feeling her hand so small in yours, palms a little damp, knowing that's not the only part of her that you're getting wet. You grin and take a seat on the other side of her. He asks you about what you're doing here, and as much as you'd like to mess with her by making up some crazy story, you tell him the truth. You're staying here at the hotel, in town visiting family and friends. Hell, make it easy on yourself and not have to remember any lies. Except the one involving you already knowing his wife. And even though you know the answers, you ask them about where they live, what they do, the usual bullshit. There's an added sense of amusement, watching her flustered as you ask her questions about school and such. Another round of drinks, and everyone is pretty comfortable, you can tell she's more than a little tipsy. She keeps staring at you and licking her lips. Easy, woman, you'll get it soon enough, you think to yourself. You continue talking to her husband, then feel her hand resting on your thigh. Not moving, just resting there, and it distracts you enough that you stumble over your words. You see him looking at her, she's staring at you again and he's obviously enjoying her reaction. He whispers something in her ear, then excuses himself from the table, saying that he'll be back in few minutes. She's blushing, looking a little flustered again. "He wants me to ask you if you'd like to take me back to your room." "What do you think?" She looks confused, "Do you want to? I mean, I thought you did, but if you've changed your mind now that you've met him..." You cut her off. "I'm just giving you shit. Of course I do." She looks relieved. "When he gets back to the table, I'll bring it up. Don't worry, let me take it from here, Julie. You just enjoy yourself, darlin', you're in for the night of your life." She leans in to kiss you and you can't resist. The taste of wine on her tongue and her soft lips and you're hard in an instant. Ok, J.T., you can handle this. Think about anything else but her in those tight jeans. Don't look at the buttons of her blouse, undone just a little too far, a hint of lace peeking out. Shit. Break away from her kiss and you know he's right there watching the two of you. You laugh, feeling a little uneasy, but deep down you know he really doesn't mind and so the discomfort subsides quickly. He sits beside her again, to finish his drink, putting his arm around her shoulder. He's looking at you, mulling over what to say. You beat him to it. "You don't seem too upset at catching me kissing your wife. Most guys would be ready to punch me right about now." "My wife couldn't stop looking at you when we first got here. I kept catching her staring. So I suggested that we buy you a drink and see if you were interested. It seems like you are." You nod and wonder if he can see that you're hard. Is it that obvious, even in the dimly lit bar? No matter. It's not like he won't know it soon enough. "I want my wife to have whatever she wants. And she wants you. I'll be there of course, but as far as anything else that happens, that depends on what you're comfortable with. The only interest I have in you is in what you're doing to her. Just so you know, men aren't my thing, J.T., she is." "Yeah. And I am interested. She's pretty hard not to notice." He laughs. She's biting her lip again, looking up at you from under half-closed eyes. She's more excited than drunk and you feel her trembling as you help her up from her chair. "Let's go upstairs." You lead the way, directing them to your suite. Holding the door open, you give her a little pat on the ass as she walks in, just to keep her attention. You offer them a seat, and a drink from the mini-bar if they want it, and excuse yourself to the bathroom. Walking past the mirror, you catch a glimpse of the grin you've got plastered across your face. This is going to be fun. She thought it was good last night? She hasn't seen how you play for an audience. You walk back out into the room. He's sitting next to her on the bed where she's leaning back, propped up on her elbows. She looks a little nervous and he's amused. You look him in the eye because he's on your territory now. Back off until you're invited. He acknowledges the unspoken words, taking a seat on the couch halfway across the room. You know he wouldn't look away for all the money in the world, so he might as well get a good show. You take her hand, pulling her to stand in front of you. You take her face in your hands, kissing her. Softly at first, then your tongue in her mouth, more luscious wet kisses and you're hard again. Your lips still on hers, you take her hand, letting her feel how excited she's made you. You feel her moaning into you, she moves her hand out of the way and her hips rock against you. You stop, taking a step back. Smiling at her, you shake your head no. You're the one in control here. Not her. You sit on the bed, her in front of you and you start to undress her. Black blouse, unbuttoned all the way now and as you slip it off of her shoulders, you see that she's in black lace. It barely covers her, her hard nipples straining the delicate fabric. Reaching around her body, you unfasten her bra, dropping it to the floor. You run your fingers along the curve under her small breasts, feeling her quiver. Her nipple between your fingertips and she gasps out loud. You run your hands down her stomach, unbuttoning her jeans. They are snug around her hips, and so you take your time, caressing each inch of uncovered skin, looking over every bit of her. Neither of you had the patience for this last night. So it really is like the first time. You felt her body under you, but you wanted her too much and just took her. No time for much of a seduction, just that unbearable, maddening lust. And it was good, but this time you'll show her more than that. The anticipation would drive her crazy. Steadying herself on your arm, she steps out of her jeans, now barefoot in just that little bit of black lace. You stand up, walking around her, looking her over. The lace is sheer and you notice the tattoo. A small cluster of stars, just barely covered by her panties. You trace around it with your fingertip. "Nice tattoo." She whispers "thanks" and you can hear the desire in her voice. Her voice sounds deeper, huskier, and you know that she wants you so badly. You reach for her, picking her up and she wraps her legs around you. She kisses you again, her tongue exploring your mouth, like she can't get enough of you. You grab her around the waist, pressing her against you and you know she can feel your erection. You unwrap her legs from around your body and set her down in front of the bed. Kneeling before her, you pull the lace panties down and off of her, spreading her legs apart just a little. The scent of her is intoxicating, beckoning you to taste her, and you do. Your tongue teasing those secret lips apart, she's so wet, almost dripping onto your tongue. You reach up between her legs and slip a finger inside. She moans aloud, and you feel her hand on your shoulder, the other tangled in your hair, pushing your mouth tighter against her. You feel her heat, hips grinding her pussy against your tongue, and stroke your finger deeper inside her. You hear her breath quicken, and know that she's close to coming. You thrust faster, your tongue working her clit until she's there. You feel the spasms of her orgasm, those little lips twitching around your tongue. Her knees start to buckle, and you quickly rise to catch her. You lie her down on the bed, and relax propped up next to her. She takes your hand in hers and you smile as she takes your fingers in her mouth, sucking every bit of herself off of you. You lean in to kiss her, letting her taste herself on your lips and tongue. You feel her tongue running along your moustache, licking up every drop of her own juices. She certainly knows how to drive you crazy and she's not about to stop there. She asks you to sit up and she begins to undress you by pulling your t-shirt over your head. You feel her breasts brush up against your chest before she backs away. Her fingers now run across your nipples and she gives you a smile. You close your eyes, feeling her fingers unzipping your jeans, knowing she's surprised to find you not wearing anything underneath. You are so hard, trying not to rub against her as she finishes undressing you. She motions for you to move back on the bed, you're lying completely stretched out now, knowing that there is no way that her husband doesn't see how much you want her. He's not saying anything, but you glance over and he has his eyes locked on her, watching her touching you, her hands running over your chest, down your stomach, then while she takes your cock in her hands. You look down, watching her positioned down between your legs, her mouth open and ready to take you in. You feel the tip of her tongue around the head of your cock and you moan. Damn, that feels good. Nothing better than a woman who does it like she enjoys it. You continue to watch, the hard length of your cock disappearing between her lips. She takes it deeper each time, until you are as far in as she can take you, over and over until you can't stand the pleasure. A thought crosses your mind and you grin. You make eye contact with her husband, motioning for him to come closer and he does, sitting on the bed beside the two of you. It cracks you up, having to ask him if she would like something you already know she does, but that's how the game needs to be played and you're more than willing to concede the point. "Do you think she'd like to be spanked?" You sit up and she's on her hands and knees, still sucking your cock, working harder, her amazing technique fueled by her desire. He nods, "Yeah, she likes it." "Then go ahead. Give it to her." You watch her tense up in anticipation of the stinging slap, and feel her moan around your cock when his open hand makes contact. He does it again and again, until her ass is bright pink, the skin hot under your fingers as you run your hands over her. You've both waited long enough. You know she wants you and you couldn't get much harder if you tried. Lying back down on the bed, you pull her up on top of you. He might be married to her, but you'll be damned if you're not going to have her first. She straddles across your hips, and taking your cock in her hands, guides it inside her. She's soft and wet and hot, and you can't look any more. Your eyes close and all there is of her is wrapped around you. There's no way you can hold back any longer. With how good she feels and knowing that she's even hotter having him there watching it all, you thrust up into her, again and again, hard and fast until you come. She's still going, shuddering around you, and you're pleased to find that you're still hard as you pull out of her. Sitting up again, you turn her around on her hands and knees, facing him. You see him sitting there, his pants unzipped and stroking himself. She knows what she's supposed to do next. You watch her crawl over to him and take his cock in her mouth. Watching her like that, her cute little ass up in the air and you can't resist. You grasp her hips in your hands and slide into her from behind. You hear her moans as you thrust into her and she feels so good. You bring your hand back a little farther, teasing her ass with your thumb. She arches her back, pushing against you and you know she wants more. You get your thumb wet from her, and start rubbing her there, she's squirming like mad, you must be driving her crazy. You push into her, your thumb and your cock both deep inside her. She gasps out loud, rocking back into your thrusts so quickly now. You'd like to feel your cock inside her ass, and she says she loves it, but she's so tight, you don't know if she'll really be able to take you all in. You'll stop if it's too much, but she said she wanted it, who knows when you'll get the chance to see her again. What the hell, right? You reach down to play with her, rubbing her clit while you're fucking her. You want her to come again, want to make sure she's really satisfied. You look down at her, and see that she's sucking him hard and he's close to orgasm. You let her finish him off first, since you don't want her distracted during what you're going to do next.. She's moaning as she's coming and then he is too. She doesn't pull away, swallowing it all down before she takes him out of her mouth. He sees you looking at her and smiles. "She's pretty amazing, huh?" If he only knew. What he sees now is only a small fraction of the pent-up desire. He doesn't know her half as well as he thinks he does. You want to shake him out of whatever dream world he lives in. Listen to me, I've brought things out in her that you haven't in years. Are you blind? Do you really not know what makes her happy? You shake off the thought. That really doesn't matter right now. You're here to please her. She rolls over onto her back and you watch him kiss her. He excuses himself to the bathroom and you lie on top of her, spreading her legs apart with yours. "Did you like that? Feeling me fuck you from behind while you're giving him head? Sure sounded like you liked it, " you whisper in her ear, your cock rubbing against her soft skin. You feel her neatly trimmed pussy, so wet and swollen from fucking. "Mmm-hmm." Her hot skin under you is still quivering; she wants more. But you know how she plays the game; talking about it is half the fun. "You want it, don't you? Tell me what you want me to do. How do you want me to please you?" You watch as the blush creeps across her face. Email is one thing, but saying it to you in person, you know she's a little embarrassed. But evidently, not embarrassed enough... "I want to feel your cock in my ass. I want you to fuck me." Well, there you go. She wasn't too shy to say it after all. You would have done it anyway, but you like teasing her. She is totally yours, despite her husband's presence. You know that she would do absolutely anything that you asked her to right now. And the funny thing? You're just as lost. Another one of the universe's cruel practical jokes. Finding a woman that's your perfect match, intellectually as well as sexually, and she not only lives a thousand miles away, but she's married as well. Whatever time you have together is better than none, you figure, and know she feels the same way. No point in wasting it by wishing for something you can't have. You hear him cross the room again, back on the couch watching you. That's right, you think, go back over there. She wants me right now, keep your distance and watch like a good little pervert. He wants to see her with another man? He's in for an eyeful. You'll give it to her alright, he'll see how passionate she really is. You reach over to the nightstand, and pull a tube of lubricant out of the drawer. She's plenty wet, but you want it to be good for her too, so you get ready. You stroke it over your cock, and get your fingers wet as well. Her feet are on the bed with her knees bent, spread open for you, and you tease her ass again with your fingers. She's watching you, looking you right in the eyes as you penetrate her there, feeling her so hot and tight. Her eyes close then, her head thrown back against the sheets. You stroke, opening her up with one finger, then two. The lube makes your fingers slide in so easily, and her hips are rising up off the bed to take you in deeper. The Challenge Ch. 01 Prior to my current job as a saleswoman for a corporate insurance firm I held a position as a secretary for a small business consulting lawyer. Not as a legal secretary, but as an office receptionist. That meant I had to dress up with the finest outfits, meaning only skirts or dresses, which is something I love to do all the time anyway. The following true experience took place when I was 38, approximately seven years ago. I arrived at the office Saturday morning as usual at 8 am. I'm wearing a hot pink, longsleeve, wet-look mini-dress (about mid-thigh in length) with a keyhole collar, shiny bronze Gio rh&t stockings held up with a white-paneled 12-strap garter belt, a b-cup bullet bra, and 5" high heeled white-patent pumps. Oh, and a pearl necklace with matching bracelet completes my ensemble. My long, wavy, snowflake-white hair is atop my head in a pompadour. It was only Mr.Hannan and myself in the office on Saturdays (in which the hours were only from 8 am to 12 noon), as his legal secretary, Stephanie, worked only the weekdays. That always left me with a little more work to do. At 8:45, Mr. Hannan came out of his office, briefcase in hand, and told me he had to run some errands and should be back around 10:00. I looked on his schedule and it seemed he had only one appointment with a Mr. Joseph at 9:00. He told me to forward his apologies and if he would like to re-schedule that would be fine, and at no cost to him, or he could wait or come back at 10. As soon as he left the office I whipped out my compact and touched up my layers of makeup and added another coating of high shine lip gloss. At 8:55 Mr. Joseph steps into the office and I instantly become wet and aroused. He is a tall, handsome man, around 50, dressed in a well-tailored suit with very short salt and pepper hair. But what is best of all about him is that his skin was as black as the night. "Good Morning Mr. Joseph". "Good Morning to you Miss Petersen. My you look lovely today." "Why, thank you! I'm sorry, but Mr. Hannan had to step out for awhile and offers his apologies. Something came up and said he would be back within the hour. Your welcome to reschedule if you like." "That's quite all right Miss Petersen. Do you mind if I stay and wait?" "Not at all. May I get you some coffee?" "Yes, that would be very sweet of you." I exit from behind my desk and make my way to the kitchenette, passing him as he sits on the sofa, flaunting my gorgeous stocking-clad legs for him, and as my spike heels click on the wood floor. While pouring his coffee I had to be extra careful as not to spill it, as I was becoming unwound with lust. I return to the reception room and hand him his coffee. Then I return to my desk, sit down and cross my nylon encased legs making that unmistakenly zzzip sound. "I'm sorry, I forgot to ask you how you take it." "Black is just fine Miss Petersen." "What a coincidence, I prefer mine black also." God, that come-on line just spilled out without me thinking. I returned to my computer terminal, which was to my right, and tried desperately to calm myself down with that plunder. Then out of the corner of my eye I saw him get up from the sofa and start wandering around the reception room. I continued to work at my terminal as if nothing happened. Then, within a minute or so I heard a 'zip and thud' to my left. I turned my head and laying on the desk next to me was the fattest cock, black or white, that I ever saw in real life. It was over 11 inches long (11 3/4 to be exact as I soon found out), black as coal except for the pinkish/purple head, and as thick as a beer can. The whole shaft, including the veins and massive head were breathing and pulsating like I've never seen. "You are so beautiful Miss Peterson! You got me so fucking hard! Is this what you meant when you said 'You prefer yours black also?" "Oh My!...Yes I did!" I picked it up with both hands and marveled at it's giant girth and length. And it was soo heavy. He turned towards me, took one step closer, dropping his pants and boxers to the floor revealing a huge sack containing apple-sized balls. "Please call me Victoria....May I kiss it?" "Of course my dear". With that said I immediately pursed my full, fat, shiny, succulent lips and got down to the business at hand. "(Kiss, kiss)...Mmmm...Oh My!...(kiss, kiss)...Mr. Joseph!...(kiss, kiss)...You're soo big!...(kiss, kiss)". Then suddenly to my dismay the phone rings. "Excuse me darling...(kiss, kiss)...Good Morning, Mr. Hannan's office". "Miss Petersen, has Mr. Joseph arrived yet?" "Yes, he has sir, and has decided to await your return." "Something has come up and I won't be able to return to the office today. Please forward my apologies once again. As soon as your work is completed you may leave and be sure to lock up." After hanging up the phone I stood up and strolled over to the office door and locked it. "It seems Mr. Hannan can't keep his appointment with you today and sends his regrets." I walked back over to my desk, sat down, grabbed his black monstrosity and said, "Now, where were we?...(kiss, kiss)...Oh, yes!...(kiss, kiss)...Mmmm...My, you're so thick!...(kiss, kiss)...and hard!...(kiss, kiss)...May I suck it?...(kiss, kiss)." "Oh Shit! You don't think I just whipped it out for you to admire do you? God Woman, your sexy big lips belong on a black woman!" "Mmmm...(kiss, kiss)...I'll take that as a compliment, Thank You!...(kiss, kiss)." I opened my mouth and stretched my CSL's (Cock Sucking Lips) around his behemoth cock head, swirling my tongue around it the best I could. Of course by now my smooth pussy was leaking soo much. "Mmmm, Oh you taste good!...mmmm, mmmm!...And just the way I like them...mmmm...Big!...mmmm...Long!...mmmm...and best of all...mmmm...Black!" My slut mouth was producing so much spit it was leaking out, down onto my chin. Now was the time to do what I love to do most all....deepthroat! Deepthroating always brings on the most intense orgasms my pussy can muster. I grabbed him by the hips and pulled him into my mouth as far as I could but to no avail. He just wouldn't pop into my throat because he was so fat. Usually I just swallow and it pops in. But this was going to be a challenge. "What are you trying to do you beautiful slut?" "I have to deepthroat you darling. I never met a cock that I couldn't and it's not going to start today. Let's try a different position...go lay on the sofa." He immediately did what I instructed. I followed him, still fully dressed of course and stood next to him, showing off my gorgeous legs. I stripped my soaking wet panties off, lifted up my mini-dress and climbed over his face with my dripping pussy inches from his mouth and his glorious black pole just inches away from my excited mouth. "Eat my pussy darling!...Oh please eat my pussy!" As soon as his tongue started exploring my nether region I wrapped my CSL's once again around his rock hard beautiful blackness. "Mmmm , Oh God you taste out of this world... Mmmm!" I kept pushing his massive, pulsating cockhead at the back of my mouth but he wouldn't go in. I was determined to do so though because I always want to be the best cocksucker my partners ever had. I thought to myself, "Maybe a more relaxed approach will work". "Oh yes baby!...Yes!...Eat my pussy like you've never ate pussy before." My CSL's were now again stretched to their limit as I worshipped his hugeness with what I could fit in my slut white mouth. Then I released him momentarily to say, "Finger my asshole darling!" As soon as he put a finger into my puckered anus I swallowed again, and he was in my throat. Then I used my CSL's like an inchworm, pulling him into my horny throat ever so slowly. Then I heard him say, "Oh Fuck Yeah!....You are one talented cocksucking slut!" That comment just fueled the fire within me to take him down to the root. Inch by inch I swallowed, determined more than ever to do so. Finally I felt stubble on my lips and a huge glow of excitement and accomplishment fill my face, not to mention the orgasm that triggered in my quivering pussy. As I slowly came up releasing him from my throat grasp, my shiny CSL's now outturned, he popped out of my throat and then my mouth. I then turned my head and looked at him in the eyes with a huge smile on my face and yelled "Yes!!" Then instantly I put him back into my cock hungry mouth and throat. Slowly, up and down I worked his 11 3/4 inch onyx tool, each time becoming more effortless on each downstroke. I was so happy and proud of my cocksucking abilities, and that it didn't end with a cock I couldn't deepthroat, at least not today. Faster and faster I went, now determined to get my reward. He kept eating my pussy and fucking my ass with his fingers. I gently fondled his huge nuts as I went crazy on his huge, black, throbbing love tool with my mouth and throat. "Oh fuck! Here it comes you fucking whore!" I grabbed him at the base with both hands and squeezed, then released him from my mouth hold, leaving his breathing mushroom head only inches from my open, waiting mouth. I released my hold and was instantly rewarded with rope after rope after rope of his hot, thick, yummy jism, shooting it straight into my mouth.. "Mmmm ...Oh, it tastes good...mmmm". I kept swallowing quickly so I could receive the next volley of shots. Only one string hit my face as I tried my best to aim it into my never ending, cum hungry mouth. "Mmmm ....Sooo Good!....Mmmm ....Sooo Creamy!....Mmmm ...Soo Thick!...Mmmm ...Please give me more!" I jacked him with both hands, then used my mouth and throat again trying to get out every single drop he had to offer me. Finally, when I think he had finished for the moment, I released him from my lip lock and did what any black cock slut is supposed to do...clean him off with my CSL's and tongue so not to leave one drop remaining. By now he had stopped attacking my pussy and ass as he laid on the sofa with a grin on his face and trying to recapture his breath. "That was unbelievable Miss Petersen. You're the only woman to suck off my entire length...Would you marry me?" he said jokingly. "Oh Mr. Joseph, I told you that you can call me Victoria. Anyway, thank you so much for deciding to stay!. I stood up, straightened out my mini-dress and said, "Well, I had better finish my work so I can lock up the office and leave." "Would you give me the honor of having dinner with me tonight Victoria? And please, call me Warren." "Oh Warren, I'd love that. That's so kind of you." "Great! Give me your address and I'll pick you up at say, 8?" "Eight o'clock sounds perfect." He left the office and I did also about an hour later. I went straight home to start getting ready for the evening. to be continued... The Challenge Ch. 01 We'd been best friends all our lives, Mindy, Kit and I, born within days of one another eighteen years and a month and a half ago. Well actually, Mindy was literally "the girl next door," the daughter of my mother's college roommate, while Kit was my cousin, living down the block. When we were about eight, we started calling ourselves "The Three Moosekateers," because that was hysterically funny to a trio of eight-year-olds. Could we even survive apart? Well, we'd have to try, since we were all leaving for college in a few weeks, in different parts of the country. It was a hot late afternoon in mid-July. Mindy and I were in her house, having walked home from the lake in just our bathing suits, "air-drying" under the hazy sun. Mindy took a pitcher of lemonade out of the refrigerator, placed it on the kitchen table, and looked across the table at me without speaking. "What?" I asked. "Nothing." I hadn't dated all that much, but I was familiar enough with the female of the species to know that "nothing" was seldom nothing. "Spill it, Mins," I said, using the nickname she allowed only me to use. "Steve," she said thoughtfully, "why do you suppose we never dated?" "What do you mean? We hang out together all the time." "I don't mean like that. I mean, you know..." "But that's not what we are. We're friends." "Of course we are," she said. "But friends date." "I don't know... I guess we just don't think of one another, you know, in that way." "You don't think I'm sexy?" "I guess. I mean sure." To be honest, this was making me more than a little uncomfortable. Of course I'd noticed. Mindy was a petite girl, long dark hair past her shoulders, certainly very pretty, and she was sitting across from me wearing only a bikini. But Mindy was a pal, always had been, and I'd always been able to think of her in that way. She leaned in toward me, and I was looking straight down at her cleavage. "Just wondering, that's all." "Are we done with the conversation?" Obviously not. "So what you're telling me," she said, "is you can look down my bikini top and nothing? No erection?" I almost spit out my lemonade. We'd never discussed our sex lives before. Part of me was in denial that she even know the word "erection." "We're done talking about this," I said sharply. "Okay, fine," she said, "don't get angry." She got up to put away the lemonade pitcher, and made a point of glancing down at my crotch as she passed by me. "Stop it," I told her. She shrugged, and continued over to the refrigerator. Now I couldn't not notice how nice her as looked as she bent over. She seemed to get over the weird mood she was in, and we went outside to sit on the sun porch for a while, reading magazines and enjoying the weather. For about fifteen minutes, and then she suddenly put down her magazine and said "But I could make you hard as a rock if I wanted to, no matter what you say." "What the fuck!" I said. "Will you stop with that already?" She shrugged again, and picked up the magazine. "Okay, fine. Sorry. But you know I could." And now I guess I was the one who couldn't let it go, because a minute later I said, only half out loud, "You couldn't." She threw down her magazine. "Is that a challenge?" "Will you stop it already? What are you looking for, validation? You're sexy. You know you're sexy. But you're like a sister to me. You know that." "Ooh," she said. "Incest! How kinky!" I shook my head. "Okay, now you're just being impossible on purpose." "I'm serious, Steve. I think there's more to how you feel about me than 'sister.' You give me... five minutes to prove it. If I'm wrong, I'll never mention it again." "And by 'prove it," you mean...? "Massive boner." "Mindy!" "Sorry. Just humor me, okay? Five minutes. Let's go back inside." I followed her into her bedroom, where of course we'd hung out hundreds of times over the years. I really was curious what she had in mind by this point, but I was convinced I could pass the test: what she didn't know was that my bathing suit was still damp, and dick in a cool, damp, baggy swimsuit tends to be too uncomfortable to get many ideas on its own. "Take off your swimsuit," she said. "What? How about not?" "How will I know whether I've won, then? Besides, I've seen it before. We used to take baths together, remember?" "When we were like four. And actually I don't remember, and neither do you: we know because we've seen photos." "So?" "And that's why this is nuts. Because we grew up taking baths together." "Come on..." "Why don't you take your suit off, then?" She smiled. "Then you are interested." "No! I mean..." It was a bluff. I thought if I dared her to get undressed, she'd back down and this whole thing would be over. She reached behind herself and untied her swimsuit top, quickly draping one arm over the front of it to keep it in place. She leaned over toward and said, in a low voice, "I was planning on taking this off anyway, as soon as you were naked. That's how I was going to win the bet." She loosened her grip just a bit, exposing some of each breast. "Do you want to see them now?" "Yes," I whispered. Seriously, no 18-year-old boy would have the strength to say 'no' in these circumstances. She nodded her head toward my trunks, and I peeled them off. No girl had ever seen my dick before, of course, and I was a little embarrassed that the cold, damp suit had left it looking rather shriveled; but then Mindy let her bathing suit top drop to the floor and I got to see my first "live" pair of breasts, and it became erect in a matter of seconds. "Wow," she said. I was tempted to say the same thing: bare breasts, close enough to touch. "That was easier than I thought," she said. I was about to say that this didn't prove anything, any pair of tits would have given me this reaction, but I realized that would have sounded insulting. Especially after she said "I've never let any other boy see me this way, you know." I smiled, and Mindy say down on the bed next to me. "Steve," she said, "when I get half naked for a guy, I expect him to at least kiss me." Somehow, even though I was naked with my dick pointing straight out at her, and she was wearing nothing but small bikini bottoms, it seemed as if kissing her was the line, once crossed, that would change everything. I pulled her closer to me and kissed her. Softly at first, but before too long she was mashing her bare breasts against my chest and our tongues were entwined. Then we were lying down, our chests still pressed against each other's, my hand on her ass pulling her crotch into mine, my cock rubbing hard against her bikini bottom. If not for that small piece of fabric, I'd be fucking her now, my dick deep inside of her. I wondered how it would feel, and I wonder whether she'd stop me if I pulled the fabric to the side to expose her pussy. I couldn't believe it: I could be fucking Mindy. Then suddenly we heard the door open and there was Kit, staring at us and saying "Oh... my... fucking...God!" The Challenge Ch. 01 Author's Note: I'm not sure if the amount of money offered in this story is realistic. I made a post in the forums asking about it, but got no responses. I left the amount as is. As is the case with most of my stories, there is a small amount of interracial themes, along with older man/younger woman in this story as well. Feel free to leave comments at the end. Editing thanks go to Todger65! ***** Chapter 1 Julie smirked, chuckling to herself as she felt Bob's still-working 70 year old penis twitch and spurt semen inside her. Her hands were resting on his large, round, belly as she watched him moan and convulse below her. Reaching upward, he cupped her fabulous new triple D sized, teardrop-shaped implants he had given her a few months ago for her 41st birthday. "Good?" She asked, raising an eyebrow while rubbing her hands on his belly. "Oh yes. Very good." Bob groaned, releasing her breasts, propping himself up on his elbows. Julie smiled, leaning forward, dangling her breasts in front of his open mouth. Bob flicked his tongue across a nipple, and then placed several kisses across the bulbous breast meat. She swayed her shoulders back and forth, playfully dragging her breasts across his white, Santa Claus-like beard. She giggled to herself at the tickling sensation before sliding off Bob and resting next to him on the bed. "Sorry I didn't last that long Julie." Bob apologized. "Aww, don't worry about it. It's no big deal," She said, throwing her arm around his chest, sighing contently as she felt semen ooze out of her. She loved that feeling. She loved having sex with him. While not as energetic as other partners, he was always funny, and made her feel comfortable. They have been sleeping together occasionally for about 6 months - shortly after she took care of Bob during a quick visit to the hospital where she was employed as a nurse. She couldn't resist his charm. He was much older than any man she's had sex with, but the single mother didn't care. "Well I do worry about it. I guess I should be glad the thing works, but still, a lovely woman like you should be getting yours during sex." "I'm telling you, it's ok. I had a nice orgasm earlier when you went down on me. It's that beard!" Julie teased, running her fingers through it. "Well, alright, I guess I don't feel as bad then." Julie smiled, continuing to run her fingers through his beard, "So have you and Robin set a date yet for the wedding?" She asked, referring to Bob's 62 year old fiancé, who lived in Jacksonville, Florida. "Not yet, but It'll be this year sometime. We need to figure out if we're having it in Florida or here in Atlanta. I suspect it'll be Florida since most of her family is there. She'll then move in here with me. So sadly, our little trysts will either have to come to an end or be few and far between!" Julie nodded, "Well that's certainly understandable. I wouldn't want you to get in trouble. She'd divorce you and take all your money!" "Oh no, we can't let that happen," Bob replied, reaching down to spank Julie a couple times. "That's actually something I wanted to talk to you about." "Oh, want to give me a nice chunk of it?" Julie teased. "Yes, I do actually." Bob answered without hesitation. Julie rose on her elbow, looking into Bob's eyes, "Really? You're serious?" "Yes, I am, on one condition. I've already set most of it aside to donate to charities, and a nice amount for Robin, should I pass away first." Bob explained. "So what's the condition, what are you talking about?" "Well, I figured I'd have a little fun with people. I'd like to see what they are willing to do for several million dollars." "Hmm, alright. So where do I fit in with this?" "As you know I'm a pervert. I love sex, and every kind of sex. I love having sex with you, Julie, so I figured why not challenge you in a sexual way?" Bob asked. "Well this sounds like fun already! What did you have in mind?" "You love your son, Julie? Would you do anything for him?" "Well, yes of course, but what are you talking about?" Julie asked, her eyebrows narrowing, not entirely sure what Bob was hinting at. "If I offered you enough money so you and your son would live comfortably for the rest of your lives, on the condition you accept and successfully passed the challenge. Would you do it?" Julie paused, the concerned look on her face not leaving. She thought about all different scenarios in her mind. Anal? They had done that. Did Bob want some sort of threeway with her and someone? She didn't see how a threeway would be worth millions of dollars. Suddenly her eyes shot open. Thoughts of urine, feces, animals, entered her mind. Certainly Bob would never challenge her to do that. But she wasn't sure, maybe he would. She thought about her 18 year old son, Ray, and how hard she worked as a nurse to provide for him - many long hours, many exhausting shifts, in order to save up for his college tuition in the fall. A million dollars, or even half that, would be a huge relief for them. Julie sat up in Bob's bed and continued thinking. She asked herself if she would do nasty things involving bodily waste for millions of dollars. She tried to figure out why Bob would want her to do those sorts of things. She then thought of her son again. They could get a new, nicer house, a new car for each of them, and tuition would be paid for through a bachelor's, master's, and doctorate degree - should Ray decide to go that far with his education. "Yes! I would drink urine for sure I guess. It's a sterile fluid anyway. Shit on the other hand...ugh...I could give myself an injection of antibiotics after I eat it, or just go the emergency room afterward to get checked out. This is so gross..." She thought to herself, before turning around to face Bob. Julie sighed, "Yes, I would do it. Whatever sexual challenge you give me, I would do it. If you were to give me enough money to support Ray, yes I would do it." She flinched as she imaged someone taking a shit on her, and then shuddered to shake the thought from her head. "Good. Because I want you to make love to him." Bob replied. Julie paused, blinking a few times. "Who? My son?" She asked, as relief started to fill her thoughts and her heart rate settled. "Yes, your son. I will give you, say, 20 million dollars if you make love to your son for me. I would set up a camera in your bedroom and the video feed would go directly to me and only me." Julie closed her eyes and exhaled deeply. She opened them and stared at Bob. A weak smile came across her face. "I thought you were going to ask me to eat shit or something." "Ha! Oh goodness no, my dear! Never! I'm a pervert but not that perverted." Bob laughed. Julie chuckled softly. "Why my son? Why would you want me to do that?" "Truthfully I'm not sure. Perhaps a psychologist would need to figure that out and give you an answer. Maybe if you were my mother, I'd make love to you. Maybe your son came across as awkward and shy to me when I met him last year and perhaps I feel he needs a woman to show him a thing or two. Maybe I wished I had an older woman in my younger years to teach and guide me. It could be any of those reasons and more." Julie sat in silence, slowly turning around, facing away from Bob to look out his bedroom window, "I don't know what to say," she whispered. "I'd say that 20 million is more than enough to support you and him for the rest of your lives, granted you are responsible with it," Bob paused, nudging her ribs, causing her to jump out of her trance. "You could live comfortably, and not blow it on houses, cars, boats, or whatever. He would have to get a job after college, and not live off that money. If you do all these things I'm sure he'll have some left to pass on to his children one day." Julie slowly nodded in agreement. "So you'd install a camera in my room?" "Yes. One that you can turn on when you see fit. The video feed would go directly to my personal laptop, sort of like a webcam, but in your bedroom." Bob explained. "Am I the only one you are giving these challenges to?" "Oh I don't know dear," Bob said, running his fingers up and down her back. "I'm sure I'll come up with something for someone else, should I get bored." "I don't know, he's - " Julie trailed off. Her son wasn't exactly a ladies' man. They never really talked about sex. "You can take as long as you need, there's no deadline for this. I'll pay for whatever new clothes you want, or makeovers, or vacations you want to take him on - whatever you think will help you and him be able to do this." "What if he doesn't want to do this?" Julie asked. "Well it takes two to tango, dear." Julie smirked, looking down to her lap, sighing deeply. She closed her eyes, thinking more about the money, the request, and her son. "A penis is a penis," she told herself in her head, trying to rationalize this challenge. "If you want to think about it, you can. Let me know what you decide, or don't. Your silence would be the answer. If I install a camera, and months, or years pass and if doesn't happen, that's fine too. As I said there's no deadline. If my surveillance software captures video footage of you and him having sex, then you get the money. Also, rest assured, I would not upload the video to the internet. I'm not even sure how to do that to be honest!" The old man joked. Julie shook her head and climbed in the covers to lie on her side, still facing away from Bob. She blankly stared out of his bedroom window. She thought about Ray and wondered what he was up to at the sleepover at his friend's house. They were probably staying up all night to play video games. Images of his thin frame, kicking a soccer ball around in the backyard popped in her head causing a smile to come across her face. He loved soccer. "Well, do you have an answer?" Bob whispered in her ear, and then smelled her shoulder length, dirty-blonde hair. Julie didn't answer; she closed her eyes instead, as Bob ran his hand up and down her waist and hip. "Julie?" She sighed, rolling onto her back, looking up at Bob's face. He brought his hand to her cheek, caressing it gently. "Twenty million dollars, Julie," Bob reiterated, running his thumb across her lips. "Twenty million dollars," He said again. Julie opened her mouth slightly and took Bob's thumb in, slowly rolling her tongue around it, then gently suckling on it. "What do you say?" Bob asked, taking his thumb from her mouth, moving his hand down to her breast, then rubbing his saliva coated thumb across Julie's erect nipple, sending tingles down her spine. "Yes." Julie said flatly. "I'll do it." Chapter 2 Julie stood nude in her bedroom in front of the full length mirror in the corner next to her closet. She turned from side to side observing her body. Anytime she saw herself naked she couldn't help but think of her past - how she used to look. When her husband left her and Ray for a younger women five years ago, it was actually the best thing to happen to her. One of the positive outcomes was Julie losing close to 20 pounds via dieting and exercising. She slimmed down, sporting a firm and somewhat toned body. A six-pack set of abs isn't visible, but she looks as good as she did shortly before she got pregnant at age 22, with Ray. She ran her fingers through her hair. No longer did she have a long pony tail, instead maintaining a shorter, shoulder-length look was another change she made to her appearance after her ex left. She had bangs that slightly parted and were very cute. Julie smiled in the mirror, looking into her own blue eyes. Her overbite was very noticeable, and she was made fun of as a teenager for it, but now she loves her toothy grin. It wasn't quite a "horse mouth" but resembled a Marie Osmond-like toothy grin. It never seemed to bother her sexual partners, who always asked for and complimented her fellatio abilities. She turned to the side to admire her well toned and shapely butt, running her hands up and down her sides. Sex was another positive change that occurred for Julie after her husband left. It happened so much more frequently in the last five years. Perhaps it was her way to get even with her ex or perhaps he leaving her awakened something inside her. Perhaps it was a self confident, motivated, stress-free attitude - one that enabled the then 36 year old to go out, have fun, make friends, make love, and enjoy life. Enjoy life she did. She shunned any sort of committed relationship the many suitors wanted with her. Not only did she not have the time, due to her work schedule, but she didn't want herself, or her son, to be hurt again. She didn't want to remarry only to have that fall apart as well. It was a form of fear that being hurt created, but she chose to ignore it for the time being, opting to deal with it at another time. So instead, she opted for the "friend's with benefits" method of satisfying her sexual needs. Her older sister, Holly, advised that this would be best for her. Holly was always a sexual creature, sharing lovers, swinging, and being very open about it. Julie was never quite as promiscuous as Holly, but looked to her for advice and someone to emulate to some degree. Holly always shared her sexual wisdom with her younger sister; sometimes even asking her to try certain things, suggesting certain positions or methods, and expanding Julie's own sexual knowledge exponentially. There were many friends that came and went. Usually the men that went were the ones that developed feelings for Julie or found a woman that wanted a long term romance. There were a few, however, that understood her and had no issues with being a friend who occasionally provided sex. One such friend had very similar desires as Julie. She met Ulysses on a blind date. He was black, a few inches taller than her at 5'10", long braided hair, and a perfectly muscled fitness model. He traveled a lot, but anytime he was in town, they would make a point to go out for a late dinner when Julie's shift was over, or have dinner at his apartment. Either scenario ended with enjoyable conversation followed by even more enjoyable sex. Julie turned to face the mirror, pulling one of her large breasts toward her mouth, licking the nipple playfully, and thinking about Ulysses. She released the breast, staring blankly into her own eyes. Her thoughts went to the previous night with Bob and his challenge - twenty million dollars. She sighed, looking down and rubbing her temples. "This should be easy," she thought, walking toward her bathroom. "Maybe I should talk to Ray about it, maybe it'll all be ok," she pictured informing her son of this challenge as she turned on the water faucet in the shower. She moaned while the hot water poured over her, gently pinching a nipple, and sliding her other hand down her abdomen. She casually rubbed her clit, now thinking about her last evening with Ulysses three months ago. She slid two fingers into her pussy and moaned softly again. Her thoughts quickly shifted to Ray. "How do I even begin to do this? He may be angry or terrified." She thought, licking her index finger of her juices before plunging it back in and making a circling motion. She attempted to think of things from Ray's point of view. She thought about what Bob said: a young man benefiting from an older teacher. She shook her head and smirked, the mood had passed. "I would never hurt you, Ray. I have to figure this out though." Julie lay on her bed, naked, looking up at the ceiling, as the ceiling fan helped to air dry her. "Should I let him catch me naked? Should I try flirting with him? What if it freaks him out? Maybe I should take it slow," she asked herself before hearing Ray arrive. The front door pushed open and Ray called to Julie from downstairs, "Mom? I'm home." There was a pause as Julie took a deep breath, not moving from her position on the bed. "I'm up here." "Ok" Ray said as he started to climb the stairs. Julie remain laying on the bed, she wanted to test herself to see what would happen if he saw her naked. Closer and closer he got to her bed room. She couldn't hold out anymore, she grabbed the white robe next to the bed and was loosely tying it when Ray came into view. "Oh hey there. Hey." Julie nervously said. She usually called him "sweetie" or "baby" but didn't this time. "Hey mom. No work today?" He asked, standing in Julie's doorway. "Nope, I'm off today! Come in, come sit." She said, sitting down on the bed, patting the mattress next to her. She straightened her hair and checked her robe, it was revealing quite a bit of cleavage, but nothing too outrageous. "Ok." Ray sat on the bed next to her and scratched the back of his neck. "Soooo..." Julie said, placing her arm around Ray. "Have fun last night?" "Yeah it was cool. We mostly played videos games. Just stuff like that." "I see, I see," Julie looked up at his hair, tousling it with her other hand. "Hey," Ray annoying bent his neck, moving his head away from her hand. Julie poked him in the side. There was an awkward silence as Julie struggled to come up with something to say. "Do you, uh, I was thinking, since I don't work today or tomorrow that we could hang out." Ray shrugged, "Yeah ok, that's cool I guess." "Great!" Julie responded a bit too enthusiastically. "Let's go to dinner tonight. First, I need you to trim those trees next to the driveway. I don't want any limbs falling on a car if it ices up again. Ok?" "Oh crap, I forgot about that. Yeah ok, I'll do it." Julie smiled, watching Ray sigh as he looked down to his knees. She cleared her throat, and turned slightly to her side, so the possibility of her open cleavage brushing up against his arm would increase. She gave him a very awkward huge, then whispered, "Thank you," into his ear. She rose up and gave him a slow kiss on the cheek. They had always been affectionate. Hugs and kisses were always the norm in their close relationship. But this one was different. It wasn't a peck; it was a slow kiss a woman gives a man. He nodded and got up to leave afterward. "Alright I better take care of that stuff now." Julie nodded, watching him leave. She looked down to her cleavage, a nipple was poking out. Ray hadn't noticed. She sighed then stood to remove her robe. She climbed back into bed tried to think about this challenge; getting that 20 million and not focusing on how stupid she felt. Chapter 3 Julie stood in her full length mirror once again, except this time she was wearing a new dress Bob had gotten her. It was black, came down to her knees, had long sleeves, and a low neck line which revealed yet more cleavage. It wasn't normally what a mother would wear for dinner with her son. She was planning on wearing it to dinner with Ulysses when they got a chance to hang out. Julie turned toward her door as she heard her son knock. "Come in." "Hey mom, are you re - " He stopped mid-sentence, his eyes trailing up and down her frame. Julie huffed, "I said something nice! Go back and change! Wear a tie, too." "Sorry," he mumbled as he left to change out of his blue jeans and long sleeve t-shirt. Julie shook her head and sighed. She had opted for a teacher role. Slowly teaching her son about dating and if it led to something more, so be it. She knew there was no way tonight would be the night for this to happen. It couldn't - mainly because Bob hadn't yet installed the camera in her room. "Much better," Julie said, walking past Ray down the stairs. He was wearing khakis and a blue long sleeve shirt with a red tie. "Would you grab my coat please?" "Sure," Ray said, handing her the long black coat. "Here." "What are you doing?" Julie asked. "Your coat? Didn't you want it? Here." Ray said, holding the coat out to her. The Challenge Ch. 01 "So is that how you treat your date? 'Here' then hand her her coat? Geez, you might as well just toss it to me." Julie rolled her eyes, teasing her son. "Oh, alright, well - " "No! I didn't mean actually toss it to me. Hold it open and put it around my shoulders." Julie explained. "Sorry. Here you go." "Thanks. Now walk me to the car, open my door for me, you should know all this." "Well I didn't know this was a date." Ray said. "Yeah well, it is, so always be prepared." Julie teased, making things up as she went along, she figured she would treat this as a practice date. This way she might be able to see what romance with him would be like. Dinner was awkward but not a total catastrophe. Julie constantly had to offer her son pointers and reprimand him when he started reverting into a non-date mode. He would slouch, she would tell him to sit up straight. He would look around room and not pay attention to her when she was talking; she had to snap him out of that. He would play with his food; Julie had to remind him not to. She actually had fun spending time with him, and was genuinely entertained by his lack of dating experience - even if she felt she could've been around more to help with these sorts of things. He was terribly awkward and shy around girls. Julie saw a lot of herself in him when she was a teenager. They had virtually identical looking mouths - the same overbite and smile. His eyes were green, not blue like hers. His hair was blond, like Julie's. He was also as skinny as a rail. This reminded Julie of herself as a teen. She was a petite, small, little thing. "Where are you going?" Julie asked Ray at the top of the stairs back at home. "I'm going to change and go to bed." "Oh no, no, no. I'm not done with you." "What do you mean?" Ray asked. "Our date isn't over. Come to bed." Julie replied, with a mischievous smile. "Mom. Really? Come on, I want play that game you got me for Christmas." "You can tomorrow. But we're not done here tonight. I don't have work tomorrow, remember?" "Ugh, fine." Ray sighed and walked toward his mother's room. "Don't sound so happy about it! Do you think your date likes that tone?" "No, I guess not." "Good, now get on the bed!" Julie playfully pushed Ray onto her king sized mattress. He sighed and threw his long legs up on the bed. He was 6'1" and seemed to be nearly all leg. Thin, tall, and lanky best described him. Julie smiled and slowly undid his shoes and slid them off his feet. She tickled the bottom of his feet. "Hey, cut it out." Julie chuckled and climbed up on the bed next to him. "Put your arm around me." "Mom, why?" Ray sighed, holding out his arm. "Stop complaining and just go along with it. I miss spending time with you." "Alright, fine." Julie snuggled up next to Ray, resting her head on his chest and ran her fingers up and down his stomach. "You didn't even compliment my dress, Ray." "Oh, uh, sorry. It's a nice dress." Ray said flatly. "Wow, I feel so special," Julie replied, sarcastically. She glanced down to his crotch and a generic image of a penis shot through her head. She imagined unzipping his pants and pulling it out to slowly stroke it. She sighed again, not having any idea of how to initiate that with him. "Are you looking forward to going to college in the fall? I bet you are. It'll be nice to get away from your old mom." Julie asked. "Nah, you aren't old. I was actually thinking about attending one of the schools closer to home. There's one that is pretty cheap. That'll make things easier for us." Ray explained. Julie rose up on her elbow, "Oh Ray, no, I want you to go where you want to go. Don't worry about costs." "It's fine mom, really it is. I like that school. Being cheaper is even better." Julie slowly looked down to his chest and straightened out his red tie. She almost started crying thinking about, what could be, a huge sacrifice Ray was willing to make. She slowly laid her head back down on his chest. "Ray, you can go play your game if you want." She said, slowly rubbing his stomach over his shirt. "Cool, thanks mom," Ray said, starting to sit up. Julie rose with him. Ray put his arm around her, giving her a brief hug before going to his room. Julie had trouble falling asleep. Bob's twenty million dollars and all she could do for Ray was all she thought about. Chapter 4 "Are you a virgin?" Julie asked her son, watching his eye widen. "What!?" He asked. They were lying on his bed, snuggling the next night. Julie entered his room earlier and said she wanted to spend more time with him before work. Ray kept playing his video game, after telling her to come in and have a seat. "No, I mean turn the game off now, and come spend time with me. Tomorrow I go back to work and you go back to school." "Alright," He said, turning the game off. "On the bed." Julie ordered. She snuggled up in his arms just like the previous night and they chatted for awhile. He was in his t-shirt and pajama pants, and she was wearing a white tank top and similar styled pants. "You heard me, are you a virgin?" Julie asked again. "Uh well, I uh..." "Listen," Julie rose up on her elbow looking into his terrified eyes, "you don't have to be nervous or ashamed to tell me something. It's really ok." Ray gulped and nodded slowly. "So does that mean yes?" Julie asked. Ray nodded again. "Ok well that's fine, that's totally fine sweetie," She said patting his chest. "I was just curious." Julie smiled, resting her head back on his chest. She glanced toward his crotch again and slowly moved her hand down to the edge of his shirt. She slid her hand underneath and ran her long finger nails along his bare skin, looking to his crotch for any sort of indication he enjoyed it. She saw none. "You know you can ask me anything; anything about that sort of stuff," Julie said, running her finger nails up and down his stomach. "I know we haven't talked about," she paused, "sex much, but I am here for you if you have questions. Alright?" "Ok," Ray quickly replied. Julie could tell his breathing pattern was changing a bit. "Does this tickle?" "A little, yeah." Julie chuckled and kept trailing his stomach with her finger nails. "So no questions for me?" "Nope, I'm good." "Did you know I was 21 when I did it for the first time?" Julie said. "Mom! Too much info...geez..." "Oh relax, I'm just saying, sometimes it takes awhile for things to happen. But they do." Julie lost her virginity to Ray's father. She was still in an awkward phase, still scrawny, and nerdy looking. Over time that changed. Ray's father leaving when she was in her mid thirties helped to speed along her transformation into a sexy, confident, woman. Ray quickly changed the subject much to Julie's chagrin. They spent the rest of the evening in his room, talking, laughing, mixed with Julie's playful teasing and tickling. She figured she was planting a seed of sorts. She dreaded going back to work tomorrow but was looking forward to next weekend. "Alright, well I better head to bed. I need my sleep for a long shift tomorrow." Julie said. "Ok mom. Thanks." "For what?" "For everything I guess. All the long shifts you work and your dedication to taking care of us." Ray said. Julie tried to hold back tears as she hugged Ray. She ended the hug with a quick, but strong, kiss on the lips - something she hadn't done with him in many years. "I love you," she whispered, then ended the embrace. Another restless night of sleep followed for Julie. She tossed and turned, thinking about Ray, about work, about money. She wanted to ask her younger sister, Sharon, for advice. She would see her next weekend. Chapter 5 Each night of the following week Julie made it a point to see Ray before she went to bed. She usually got home after dinner and Ray was either in the bed already or getting ready to be. If he was already asleep she would wake him up and talk with him. She would end each evening with a quick kiss on the lips. On Wednesday he was out cold, having gone to bed earlier than normally. She quiet slid into his bed and snuggled up to his back. She felt like being playful and squeezed his butt, causing him to stir. "Hey, what are you doing?" Ray groggily asked. "Nothing, just playing. Have you ever had your butt grabbed before?" "Huh! No." "You have a nice one." "Alright, thanks. I'm going back to sleep now." Ray sighed. "Have you ever grabbed a girl's butt before?" Julie asked. "No, I haven't. Ok? Goodnight." Julie felt extra brave this evening and wanted to test the waters, "You can grab mine if you like. If you want to see what it's like" "Mom! Ok, geez! Can I go back to sleep now?" "Fine! Remember your Aunt Sharon is staying with us this weekend. Her and I will probably go out to dinner or something. You are more than welcome to join us." "Ok, goodnight." Julie slapped his butt again and kissed the back of his neck, causing him to jump. She smirked and headed back to her bedroom, undressing out of her scrubs as she walked down the hallway. She didn't close her bedroom or bathroom doors anymore, thinking that if he wanted to peep in on her, she would simply let it happen - maybe even encourage it. To her knowledge, Ray never sneaked around and attempted such a thing. Julie rummaged through her top draw and found her favorite shower companion; an 8.5 inch, black dildo with a suction cup at the end - perfect for hands free fun. Holly got it for her birthday a couple years ago. She smiled at her rubbery friend as she stuck it to the glass shower wall. As the steam from the water rose, Julie turned around and looked at the dildo. She smiled, glancing to her open bathroom door. "Hey there. It's been awhile hasn't it?" She asked the inanimate object. "We're going to have to keep it quiet; I wouldn't want to wake my son." Julie went down to her knees in the shower and slowly stroked dildo. "Besides if he saw mommy doing this, he might like what he saw." She kisses the tip and then playfully licked underneath it. Julie was ready to put on a show. If her son saw it so be it. "And that would be very naughty wouldn't it?" She winked up at an imaginary man, and then engulfed the cockhead. "Mmmm, mmmm," she moaned as her head weaved back and forth and side to side on the dildo. "Such a nice dick you have here sir." She said standing and stroking the cock before turning around. She slowly swayed her hips back and forth across the dildo. "You ready for me?" Julie asked, looking back to the wall. "Good," she said, reaching behind her, guiding the dildo into her dripping pussy. She pushed back against it all the way, until her ass cheeks were pressing against the glass. She arched her back, placing one hand on the wall in front of her, while the fingers of her other hand furiously rubbed her clit. She began moving back and forth on the dildo, moaning softly as she did, her cheeks pressing against the glass. "Are you watching me?" She asked out loud. "You can if you want." She grunted as she started slamming into the mounted dildo. "Ah yes..." Julie imagined Ray peeping around the open bathroom door, seeing her slam into the dildo, her cheeks slapping against the glass wall. She felt so naughty, so horny, and so motivated to make this happen - to win that money. "We're going to win it baby, it'll be ours, we can do this! Yes! Yes!" She cried out a little louder this time. If Ray was asleep, that might have woken him. She kept going, pounding into the glass, imagining money raining from the ceiling, covering her bed. "Cumming! For that money!" Julie's orgasm over took her and she picture both her and Ray writhing in ecstasy on a money-covered bed. Ten minutes later, Julie stood naked in front of Ray's closed door. She saw no sign that he had been watching her. She slowly opened it and peeped in. He was asleep in the same position she had left him. She felt like an idiot. Julie sat at the edge of her bed, staring down to her knees. She was looking forward to Sharon's visit tomorrow. She wanted to ask her opinion on the matter. Sharon was the logical, analytical type. Her opinion would be helpful. Holly, on the other hand, would tell Julie to do it and not even consider the consequences and changes to the mother/son relationship that could occur. Holly would probably even ask for some of the money too. "Come on we're sisters! Just a few million is all." Julie imagined Holly saying. Julie climbed into bed. "A penis is a penis," she whispered to herself. "I have to do this." Chapter 6 Julie cleared her throat as she stood in front of her son while he sat on the couch, busily playing a hand held gaming device. She was wearing a short, tight, blue cocktail dress with matching blue shoes - all courtesy of Bob. "Oh, uh, your dress. It's very nice." Ray said, before sticking his nose back into his game. "Well at least that's something. It's nice to compliment the shoes as well." "Those are nice too," He said, barely even glancing at them. Julie couldn't help by chuckle. "Walk us to the door." "Huh? What do you mean?" Ray asked. "I mean, get up, and walk us to the door. If I were your woman, going for a night out on the town, I'd want you to do that." "He's a slow learner Julie." Ray's Aunt Sharon called out from the kitchen. She was wearing a similar but black dress. She was 5'9", had blue eyes just like Julie. Julie felt her younger, 37 year-old, sister was the most attractive of the three siblings. Her eyes were sparkling blue, she did not have an overbite, and her face had a sophisticated beauty to it. Her hair was platinum blonde, but much shorter than Julie's. It was in a bob-style and came just past her ears. She didn't have bangs, which added to her elegance. "I know, but I'm teaching him," Julie wrapped her arm around Ray's as he led them to the door. "Please don't wait up. Leftovers from last night are in the fridge. Alright?" "Yep. Have fun." He said, remembering to help his mother with her coat. Julie rose up and kissed his lips, "Goodnight, honey," she playfully said before jabbing him in the ribs. "Yes, goodnight, honey," Sharon said in the same teasing fashion before kissing his cheek. "When did you start smoking again?" Julie asked, waving the smoke away from her face. "Oh, I don't. I mean, sort of. I only smoke like 3 cigarettes a month. Only when I'm out with friends." Sharon explained as the two women sat at a table in nearby nightclub. "Hmm, well alright," Julie said, shaking her head. "So do I get to meet him?" Sharon asked. "Meet who?" "The guy you're seeing?" Julie immediately thought about Bob and his challenge. "Did you say you were hanging out with a fitness model?" "Oh! You mean Ulysses? Yes sometimes, I think he's out of town this week. We're not really dating each other, just occasionally hanging out." Julie explained. "How are things with your fellow?" Julie asked her sister. "Ugh, I don't want to talk about it. Dating a younger guy has its advantages, but he's so possessive!" "What does Sam think of him?" Julie asked, referring to her nephew, Sharon's college freshman son. "Doesn't like him one bit, to be honest. Anyway, let's dance," Sharon said, standing and extending her hand to her older sister. Three hours later, the lovely siblings arrived home, laughing and stumbling their way the kitchen. Julie was the designated driver, so she immediately went to the kitchen for wine to help her catch up to Sharon. "Couch?" Julie asked, sipping her wine. "No, let's go to bed, I need to lie down." Sharon replied, motioning Julie to follow. "Unzip me?" Julie asked, setting her wine on the bedside table. Sharon complied and assisted her sister. "Wow! Look at those!" Sharon's eyes widened when her sister turned around revealing her implants. "Like them?" Julie asked. "I love them! May I?" Sharon asked, holding her hands out. "Of course." Julie said, arching her back so her sister could inspect her implants. "I totally forgot you got these, until I saw them in that dress you had on. These feel amazing!" Sharon said, gently squeezing Julie's breasts. "Is there sensation in the nipples? I heard that can be decreased with implants." "A little yes, but mine seem to work ok." "Really?" Sharon asked, with a mischievous look on her face. She squeezed a breast once more and then circled a nipple with her thumb. "Hey, stop that!" Julie squirmed and moved away. "Turn around, let me unzip you." Later in the evening, the two women lay in bed facing each other. Julie was wearing one of Ray's t-shirts and a thong. Sharon was a smaller t-shirt and boxers. "So when he left the hospital he sent me flowers and included his number. Figuring, why not do what Holly would do, I called him. He took me to dinner, we slept together, and when he's back from visiting his fiancé in Jacksonville, we meet up on occasion." Julie explained about her relationship with Bob. "How is the sex?" "Not bad at all actually. He doesn't do much, I do most of the work, but it's quite enjoyable. I don't always have an orgasm, but it's still fun." "Good. I guess. I mean, I think it's a bit shady to continue seeing him when he's set to get married soon. Plus he's buying you all this stuff." Sharon said. "Well actually there's quite a dilemma now," Julie said, sitting up on the bed, looking down to her sister. "Yeah what is it?" Julie shook her head, "He's giving away his money; to charities, to his fiancé, and so on. Well he offered me a large sum of money. I won't go into specifics, but it's more than enough to pay for Ray's entire college tuition." "Wow, that's really nice of him!" Sharon said, rising up on her elbow. "Well not so fast. I can only have the money if I have sex with a particular person." "Hmm, ok. Who?" "Ray." Sharon's mouth dropped as she looked on in shock. "Ray? You mean, him?" She asked, pointing in the direction of Ray's bedroom. Julie nodded her head. "I haven't done anything yet. I thought about it, and tried imagining it, but it's really difficult. This challenge can only be completed when he installs a camera in the bedroom AND I turn that camera on to capture, well, the act. If we never do it, then we never do it, and we don't get the money." Sharon took a deep breath and slowly looked around the room. "I don't know what to say." "I know. I didn't either. I would rather have your input than Holly's. She would say I should and ask for some of the money probably." "Yeah she would. Wow." Sharon cupped her mouth with her hand, thinking of the situation. "Should I? Ray and I would be set with the money I'd get." There was a long pause before Sharon spoke. "You should tell Ray. Tell him about this and see what he thinks." "What if he's not interested?" Julie asked. "Well then I guess you don't get the money. But I'm wondering what if he IS interested? Are you willing to commit that act with him?" "I've thought about that. I think I could, I mean, maybe. We could be blindfolded and pretend we are different people." "Right. Well all I can suggest is telling Ray about this and see what happens. That's my final thought on it." Julie nodded and curled up next to her sister. The two eventually went to sleep. The next morning, Julie overheard Sharon talking with Ray on the couch in the living room. "You know your mom loves you more than anything and is working really hard to support you." "Yeah I know. I'm really proud of her," Julie overheard Ray say before entering room. "She would do anything to help you and to provide a good life for you, you know that right?" Sharon asked. "Mmhmm, she's great." He replied. Julie again, had to fight tears and compose herself before entering the room. "Ok, you got everything packed Sharon?" The Challenge Ch. 01 Aunt Sharon gave Ray a long goodbye hug, then gave her sister an even longer embrace, whispering in her ear "Let me know what he says." The next challenge Julie faced was telling her son. Chapter 7 Three nights later Julie stood in front of her full-length mirror, this time in her white bath robe. "Well Ray? What do you think?" She asked her reflection, and then loosened the tie on her robe, letting it fall to the floor revealing her naked body. "Do you want to? Do you want to have, uh, have sex with me?" She asked her son in her head. "This is so stupid!" She said, kicking her robe out of her way and climbing on to her bed. She looked at the wall opposite of the bed, near the mounted TV. She stared at the camera hidden just below the TV. Bob was there the previous evening and the two of them tested the camera with his computer. "Feel free to put on a little show for me if you like dear," Bob suggested. Julie rolled her eyes and saw him to the door. Back in her bedroom, she rehearsed her lines over and over again. She ran through several scenarios in her mind. The one she settled on was waiting until Saturday night and telling him over dinner. She would then propose the idea to him and wait for his reaction. He would either laugh it off and tell her no thanks, or say "yes let's do it!" She practiced undressing for him in the mirror. It didn't feel right though, it didn't feel natural. Julie sat up and hopped of her bed. She went to grab her shower friend from her top drawer and headed toward the bathroom door when her cell phone vibrated on the bed. She wondered who could be calling this late as she went to pick it up. She saw on the caller ID it was her friend Ulysses. He must be back in town. "Hello?" she answered. "Hi Julie, its Ulysses. Sorry to be calling so late." "Oh it's ok, how are you? It's good to hear from you again." "I'm good, just arrived back in town. I know it's been a few months, but I was thinking we could hang out soon and catch up." "Yes! I'd love that!" Julie replied, tossing the dildo on the bed. "Great. Can I take you to dinner Saturday night?" "Saturday?" "Yeah, I know it's short notice, but if you don't have plans we could go to dinner then back to my apartment if you like." Ulysses proposed. Julie thought about Saturday, she had planned on telling Ray of the challenge, but this would give her a way out. She could put it off for a little while longer until she got more courage. She thought carefully for a few moments then gave Ulysses an answer. "Yes! Yes!" Julie cried out, clutching Ulysses tightly, locking her feet around his muscular ass as he drove his cock deeply into her over and over again. The two friends had been going at it for over an hour; Ulysses bringing Julie orgasm after orgasm. He kissed along her neck and rose up to look upon her gorgeous body. He ran his hands over her breasts and smiled at her. "You're beautiful," he said. She nearly came again looking up at his sweaty, perfectly muscled body. "So are you!" she replied in between breaths. "It's been a long day for me. Would you be ok if I finished a little earlier tonight?" Ulysses asked. Julie smiled weakly, "Go right ahead." "Hold on tight then," He said. Ulysses bent down to bring Julie up. She wrapped her arms around him, and locked her feet again. Ulysses was on his knees and began thrusting into her. He was grabbing her ass cheeks and slamming his thick rod into her stretched out pussy. Over and over again for several minutes he thrust up into her, touching bottom each time. Julie arched her back, and threw her head back. Ulysses brought a tit to his mouth and suckled on it as another orgasm coursed through Julie's body. He wasn't far behind. Releasing the nipple, he gritted his teeth and picked up the pace. Julie unwrapped her arms around his neck and held them out to her side, perpendicular to her body. Her eyes rolled in the back of her head; she was in paradise. "Ah Julie, yes!" Ulysses cried out, as his own orgasm over took him. He thrust several more times into her while his cock injected semen into her womb. Out of breath, he slowly lowered her back to the bed as his cock spurted a few more times, his cum overflowing out of her onto his mattress. "Thank you," he whispered in her ear, sluggishly rolling off her, resting next to her on the bed. Julie smiled and came out of her trance. She rolled over, placing her hand on Ulysses' six pack stomach. "Ulysses?" Julie spoke up 10 minutes later. "Yes?" He replied. "Do you think I'm a bad person?" "What? Of course not. I would never be friends with a bad person. Why do you ask?" "Well, to be honest, I have been offered a lot of money to do something that I'm not sure I can do." Julie explained. "Well does it involve hurting someone?" "Not really, I don't suppose. I've been offered a lot of money to have sex with a certain person." "Whoa, I see. Is this person of legal age?" "Yep." "Are they someone you know and care about?" "Yep." "Would you be having sex with them or would it be more like making love?" Julie paused and thought for a moment, thinking about Ray's sweet smile. "Love." She replied sheepishly. "Well then, I say do it. No one is getting hurt and you'd be doing something beautiful and getting paid for it. The person offering you this money to do this has their reasons I guess, but I'd say do it. Make love to this person, make it beautiful, and graciously accept the money." Julie smiled. Ulysses was right. She was going to tell Ray about this and work toward doing it. Valentine's Day was coming up next week. She decided to tell Ray then. Chapter 8 Julie left a note for Ray that she wanted to speak to him about something when she got home from her shift. All day she rehearsed what how she was going to tell her son. That Valentine's Day evening she got home around 10:30pm as usual. She headed to her bedroom, undressed and put on her white bathrobe. Knowing her own child as well as she did, she knew nothing would happen that night. However, she wanted to be prepared for any unpredictable outcomes of their conversation. She told herself if that meant Ray would become enthusiastic about this challenge and excitedly ravaged her, then she wanted be able to have as little clothing as possible in order to make this go by quickly. Perhaps Ray would want to see her naked, in which case, she would simply stand and disrobe for him. Her instincts were telling her none of that would happen that night. Julie slowly crept down the dimly lit hallway to Ray's closed door. She looked down to her robe and loosened the tie slightly and made sure just enough cleavage was showing. Softly knocking on the door, Julie asked just above a whisper, "Ray? May I come in?" There was a pause. "Hey mom, sure." Julie entered the room, sitting on the bed, as Ray say up, rubbing his eyes. "Did I wake you?" "No, I was dozing off but not completely asleep." Ray replied. "I see." Julie said, looking around his room, occasionally looking down and playing with her long fingernails. "So what did you want to talk about?" Ray asked. There was a long pause as Julie gathered her thoughts. "Ok. Well, I have to tell you something that's a little strange and I want you to remain calm. I will explain something and then present you with a question. If you say no, that is totally fine. Alright?" "Alright, no problem. Is everything ok?" Julie didn't answer. Instead she tried to recall her memorized lines. "You know my friend Bob. You met him last year, and you saw him last week when he stopped by. Well he's an interesting man. I think I've mentioned to you that he's pretty wealthy and has bought me presents from time to time." "Mmhmm, that nice dress, right?" "Very good! Another compliment from you on my dress." Julie smiled at Ray, and then continued her dialog. "Well as you can see Bob is an older guy, I'm not sure he has much time left. Or perhaps he thinks he doesn't. He has set aside a lot of money to give away to charities and maybe some family he has left. But he's also doing something else with his money. He is issuing challenges to some of his close friends. If they meet these challenges he said he would give them a certain amount of money." Ray nodded, paying close attention and putting two and two together. "So he's going to give you money?" He asked with a smile on his face. "Well I'm not sure. He offered me a challenge. He offered me a large sum of money to do something that, truthfully, I'm not sure I should do. To be honest, the challenge involves you as well Ray." "It does? What does it have to do with me?" Julie paused again. The conversation wasn't going quite as she imagined, but she adapted and continued. "It has something to do with both you and me sweetie." "Uh, ok, well what's the challenge?" Julie took a deep breath then placed her hand gently on her son's. She paused again, caressing his hand with her thumb. She looked up into his eyes. "He wants you and I to have sex." Ray's eyes widened and he withdrew his hand from his mother's, he backed away from her on his bed, looking as though he had just seen a ghost. "What?!?" Ray cried. Julie held up her hands. "Please just relax, calm down." "You mean you and me, doing it?" Ray asked, with a look of terror on his face and his voice shaking. "Ray, calm down and listen to me. Calm down." Julie said. Ray was nearly out of breath, sitting on the edge of his bed, looking to the floor. "You can say no. Alright? It's fine, really it is. There is no deadline for this. If it happens, it happens, if it doesn't, it doesn't. It's as simple as that. There is a camera in my room that I can control that would capture it if it does happen. Bob would need proof. Ok?" Ray sat there looking down to the floor, rubbing his temples. After a few moments he spoke up. "I don't know what to say." Julie smirked to herself. That was the third time she's heard someone say that; first herself, then her sister, and now Ray. "Ray, It's ok. This isn't something we must do or else. If you don't want to, we don't have to do it at all." Ray sighed and shook his head. "How much did this guy say he'd give you." Julie cleared her throat, "Well if you must know it's enough money to pay for all your education and for us to live comfortably. Probably for the rest of our lives." Ray turned and looked toward the wall behind his bed, facing away from Julie. "Please. How much?" Julie paused, "Twenty million dollars." She watched Ray inhale deeply and resume his position of looking down to the floor. "It's just I've never done anything before. You know, with a girl. I, I," he sighed, "we could use that money though." "I know we could. But we'd be fine without it sweetie." Ray's voice lowered to just above a whisper, "You've worked so hard. All those long shifts and overtime. Ever since what's-his-face left us." Ray said, referring to his father. "I know, I know, " Julie replied, her voice trembling as she placed a hand on her son's shoulder. Ray flinched at her touched, but then settled. Ray shrugged, "I mean, I guess we'd be stupid not to. I just don't know." Julie gently massaged his shoulder with his hand. "Look I'm going to bed; I want you to do the same. Ok? Sleep on this. If you can. You don't have to give an answer tonight or tomorrow. If your answer is no, then that's fine with me. If it's yes, then we can think about how to go about handling this. Alright?" Ray nodded, still unable to look at his mother. Julie rose on her knees and kissed the side of his head. "Remember, I love you more than anything. We'll talk more about this later. Try to get some sleep." Chapter 9 Julie felt like an immense weight had been lifted. She slept soundly for the first time in a long time. She was a little concerned that Ray was freaked out by this, but felt relief in being honest with him and letting him decide if they should pursue this challenge. That evening Julie got home at her usual time. She undressed and put on her white robe again, in the event she needed to turn her camera on and undress quickly for a brief intercourse session with Ray. The more she thought about sex with him, the less it seemed like a business transaction and more about giving herself to him - for money yes, but also as a teacher. "Come in." Ray answered the small knock on his door. Julie entered his room as Ray averted his eyes and pretended to straighten up his bedside table. "Hi. May I sit?" Julie asked. "Sure." Julie sat on his bed, smiling softly at her son, who was still busying himself by cleaning his table. She looked down and adjusted her cleavage again, this time showing just a little more than the night before. "Just wanted to stop by and say goodnight." "Oh ok, cool." "Thought anymore about last night?" Ray went still, no longer shuffling papers and trash around. He slowly sat on his bed, and resumed the same position from the previous night. He was looking down to the floor. He slowly nodded his head. "Yeah? So what's on your mind?" Julie asked nonchalantly. "Well," Ray said, slowly turning in his bed to face his mother, "that's a lot of money. You've sacrificed so much for me." "Ray - " Julie started to interrupt. "No, just hang on. I think, I think we should possibly consider that challenge." "Yeah?" Julie smiled and straightened herself up on the bed. Ray nodded and slowly looked up her eyes, his face fraught with fear. Julie almost laughed, but only smiled back at him. She reached out and took his hand. "Ok, well we can talk more about it tomorrow night. I don't have work Saturday. We can brainstorm some ideas of how to go about it. I mean, I'm sure you know how to do it; I just meant how we can handle it. Deal?" She asked, squeezing his hand. "That'll work." Julie, releasing his hand, caressed his face. "It'll be ok, we'll work this out. Alright? No need to be nervous. Come here, give me a hug." Julie stood, extending her arms to Ray. "Oops." She noticed her robe was almost completely open in the front, nearly exposing her breasts. She adjusted herself and held out her arms again. "There, that's better." Ray nodded and smiled weakly, bending down to hug her. Julie closed her eyes and rested her head on his chest. Ray slowly moved his hands to her waist. He usually wrapped his arms around her shoulders. Gently placing them there he pulled her in tighter against his body. She couldn't help by smile; her body was warming against his, just as her mind and heart were warming up to this idea of making love to him. Julie ended the embrace, smiling up at her son, "We'll get through this. Don't be scared, we'll work it out!" She said, caressing his cheek. She rose to her tip toes and kissed him quickly on the lips before making her exit. "Goodnight. Love you," she said, and then headed down the hallway. She began untying her robe as she walked to her bedroom. Tossing it on dirty clothes hamper, Julie stood nude in front of her full length mirror, examining her body and chatting on the phone with her sister, Sharon. "Don't worry Sharon. I know what I'm doing. Please trust me. He's open to the idea; I think this will all work out for the best." She ended the call to her sister and climbed into bed. She fell asleep with images of her nude body rolling around on a pile of money. "May I?" Julie asked Ray the next evening. He was sitting on the couch in the living room playing his hand held gaming device. "Huh?" Ray asked, looking up at his mother. She wore a spaghetti-strap white tank top, with no bra, and pink short shorts, with no underwear. She smiled looking down at him, "Sit?" "Sure." "Thank you." Julie said, plopping down on Ray's lap. "Now then, let's turn this off and set it down," referring to his gaming device, "and let's chat about our situation. What are you most comfortable with? What are your thoughts on how to proceed?" Ray looked down to his hands resting on his stomach. He glanced at his mother's nearly bare thigh on his lap. "Uh, well, I mean - " Ray started to say before Julie interrupted him. "Ray wait. Let's do something with your hands. You have a woman sitting on your lap. Here, take this hand and put it here on my thigh, and bring the other one back around me and rest it on my lower back. See?" Julie smiled down at her son after placing his hands on her. "Now, where were we?" Ray cleared his throat nervously. "I guess we could try going on a date again or something." He hand was trembling on Julie's thigh. "That's a great idea! A good start too." Her smile quickly went to a frown. "Oh Ray, you're shaking. Relax." She held his hand still on her leg. "See, it's just me. You have to get used to touching me more. I figured that'd be a good start too. Don't you think?" Ray nodded and watched his mother move his hand slowly up and down her thigh. "Just like that. See? It's soft isn't it?" Julie asked. "Yeah." "I'd love to buy you a new car. I'd buy myself one too." Julie said looking off in the distance as she moved his hand on her thigh. "Maybe sell this house, buy a new one. Gosh, we could even move to another city or state if you wanted." Julie released Ray's hand and kept talking. She didn't notice that Ray kept moving his hand up and down her thigh, gently squeezing it. "Ooh, maybe we can go on a vacation after all this. You know?" Julie asked. She looked down at Ray whose eyes were focused on her thigh. He was rubbing and squeezing it. Julie smiled and watched him. She doubted he had ever touched a woman's leg before. Julie looked up to the ceiling trying to think of a way to push this further and not freak him out. "That feels good baby," She whispered in a slightly sultry tone. "Huh? Oh, sorry." Ray released her thigh, putting his hand back on his stomach. "No, don't stop," Julie said, reaching down to guide his hand back to her thigh. This time she slid it further toward her shorts and hip. She leaned down and whispered again in ear. "You know maybe for spring break next month we can go on a trip. Bob said he'd pay for anything to help us do this. Does that sound nice?" Julie asked in a sweet tone. Ray simply nodded. "We could go to the Bahamas. Just you and me." Julie said. Ray only nodded again, looking at his hand on her thigh. They sat in silence for several more minutes before Julie spoke up. "So, a date tomorrow night?" She asked sitting up. "Yeah, maybe dinner." "Great! I look forward to it!" Julie exclaimed, rising off her son's lap. "I'm heading to bed. Feel free to come hang out if you like." She winked before walking off. As she climbed the stairs to her room, she began peeling her clothes off. She would be ready for him should he decide to show up. He never did. The next day was fairly normal between them, besides Julie giving more hugs and more pecks on the lips than usual. That evening they went to a nice restaurant. Ray complemented her dress and shoes without being reminded this time. Overall he seemed a bit more natural on this particular date. About halfway through dinner, Julie reached out and grabbed his hand. She caressed it with her thumb. Ray glanced from her hand to her eyes. She was smiling softly at him. They gazed into each other's eyes for several seconds before Ray blinked, shaking himself out of the trance. "I'm sorry. This just feels, I don't know, weird still." He said, looking down to his food. "Ray, it's ok. I know. Let's just slow down a bit then shall we? Let's relax." Ray nodded and they finished their meal. The rest of the date was fine. He escorted her to the car, and then from the car to their house. He even escorted her to her bedroom door. He gave her a hug goodnight. The Challenge Ch. 02 The Challenge – continues As he moved over her trembling body he wanted to possess her quickly but would not. He wanted this to be the most sensational evening she had ever experienced. Her arms reached out to wind around his neck, drawing him down to once again feel his lips upon her own. Her soft breasts pressed against his body and he could feel the rising nipples. His hand reached between them to caress and tease her more. Taking his thumb and forefinger he pulled and massaged, slightly squeezing, and again feeling her move against his hand as if to say yes, more. As their kiss deepened he slowly allowed his hardness to penetrate her warmth. He closed his eyes at the exquisite stirrings deep within him. She felt better than he had ever imagined she would. He couldn’t help but wonder if she had any idea what she did to him. Her arms pulled him closer as he moved deeper and deeper within causing her hips to begin to move against his own, matching him move for move. Soft moans escaped and he raised a little to look at the passion her eyes held….for him. Those deep blue orbs told him all he needed to know… that she had never felt this way before. With all her sensuality, and all she had to offer, only now was she beginning to awaken to the fire and passion yet to be unleashed. It was as if….he was watching a flower open in slow motion. She pressed harder as they moved in unison together. Her eyes held his. He was now the one mesmerized by her abandonment to the feelings that had erupted. Faster and harder he moved within her softness that was becoming so moist. He had to fight his own control. He watched her eyes closing slightly as she moaned louder with impending release. He languished in the feeling of making her body react with such an intense orgasm. She grabbed his arms as her body gave way and enjoyed the flowing sensations that now erupted within her. She clung to him as with each wave another soon followed. He watched her face the entire time. Noticed that even though her eyes were closed that the intensity had caused small tears to softly flow down her cheeks. As her breathing slowed he rested on his arms waiting for her to open her eyes as he gently wiped the droplets away. Just watching her had been powerful for him. He didn’t move within her…just kept his hard cock buried deep as he enjoyed the flow from her orgasm. She opened her eyes slowly. They were lustful and if possible, an even deeper blue. But there was something else there that he had not noticed before…as if there was an unbridled depth that waited and…promised. She smiled timidly as he bent to kiss her lightly. “Turn over my luv,” he whispered. “The evening is still young.” With questioning eyes she turned as he moved off of her to lay along the length her body. His hands began to massage and caress her shoulders, her back. “ahhhhhhh,” she moaned. His hands felt so strong and yet gentle at the same time. He continued to caress her body, lifting her hair aside and kissing her neck sending tiny chills down her spine. He chuckled as he saw her reaction. “Like that?” he softly whispered kissing her earlobe. “mmmmm,” was all she could answer. His hands began to roam again…further down her back….caressing her round hips that beckoned him invitingly. His hardness ached to possess her again. Still he continued to caress….as his hands moved over each round cheek to travel further down her legs. As he began to caress and massage the insides of her legs….he parted them again and moved behind her. His hands continued their journey upward. One hand reached underneath to massage her clit. Her hips jerked at the contact and she raised them allowing more access. Her moans started again as his finger dipped inside her warmth. His finger now wet from her own juices, he began to rub her clit again….slowly…ever slowly…making small circles and enjoying the way her hips would press against his hand….almost begging for more. He bent down and began to kiss…to lick her hips….hearing her gasps of surprise. His thumb moved between her smooth pussy lips…slow….teasing…in and out…while he continued to tease her clit mercilessly. She began to rock back and forth on his hand as her moans grew again to thunderous proportions. He was amazed as he watched her body begin to stiffen and orgasm against his hand. He quickly slid he finger inside her all the way as he brought her to another orgasm…rubbing deep inside…enjoying her muscles as they grabbed his fingers harder and harder….faster…and the sudden release of wetness that now drenched his fingers. Her body still jerked as he rubbed her clit until her body no did not move. He could wait no longer. He reached for her hips helping her up slightly to rest on her knees. Quickly he thrust inside her in one quick movement and waited for her to adjust to his hard cock. He didn’t have to wait long as he felt her begin to move against him. Holding her hips firmly he began to rock back and forth, thrusting as deep and hard as possible and yet…she continued to push against him….wanting more….”yesss ahhhhh yessss,” she cried out. “ahhhhhhh I’mmmm, faster yessss faster.” The moment had come….holding her hard he filled her hot pussy with his seed….thrusting fast against her as they both moaned together. He pulled her down to lay beside of him as he wrapped his arm around her. No words were spoken as their breathing slowed. His fingers wandered to her breasts and felt her hard nipples. He couldn’t believe her reaction ….they were beckoning him once again. He continued to tease each nipple…feeling her body respond as she pushed her hips against him again. He rolled her over and looked at the smile within her eyes. She looked totally wanton… totally desirable as she smiled at him. Her lips slightly parted, so moist, so ready. He bent down and again began to lick, taste, and devour her breasts. Her hands reached for his head…holding him close. Her sighs and moans began anew. She was surprised that she still wanted….more. More of his kisses, more of his touch, more of him. (to be continued) The Challenge Ch. 02 Mikey was again getting the barbecue ready. Ken and Suzie were coming over for another barbecue and a little something extra. Mikey had been horny all day thinking about it but had purposefully stayed away from Missy. He wanted to be really ready tonight for whatever happened. All week, his mind had kept returning to the previous weekend when Ken and Suzie had come over for dinner. The sight of his wife and Suzie giving him and Ken tit fucks was just too amazing. Mikey got instantly hard just thinking about it. Tonight, maybe a repeat performance, and maybe, if he was lucky a little more. Missy watched Mikey as she got the rest of dinner ready. He was hard in his shorts already. Like Mikey, Missy had thought about last weekend. She still couldn't quite believe it. Her whole body heated up when she thought about it. When the doorbell rang, Mikey and Missy both answered it, a big smile on their faces. Ken and Suzie had the same smile. For the first hour, conversation was polite and no one brought it up. After dinner, Missy suggested a little swim again. This time, neither Missy nor Suzie even thought of swimsuits. Both stood by the side of the pool and stripped for their husbands. Mikey looked first at Missy. She was so beautiful. Her round breasts and round ass. His cock got even harder watching her. His eyes shifted to Suzie. What turned him on with Suzie was her chest. She had the most beautiful tits, big, round and well, big. Her DD's were really amazing. Both women crawled into the water and swam, playing and splashing each other. Both men were getting harder and harder just watching them. After a while, Missy and Suzie both crawled out of the water. Taking one of the towels, Missy was rubbing the towel over her nipples. Missy looked over her shoulder at Mikey and smiled. Suzie wasn't about to be outdone. Lifting Missy's breasts, she wiped underneath the massive mounds and gently stroked her nipples. Missy moaned and Suzie smiled. Then they turned and faced their husbands. Without saying a word, both women stood in front of their husband. Missy reached down and slowly unzipped Mikey's shorts. As she was pushing his shorts down, Suzie was pulling Ken's shorts down. Both men's cocks sprung out and up. Kneeling in front of them, Missy and Suzie smiled. They had talked about this all week and the men were in for a surprise. Suzie slowly took Ken's cock in her mouth, sucking him hard and slow. As her mouth pulled on his cock, her hands rubbed his balls. Ken moaned and closed his eyes. Missy took Mikey's cock in her hand and slowly squeezed the tip of his cock. As she played with the head, her tongue licked up and down his shaft. As her tongue moved over him, her fingers stroked him. Then, she slid him all the way in her mouth. Mikey moaned and grunted. Her mouth was so warm. Getting the cocks wet, the women then took each cock and wrapped them between their luscious breasts. Mikey moaned and opened his eyes, looking down to watch his rock hard cock move in and out of Missy's breasts. Ken was moaning, loving the feeling of Suzie's soft mounds wrapped around his rod. Up and down, both women moved their breasts, tit fucking their husbands. After a few minutes, both Missy and Suzie stopped. Ken and Mikey looked heartbroken. But that was going to change quickly. Crawling towards Suzie, Missy moved in front of Ken. Suzie had crawled in front of Mikey. Mikey couldn't believe his eyes. He thought he would burst immediately as Suzie took his cock in her mouth and sucked. "Oh shit!!" Both men grunted at once. Missy was slowly licking Ken's shaft before taking him in her mouth. Mikey looked over and watched as his wife took his friend's cock in her mouth and sucked him. He looked down and watched as Suzie was devouring his cock in her mouth, her hands rubbing his balls. Then all his fantasies came true as Suzie moved his cock from her mouth to her breasts. As Suzie's soft breasts wrapped themselves around his hard cock, Mikey thought he had died and gone to heaven. Mikey pushed his cock upwards in Suzie's breasts. Each time his head poked through, Suzie would lick the tip. Mikey watched his cock disappear and reappear between her mounds and moaned. He looked over and watched as Missy had wrapped her breasts around Ken's cock and was repeating the same motion over there. Over and over again, Mikey watched Missy take the tip of Ken's cock in her mouth before it disappeared between her breasts. Ken was the first to cum, spilling his juices over Missy's pale breasts. She sucked the tip of his cock clean and then released his cock from her breasts. Ken fell back on the lounge chair, his limp cock twitching between his legs. Missy crawled over to Mikey and Suzie. As Suzie continued to tit fuck Mikey's cock, Missy crawled down underneath and Mikey grunted as Missy's mouth closed over his balls and sucked. Never had he dreamed of anything this good. He was getting tit fucked by a massive pair of breasts and his wife was sucking his balls as it happened. He grunted, pushed his cock upwards and then shot his cum all over Suzie's breasts. Reaching up, Missy grabbed Mikey's cock and jerked him, shooting even more cum onto Suzie. Mikey smiled and collapsed back on the lounge chair. Both women smiled and went back into the pool to clean up. As they swam, both women rubbed against each other. Missy began stroking Suzie's breasts, running her fingers over her nipples and squeezing. Leaning down, Missy took a nipple in her mouth and sucked. As Suzie moaned, both men sat up and watched. Missy's mouth closed around Suzie's other nipple and sucked, pulling her into her mouth. Suzie had reached underneath the water and was gently stroking Missy's pussy with her fingers. Missy moaned and Suzie slipped a finger just inside and then pulled back out. Suzie leaned down and sucked Missy's nipples as Missy leaned her head back and moaned. Suzie's fingers stroked her pussy as her tongue stroked her nipples. Watching a little of this and both men were raring to go again. They stripped out of the rest of their clothes and crawled into the water with the women. Taking Missy's hand, Mikey led her to the steps and turned her around. Bracing herself against the edge of the pool, Missy turned her head over her shoulder and watched as Mikey guided his cock into her tight pussy. She moaned and pushed back against him. Ken had taken Suzie and had her sitting on the pool step. Opening her legs wide, he leaned down and flicked his tongue over her pussy, licking her. Mikey watched as Ken's tongue disappeared inside her pussy. Standing up, he opened Suzie's legs wider and guided his cock into her pussy. Both women were moaning as their husbands fucked them, pushing their cocks harder and harder into them. It wasn't long before both women were cumming and cumming hard. Ken and Mikey both looked at each other and smiled. Instant communication. Pulling their cocks out, Ken and Mikey traded places. Mikey pushed Suzie's legs open and looked at her pink pussy. Slowly, he pushed the tip of his cock against her lips and opened her. Suzie moaned and bucked her hips. As Mikey slowly disappeared inside Suzie's tight hole, he watched as Ken rammed his cock up inside Missy's pussy. Watching another man fuck his wife turned Mikey on. Grabbing Suzie's hips, Mikey pumped his cock into her, fucking her hard. Missy was moaning for Ken to fuck her harder and Ken was having trouble making that happen. Reaching around, Ken fondled Missy's tits as his cock slammed in and out of her. Mikey pushed harder into Suzie. Both grunted and came. Mikey pulled out and Suzie took his cock in her mouth, sucking him clean. Ken was still fucking Missy, his balls slamming against her. Mikey moved over and sat next to his wife. As Ken fucked her, Mikey kissed her mouth, his tongue slipping between her lips. She moaned and her orgasm ripped through her as Mikey kissed her. Suzie moved down and was sucking on Ken's balls as he fucked Missy. That did him in and he pulled out, his cum spewing everywhere. Suzie took his cock in her mouth and sucked. Both couples sat back, cuddling and stroking each other. Another friendly barbecue and no complaints. Maybe next time they'd ask that third couple and see what they could do with that challenge. The Challenge Ch. 02 First of all I want to apologize to all for not getting the following continuation to this true experience off sooner. I have been extremely busy with both my job, which requires a lot of time and travel, and trying to get as much black cock that I can possible get. Reading Part 1 will give you some more background. On my way to the parking garage across the street from the office there was only one thing on my mind...Warren Joseph. And the constant grin on my face proved it. Prior to leaving the office I of course checked his file. He is a construction contractor relocating his business to Florida. He had stated to me he was finishing up matters before joining his family, which already moved there the prior week. He was staying at one of the hotels in the vacinity in the meantime. After what happened in the office it was only natural to accept his invitation to dinner. Besides, I wanted another go at the fattest cock that I ever experienced before he left town. Driving home was a little difficult as I diddled my pussy and licked my lips the entire time. Then I remembered that I had to pick up a few items at the supermarket, so it was time to regain my composure. Before stepping out of my Lexus I withdrew my compact from my purse and quickly touched up my makeup using the rearview mirror, followed by another layer of lip gloss. As soon as I exited my car I smoothed out my mini-dress and proceeded into the grocer. As I made my way around the store the clicking of my white-patent high heels on the tiled floor definitely brought the gazes of men and women alike. I consider my gorgeous legs my best feature and just love to show them off as often as possible. By now it was mid afternoon and the first thing I did upon entering my house was to call Betty, as I had plans to go with her to a dance club this evening. I told her I had to back out as I received a spur-of-the-moment dinner date request from someone that I had met today. She was totally fine with that, wishing me luck and to tell her all the details afterward. With that done I put my groceries away and fixed myself a light lunch, just a salad and a glass of merlot, then a nice soothing bath. Even though I had showered prior to work I wanted to look and smell my best for my dinner date with Warren. It also included shaving my legs and pussy yet again. It's just automatic every time I bathe. After drying myself off I put on my bathrobe and then oiled my legs. It just makes them that much smoother. Then I went to my bedroom and opened the door to my walk-in wardrobe. I just stood there pondering, "Oh My! What shall I wear?" What seemed like an eternity of contemplating this outfit then that outfit, I finally decided on a longsleeve, white satin collared blouse with large, quarter-sized black polka dots and a just-above-the-knee black pencil skirt, with a 5" wide black-patent belt wrapped around my 22" waist. Of course the undergarments come first. A b-cup satiny bullet bra, although an a-cup would definitely fit my little, itty bitty titties. Then over to my hosiery drawer to pick out a pair of nylons...a brand new pair of beige SIL reinforced heel and toe stockings. The feel and look of these beautiful nylons are very similar to my Albert's, which are still my favorites. While standing with one foot on my large, round ottoman, I gently slipped on my stockings, one leg at a time, attaching them to one of my many 12-strap, smooth paneled garter belts. Oooo!...Nothing beats the feeling of a new pair of luxurious stockings encasing my legs, so slippery and smooth. Upon sitting at my vanity I found it very difficult to concentrate on my makeup application, thinking about what his black monstrosity might do to me. After a little pussy diddling with my right hand and running my left hand up and down my nylon encased leg, I temporarily relieved myself so I could continue with the painting of my face. Finally, after an hour or so of putting on layer upon layer of foundation, rouge, blush and mascara I was ready to tackle my next step...my hair. Removing the bobby pins, I let it fall from the pompadour that was atop my head. I brushed and brushed my mid back in length, snowflake white wavy hair to get it the fluffiest and fullest it can possibly be. I glanced at the clock and I had less than an hour left to finish getting ready. After slipping on my blouse and skirt it was back to the closet to pick out a pair of shoes. I chose a pair of black and white two-tone patent pumps with six inch stiletto heels. I adore wearing high heels all the time as they draw attention to my beautiful legs, not to mention how sexy they make me feel. The lowest heel height I own are five inches, which are usually the ones I wear for work. Otherwise it's anywhere from 5 1/2 to 8 inches, although I do own two pair of 10" heels. Then I applied cherry red lipstick to my full, fat lips and after they dried I coated them with a generous amount of high shine lip gloss. By the time I went downstairs it was already 7:40. I went to the kitchen to get myself a glass of cranberry juice when the doorbell suddenly rang. I looked through the peephole of my front door and it was Warren. He was dressed in a fancy dark navy suit, cream colored shirt and a black tie. "Welcome to my abode Warren, please do come in." "God damn Miss Petersen you look smoking hot." "Why thankyou, you don't look bad yourself. And please, let's stop with the formalities. Please call me Victoria. May I get you a drink?" "No thanks Victoria. I want to apologize the way I came on to you at the office this morning. I thought I was a happily married man, but the way you strutted yourself around the office...Geez, I just lost all control. And you are one good looking woman!" While standing together in my foyer I closed the front door and said, "No apologies are warranted...and I'm so glad what you did and what you called me." I pushed him up against the wall next to the door and knelt down in front of him. While unbuckling his belt I continued, "I can't wait till after dinner darling...please pleasure my mouth once again!" I grabbed his zipper with my teeth and pulled it down all the way. "Oh please let me suck your big, fat cock again!" As he stood there looking down at me he said, "I knew you were a slut the first time I laid eyes on you. And after how you took care of me this morning the only thing I could think of all day long was you baby. You get me so fuckin hard!" "Oh yes, prove to me that this morning wasn't a daydream." With his pants now down at his ankles I pulled his boxers down to join them, revealing the mammoth that my hot, wet, eager mouth desired. And what surprised me was all his stubble was gone from his pelvic area including his massive balls. By the time I grabbed it with both hands and kissed the giant, bulbous head he was at his full 11 3/4" length. "Mmm...(kiss, kiss)...Oh Yes!...(kiss, kiss, slurp, slurp)...I just love worshiping your big black shaft darling...(kiss, kiss, slurp, slurp)...it's soo big...(kiss, kiss)...and black...(kiss, kiss)...and beautiful...(slurp, slurp, lick, lick, kiss, kiss)...and let's not forget these (meaning his huge nutsack)." After getting him totally wet with my spit I tried stuffing his balls into my mouth but they were just too big, so I licked and kissed my way back up to his pulsing, flared head. I opened my cock hungry mouth and enveloped his giant, purple mushroom with my CSL's, trying my best to swirl my tongue around it the best I could. "Mmm...(suck, suck)...Oh My!...mmm...(suck, suck)...mmm...Oh god you taste so good!...mmm, mmm." "Oh you hot, beautiful slut! Suck my big black cock baby! Suck me off like you did this morning cause I need to bust another nut real bad. God, your face, your lips, your white fuckin hair turns me on so much." "Mmm, mmm...Oh Yes!...Give it to me darling...Mmm, mmm...Give me every fat rock hard inch...Mmm, mmm...I'm a black cock only slut that lives for this...Mmm, mmm...Now hold my head in place and when you feel yourself enter my throat slowly pull me towards you." I knew after deepthroating him for the first time earlier today that it just had to be easier this second time around. I was going to make sure of it. He gently held the back of my head with both hands and as soon as his ultra fat cockhead was at the back of my mouth, I swallowed. He was in and my pussy exploded with sheer excitement. Slowly, inch by inch, he pulled me towards him, filling my esophagus, as my outturned CSL's clamped tightly around his girth. The only thing I could muster was a passionate moaning as he went deeper and deeper down my throat. When my CSL's hit his pelvis I knew I reached my goal. Then I slowly withdrew him watching his gorgeous black shaft leave my mouth. With another huge smile on my face I said, "Oh Yes, again darling!" Over and over, again and again, I had him fuck my throat with his full length. After a few minutes he had released his hold on my head and I was freely deepthroating his glorious black pole with no effort whatsoever, my full head of hair bobbing to and fro. Oh god I love to suck big, black cocks more than anything else. "Oh Warren, please cum in my mouth." "I'm almost there you beautiful, filthy whore! You better not stop now!" Of course I didn't, but rather picked up the speed. Having his hugeness gliding in and out of my throat brought on yet another orgasm, as my panties were now thoroughly soaked. "Oh yeah!...That's it...Just like that...Oh God, Yes, Here it comes!" I released him from my throat hold and just left his breathing cockhead in my slut mouth, forming a tight seal with my shiny CSL's. Bam! My mouth started flooding with his jism, which I swallowed immediately, followed by another jet, then another. Mmm, so rich, so creamy, so delicious. I never let him leave my mouth as I didn't want him shoot any of it into my hair or on my face. If we weren't going out to dinner, it would have probably been a different scenario. Once he finished cumming I removed him from my oral cavity and licked him clean, making sure there wasn't a single drop remaining. "Goddamn it Victoria, I'm one lucky fella to have the pleasure of being with you tonight. Why did you accept my invitation to dinner, me being overweight and all?" As I slapped his huge, heavy manhood on my lips I said, "You didn't think I was going to let you escape to Florida without me having another sampling of this, do you? And besides, I don't think you're overweight, except maybe for this!" I planted a few more kisses on his fist-sized cockhead before standing up and smoothing out my skirt. "Well, shall we go have some dinner?" "By all means...I'm famished. I hope you like steak." "Absolutely, just let me freshen up a bit. Make yourself comfortable and I'll be back in a jiffy." I ran upstairs and checked my makeup in the vanity mirror. Luckily, it was still perfect. Just had to touch up my lips with another layer of lip gloss. After that I brushed out my hair for a few minutes before heading back downstairs. Before entering my living room I could hear Warren talking on his cell phone, which made me stop dead in my tracks, as I didn't want to be rude by being present. All I could make out before he hung up was, "...yeah, 10:30 in the bar...see you then." Then I entered and said, "I'm ready, just let me grab my purse. Where are you taking me?" "Well, I'm staying at the Crown Plaza Hotel and they have an excellent restaurant. Do you know of it?" "I know of the hotel, but have never been to it, nor it's restaurant." We left my house, and as the gentleman that he is, held the door open to his SUV as I climbed in. We made some small chit chat during the fifteen minute drive, but I knew both of us had other things on our minds. Before exiting the car at the hotel I grabbed his crotch, looked at him in the eyes and said, "I hope these giant things will be full again, because I'm going to need an after dinner drink!" "Oh shit Victoria, I can't remember the last time I've cum so much and so hard. But you can count on it beautiful, I'll be ready! Let's go before you get me rock hard again." As we made our way through the lobby and down the corridor to the restaurant I couldn't help but hear the clickety-click, click, click sound of my spike heels on the floor as we walked. This sound always turns me on, as it brings looks and stares my way all the time. Our dinner together included all kinds conversation. Everything from family, friends, travel, work and hobbies to of course, sex. One time during our meal he stated, "I might as well just come out and tell you...a friend of mine wants me to meet him in the cocktail lounge tonight for a few drinks. If your uneasy with that I can cancel." "Nonsense Warren, as long as you bring me along with you. I'd love to meet your friend. What's his name?" "I promise you won't be disappointed...Alan, and we've been close friends for quite some time now. I believe he is close in age to yourself...36, and has a knockout looking wife, although she tends to be uptight a lot." After finishing our delicious meal we headed into the lounge which was right next to the restaurant. Shortly after sitting at the bar and ordering a cocktail Warren excused himself to go to the men's room. Sitting there sipping my drink awaiting his return I found myself crossing and uncrossing my legs...zzzip, zzzip...zzzip, zzzip...that unbelievably wonderful sound of non-stretch nylon rubbing against non-stretch nylon. It's so sexy and definitely brought the look of many of the patrons my way. I tend to do it quite often, especially when I become excited and aroused. And aroused I became! A tall, extremely dark-skinned black man, at least 6'4" or taller entered the lounge. He was smartly dressed, very good-looking, with a bald head that shined like the sun and a neatly trimmed goatee. Our eyes were locked on each other as he made his way directly towards me. I stood up with a wobbly feeling in my legs. "You must be Victoria, I'm Alan. Warren wasn't kidding when he told me about you. You are very beautiful!" "Thankyou Alan. I hope it was good things that Warren mentioned." Little did I know at this time that I would become this man's mistress for many years to come. "Oh, they were, believe me...isn't that right buddy?", he said as Warren remerged behind me. He just smiled and said, "Well, it looks like you two already got to know each other. Anyhow, Victoria Petersen...Alan McPhee. Can I buy you a drink man?" "Yeah, just a beer." There I was, sitting at the bar flanked on both sides by two black men, becoming more aroused as each second went by (zzzip, zzzip). " When are you headed back down to Florida?" "Tuesday", Warren replied. "So, where's your better half tonight?" "She's staying at her mother's tonight and tomorrow before heading to St. Louis for one of her conventions. I hope you don't mind me asking Victoria, but you have the whitest hair I think I've ever seen, as white as a sheet of paper. How do you get it like that?" (Zzzip, zzzip)..."As they say in the commercial, only my hairdresser knows for sure!...(zzzip, zzzip)...So Alan, what to you do for a living?" "I paint, as in building interiors. But, Veronica is the main bread winner. She's in real estate. And you?" "Besides being a part-time receptionist for Warren's attorney...(zzzip, zzzip)...I'm in the midst of becoming a full-time saleswoman with a corporate insurance firm, and when I do...(zzzip, zzzip)...it's bye-bye receptionist job!" (Three weeks later that's exactly what happened.) Warren interjected, "I think it's about time we take this party up to my room. I have a bottle of wine and some beer. Anyone who objects say 'nay'". Alan's hand was all over my stocking-clad thigh by now. I was the first one to stand up and said, "If you gentlemen don't mind I'd like to visit the ladies room first." Warren said he would pay the bar tab and for me to meet them at the elevators. By now I was so horny, yet a little worried at what Warren's fat monster might do to my pussy and ass, but nothing was going to stop me from trying. While in the stall and after taking care of business, I reached into my purse and grabbed a douche to make my ass squeaky clean. Five minutes later I was done. Then I quickly brushed my hair again and added more lip gloss before heading out. 'Clickety-click, click click, clickety-click, click, click' echoed in the corridor as I made my way to the elevators in my 6" high stiletto pumps. I just couldn't keep my eyes off Alan as I approached them. It's not that Warren is unattractive, but Alan is a god when it comes to good looks. After we entered the elevator and the door closed both of them had their hands all over me. Both were grabbing my bubble-butt and thighs. My lips immediately found Alan's mouth while Warren was kissing my neck. All I could do was moan in pleasure. Then the elevator dinged as it reached our floor and we all stopped as if nothing had happened. I short walk down the hall and we were at Warren's room. As soon as we entered I made my way across the room and sat on the sofa, crossed my legs (zzzip), and said, "Oh God, don't keep me waiting darlings, please give me my dessert!" They both came up and took their positions standing slightly to each of my sides. "Let's not keep the pretty lady waiting" Warren stated as the started to undo their trousers. As soon as they both finished unbuckling their belts and unbuttoning their pants I pulled them down swiftly along with their boxers. First Warren...his huge, thick, monstrosity of 11 3/4 inches slapping me in the face. Then, excited to see what he had to offer me, Alan. And like what Warren had told me earlier, no disappointment, just pure bliss. Of course he wasn't as fat, but the length simply amazed me...over 14 inches...14 1/4 to be exact!. "Ohhh My!" was all I said as I dove right in, grabbing them at the base and alternately kissing and slobbering all over their big, mushroom heads. "Mmm...(kiss, kiss)...mmm...(kiss, kiss)...Oh My God!...(kiss, kiss)...Oh Yes!...mmm...(kiss, kiss)...Oh, You both taste soo good!...mmm, mmm...(kiss, kiss)...I feel so honored...(kiss, kiss)...to be able to...(kiss, kiss)...service you both...mmm, mmm...(kiss, kiss)...Oh God!...(kiss, kiss)...Please fuck me!" Warren answered, "Not until you show him what you can do slut!" I knew exactly what he meant, so I continued to bathe their entire poles whith my drooling mouth and lips. I looked up at Warren and said, "Oh, hold my head in place" and placed his gargantuan cockhead in my mouth, keeping my shiny CSL's outturned on his circumference. He knew exactly what to do this time. As he reached the entrance to my throat, I swallowed, and he popped in, pulling my head towards him slowly, inch by inch, until my face was nuzzled in his crotch. Then I withdrew but not removing him from my horny throat. Then down again, this time a little quicker, then up, then down, faster and faster, moaning with delight. Alan blurted, "Holy Shit Man! I'm fucking hard as granite!" I released Warren and said, "Oh God, now its your turn." Being about a third less thick as Warren I knew this was going to be easy. The longest cock to this point I ever deepthroated was just shy of 15 inches, so this was going to be a breeze. I wrapped my CSL's around his impressive head, grabbed him by the hips and pulled him into my eager throat not stopping until I was at his root. Then in and out faster and faster, between the 9 and 14 1/4 inch mark, never releasing him from my slutty throat. "Damn it, she's the best fuckin cocksucker I ever had!" Alan stated. Oooo...Music to my ears. "I told you so...don't you ever believe me?" exclaimed Warren. Back and forth between the two of them I had them moaning with pleasure as I continued my cocksucking/deepthroating assault. It was also bringing my pussy to the point of no return. Finally, after about five minutes I stopped and said, "Don't you two worry one bit. I'll definitely be finishing you off with my mouth, but please fuck me! Please!!!" The Challenge Ch. 02 "No problem you gorgeous slut!" I stood up and removed my blouse, skirt ,belt and panties, leaving myself only in my silvery bullet bra, 12-strap garter belt, beige stockings and black & white stiletto's. I sat back down on the sofa and spread my legs. "Fuck me Warren! Please fuck me with that over-sized black telephone pole! And please be gentle...you're so wide!" He grabbed my stocking-clad legs and rested them on his shoulders, my spike heels pointing skyward. He slowly poked my bald pussy with the head of his shaft at least a dozen times so I could stetch to accomodate him. Then he was in..."Ooo, Ouch, Ooo, Ouch, Oh god, my pussy has never been this stretched. Please go slow." "I will...at first bitch!" "Oh god yes...Oww...Oooo...That's it...Oooo...Yes! Talk dirty to me!...Oww...Yes!...Oh God, you're soo big!...Ouch...Ooo...Oh god I need a cock in my mouth!" With that said Alan immediately knelt on the couch next to me and fed me his long black missle. "Here you go you gorgeous fucking slut!" Shortly after getting reacquainted and falling in love with Alan's lengthy shaft with my mouth, I glanced down between my legs to watch Warren's massive meatpole going in and out of my stretched pussy, only about 6 or 7 inches of it. It really felt uncomfortable by this time as my pussy lips felt like they were being ripped. "Oh god please stop! You're just to big around for my pussy baby" as I pushed him away, then looked at Alan and said, "Please fuck me in the ass darling...(kiss, suck, slurp)...Oh Yes! Please fuck me in the ass!" I spun around so I was facing the end of the sofa with one leg kneeling and the other standing as Alan lined up behind me. I looked at Warren and said, "Get over here and let me suck you off again dear while Alan prepares my horny asshole for you." I stretched my CSL's once again on Warren's pulsating black giant as Alan mounted me from behind, grabbed my hips and entered my 'black cock always welcome' ass. "Mmm...(suck, slurp)...Oh God Yes!...mmm...(slurp, slurp)...That's it baby...mmm...(slurp, slurp)...Fuck my ass!...mmm...(slurp, suck)." What seemed like no time at all Alan was reaming his full 14 1/4 inch length in and out of my slutty ass. "Oh God you feel soo good gliding in and out of my ass darling...(suck, slurp)...That's it baby...Mmm...(slurp, slurp)...Harder baby...(slurp, slurp)...Oh God, Yes!...(suck, slurp)...Faster!...hmmm, mmm...(slurp, slurp)...Oh Yes!...Yes!" God I love being fucked in the ass, ten fold more than in my pussy. Now was the time for my challenge to continue. I just had to try and get Warren's beer can thick black shaft stuffed into my eager ass. But I also wanted to suck Alan to explosion as I was dying to find out what his cum tasted like. "Oh God...Switch!" As soon as they withdrew from my holes I continued, "Oh God, Hurry!...I feel so empty!" Warren added, "Fuck, this slut can't get enough black tube steak!" As soon as he mounted my upturned ass I felt his wet cockhead at the entrance to my asshole. Coupled with his pushing I started rotating my hips trying to get him to enter. With a little persistance from both of us his fat mushroom finally penetrated bringing an "Uhhh" from me. "To tell you the truth man, this is the first white asshole I ever fucked." Slowly, half inch by half inch he entered my wanton ass causing me to grunt continuously and preventing me from servicing Alan properly. "Oh shit this bitch is tight even after you fucking her." It did hurt a little at first but once he had his entire 11 3/4" log embedded in my steaming hot ass, followed by a steady in and out rhythm, it was pure anal bliss. "Oh God Baby...You feel soo heavenly in my ass!...Mmm...and your big black shaft tastes so wonderful darling!...hmm, mmm...Oh god, yes!...Fuck my ass!" For the next few minutes, or so it seemed, there was nothing said but groaning and grunting by all of us, as I received the most wonderful, burning, ass-reaming and throat fucking I ever experienced up till now. My pussy was constatntly burning with one orgasm after another. Finally Alan blurted out, "Oh shit, I'm gonna cum you gorgeous, filthy, gutter trash, cocksucking whore!" I pulled his long, pulsating black rod out of my throat and past my shiny outturned CSL's and said, "Oh Yes, In my mouth!" Stream after stream of his thick, gooey cream jetisoned into my open, waiting mouth. "Mmmm...(gulp)...Oh god you taste so good!...(gulp)...So delicious!...mmm...So delectable!...(gulp)...So creamy!...(gulp)...Oh god I want more!"...in which I started deepthroating his magnificent length harder and faster, trying to coax out every drop while Warren continued to pummel my abused asshole. Not long after Warren interjected, "Watching her suck you off is gonna make me blow!" Hearing this I immediately let go of my mouth hold on Alan and spun around. "Open up bitch cause here it comes!" The first blast from his black horse cock was so forceful I almost missed it, but I clamped my CSL's around his fat cockhead just in time. "Goddamn this slut can't get enough cum to eat. Isn't that right bitch? Tell me you fuckin slut whore!" "Mmmm...(slurp, gulp)...Yes!...It's soo true!...(gulp)...I love eating cum!...(slurp, gulp)...ever since I was 15 1/2...(slurp)...but now I only suck off black men!" When Warren finally finished cumming and I licked his shaft clean of any remnants he went over to the bed and collapsed. Alan just sat down on the sofa next to me. "Goddamn Victoria, you fuckin drained me today", said Warren staring at the ceiling. "I want to thank you for a great day, cause I doubt it will ever happen again. I will always remember this and you. I'm going down to the bar. Would you mind driving her home?" Alan said, "Not a problem man." "Thanks, and be sure to lock the door on your way out. Goodbye Victoria! And I only wish the very best for you." "Goodbye Warren....and Thankyou!" That was the only day and last time I ever saw him. And boy, did he leave me with a memory. After he left Alan said, "I think he feels a little guilty, but I'm sure he'll get over it. Once he's in Florida back with his family he will be fine." "I'm so glad he introduced me to you Alan. That's one thing I won't be able to repay him for." "Likewise Baby. If it wasn't for him I would have never met you. And now that I have I don't think I can go on without seeing you again." "Don't worry darling, I feel the same way. So, you don't mind driving me home?" After he said "Of course not" I grabbed my blouse, skirt and belt and went into the bathroom to dress and freshen up, which of course included touching up my makeup, brushing my hair and applying another generous amount of lip gloss. I wanted the drive home to last forever. This man was so good looking that I didn't want the evening to end. After pulling into my driveway I invited him in for coffee, which he gladly accepted. Upon entering my kitchen I said, "Please have a seat while I put the coffee pot on". Actually, coffee was the farthest thing on my mind as I strolled around the kitchen, my spike heels clicking on the tiled floor, as I tried to prepare it for us. Finally with that done I took a seat next to him at the kitchen table...(zzzip!). "Victoria, I must tell you that you are one striking creature. And I can't get over how white your beautiful head of hair is. It's soo sexy baby!" As I grabbed his hardening shaft in his pants I replied, "Oh, Thankyou Alan!...(zzzip, zzzip)...And you are one extremely handsome man! Oh god, please let me suck your big, black, beautiful shaft again!...Please??" He immediately stood up and faced me while I remained seated and dropped his slacks. "Oh My God, Yes!...(kiss, kiss, slurp, slurp)...Your cocklength amazes me darling...(zzzip, zzzip, kiss, kiss, slurp, slurp)...It's soo long!...(slurp, slurp, kiss)...and soo hard!...(slurp, slurp)...hmm, mmm!...and soo delicious...(slurp, kiss)...Now hold my head in place so I can really take care of you properly!" With that said I started deepthroating and sucking him off like my life depended on it. "Oh Shit, Victoria. You're insatiable!...Oh God!...You're unbelievable!...Damn!...What I said earlier is absolutely true baby. You're the best cocksucker I ever had...And such a beautiful, classy, slutty one at that!...Oh shit!" "Oh God, Yes baby, talk dirty to me...(slurp, slurp, suck , suck)...Tell me who I am, what I am!" "OK slut!...You're Victoria Petersen and you're nothing but a Black Cock Whore! And the best fuckin cocksucker on the planet! Hands down!." "(Slurp, slurp, suck, suck)...Oh God, Yes Darling! Say it again!...(suck, slurp, slurp)." "Victoria Petersen!...Black Cock Whore!...No, make that Black Cock Whore Extrodinaire!" "Oh My God!...(slurp, slurp, suck, suck)...Thankyou Darling!...(suck, suck)...Oh, fuck me in the ass!...(slurp, suck)...Oh please fuck me in the ass again!" "Damn right babe, but you better finish me off with that magical mouth of yours. Now stand up and bend over!" I removed him from my sucking mouth, stood up, turned around, and grabbed hold of the kitchen table while stepping one stocking clad leg up on a chair. He pulled up my skirt up onto my back, grabbed hold of my waist, and slid his wet, long, black pole into my stretched out asshole. "Oooo Yes Darling!...Oh My!...You feel so good in my fanny!" I whipped my long, wavy, white locks onto my back, turned my head to try and look at him and said, " Ooo, I love the way you fuck me in the ass. It feels so exquisite! God, I love getting fucked in the ass baby! Please ream me with all you have my darling!" "Oh you fuckin black cock whore! It's gonna be my absolute pleasure. Shit, your legs, your stockings, this garter belt is so fuckin sexy, not to mention your spike heels. It just makes me that much fuckin harder slut!" "Oh god darling, stick your shaft back in my mouth!" Back and forth I went with him, ass-to-mouth, mouth-to-ass, ass-to-mouth, at least a half dozen times, and for at least 20 to 30 minutes. Then I decided it was time to reward him by deepthroating him nonstop until he gave me what I always crave. "Goddamn it you fucking gorgeous slut...here it comes!" The first rope shot out of his mushroom head heading towards my forehead, but I caught in midair with my tongue and CSL's. "Mmm...slurp!" Then the next rope right into my open, anticipating mouth..."slurp"...then another, and another. Finally when he started to subside I deepthroated his still pulsing manhood just for good measure as I wanted to make sure to get every tasty drop. "Mmm, Your hot cum tastes out of this world darling. Thankyou soo much!" Well, the evening solidified a relationship with Alan that would go on for more than four years. That didn't mean I didn't experience other men. On the contrary, it just increased my addiction to black cock that much more. Veronica, his gorgeous wife, never found out, until a one certain evening. But that story is for another time. I still see both of them regularly to this day, about once or twice a month, and we have the grandest time. What sticks out in my mind most of all during this experience is not Warren, but what Alan called me that evening, 'Victoria Petersen...Black Cock Whore.' The Challenge Ch. 02 Steve, his cousin Kit and next-door neighbor Mindy grew up as inseparable friends: the Three Moosekateers, they started calling themselves when they were about eight. Then about a month before they were set to go their separate ways, to colleges in different parts of the country, Mindy surprised Steve by telling him she wanted to be more than "pals." Chapter 1 ended with Steve and Mindy making out on her bed, he naked, and she wearing just the bottom half of her bikini. And talk about "surprised"? Kit just walked into the room, and Steve and Mindy didn't know she was there until she screamed "Oh... my... fucking...God!" Kit walked toward us, as Mindy and I scrambled to crawl under the topsheet of her bed. "Kit," I said, "you're supposed to leave now." "But I thought the Moosekateers shared everything." "Not this!" Mindy said. Kit sat at the edge of the bed. "How long as this been going on? Have you two been fucking all this time?" "We haven't," I said. "Not yet," Mindy said. Hmmm, I thought. Kit started to pull back the sheet, but Mindy grabbed it tightly. She looked over at me, smiled, then back to Kit. "Okay, you can join us," she said. "But not until..." she said. "Who said I wanted to --?" "Clothing off, or leave." "But Steve's my cousin," Kit said. "So?" Mindy asked her. "That didn't seem to bother you a minute ago." Kit was wearing a pink, sleeveless blouse, and began to slowly unbutton it. When she was done, she took it off and dropped it on the floor. Funny... I'd been messing around with Mindy when she was naked from the waist up, but I'd never seen a girl or a woman wearing just a bra. This one was pink like the blouse, and I could just make out the color of her nipples through the cups. Next, Kit pushed her terry shorts down her legs and I saw that her panties were a lot briefer than Mindy's bikini bottoms, and that some pubic hair was escaping out of the sides. "Is this enough?" Kit asked. Mindy threw back the sheet, exposing us both, and looked at my dick, which had shrunk back to its normal size when Kit surprised us. "No," she said. "Look at this. You broke it when you walked in on us. It'll probably take at least your tits to fix it." Staring at my dick -- probably the first adult dick she'd ever seen -- Kit undid her bra and dropped it onto the floor along with the rest of her clothing. "That seems to be helping," Mindy said, reaching over and taking my dick in her hand: the first time she'd touched me there. That got me hard quickly enough. I took this as permission to stroke her right breast with my hand, starting at the top and settling on the hard nipple. I couldn't tell you who made the first move, but the next thing I knew our mouths were together and we were kissing as passionately as we had been before. I was sorry to lose Mindy's hand from my dick, and my hand from her breast, but my dick was rubbing her pussy through her bikini bottoms for all it was worth, and we were both groaning loudly. I didn't even realize Kit was on the bed next to me until she pulled me away from Mindy, turning me onto my back, then leaned over me and saying only "My turn," wrapped her lips around my dick. Holy shit. My half-naked cousin was giving me my first blow job, making up for her lack of experience with a lot of enthusiasm. Not that I'd have known the difference anyway. I'd have expected Mindy to be pissed off, but her face was close to Kit's, watching with fascination. While my dick was being massaged by Kit's warm, wet mouth, four bare breasts right above me, I reached up and took one of Kit's in my left hand, and one of Mindy's in my right. That was all I could take, and started cumming like crazy into Kit's mouth. I had neither the time nor the mental capacity at that point to warn her: all I knew was that I kept cumming and cumming, even after Kit started gagging and let my dick drop out of her mouth. Between my dick spurting it out, and Kit spitting it out and she coughed, there was cum everywhere. By the time I caught my breath, Mindy was gently rubbing my limp dick, and she said "Now it's my turn." "I don't think that's going to be possible," I said. Mindy lay on top of me, the cum on my chest coating her bare breasts, and kissed me. She rubbed her crotch against mine as she sucked my tongue into her mouth, and I realized that somewhere along the way she'd taken off her bottoms: she was as naked as I was, and my dick was grinding against her bare pussy. That was enough to start getting me hard again. She took my dick in her hand, and began to stroke it. It was still slick from my cum and from Kit's saliva. It might take a few minutes, but I knew I could probably cum again just from her touch. But she had something else on her mind. "So do you think I'm sexy now?" "Always," I told her. "We're going to do this," she said and before I could ask her what, she straddled me, then slowly lowered herself down onto my dick. I felt and watched the tip of my dick split her pussy lips, then disappear into her. Finally she pushed down hard, taking all of me inside of her, gave a sharp "Oh!" as I obviously broke her virginity, then began bouncing up and down on me, slowly at first, then faster and faster as she grew accustomed to the feel of my dick filling her up. "You're fucking," Kit said softly. "You two are really fucking..." "Yeah," I said. "It's good." Mindy was just groaning now. I don't think she was even aware of me half the time: she was just fucking my dick as hard and as fast as she could, caught up in the feeling. Kit couldn't take her eyes off of us: she had one hand in her panties, obviously working on her own pussy, but I'm not sure she even realized it. "I'm going to cum," I suddenly realized. "Mindy, stop, I'm going to cum." "It's okay," she gasped. "Pill." I found out later that Kit and Mindy's mothers had both decided to get them on the Pill before they went off to college. I relaxed, and let myself cum. I thought Kit had emptied me out, but I was wrong. Mindy kept fucking at my dick as I came, and kept at it as my dick started to shrink up, cum dripping down my thighs onto the bed, and finally groaned loudly, stopped pumping, and rolled off of me onto the bed. # After Mindy caught her breath, still lying naked on her bed just to the right of me, she said "I can not believe I let you watch me the first time I got fucked." "I bet you can't believe it was with Steve, either," Kit said. "No offense, Steve," she added. "None taken," I assured her, looking at her lying to the left of me, wearing only a pair of panties. "I never saw that coming either." "Because you're dense, Steve," Mindy said. "I've been trying for weeks to get you to see me as more than a pal. Last week when you came to get me in the morning and I came out of my bedroom wearing my short nightie? No? How about the other day when it was raining and I ran over to your house wearing a t-shirt and no bra? See what I was dealing with here?" she asked Kit. "Well, all of this was the furthest thing from my mind until half an hour ago, until I saw you two going at it. Thanks for letting me join you." "Hey," Mindy said. "We're the Moosekateers." "Only one problem," Kit said. "What's that?" I asked. "Nobody's made me cum, and it's driving me crazy. And you, cousin, owe me one." I crawled over between her legs, and pulled off her panties. She had a lot more hair down there than Mindy did, but her pussy was clearly visible, and it was covered with what looked like light cream. I had no idea how it would taste, or how to perform oral sex on a woman, but I intended to make up for in enthusiasm what I lacked in experience. The Challenge Ch. 02: Voyeurism Games Author's note: This is another Challenge story. It's kind of a sequel but not really. The events in the story are happening during the same time frame as the first Challenge story. You don't have to read the first one, but it may help since they share a few of the same characters. I would suggest reading the first Challenge story, and then read this one. You'll recognize some of the character cameos when they occur. I wrote what turns me on. There is a LOT of voyeurism, big butts, a little bit of interracial and group sex, and one very manipulative, perverse old man. Editing thanks go to Todger65. 2: Voyeurism Games Chapter 1 Vernon parked his beat up, black Subaru Legacy in the side parking area of a long driveway. Getting out of his car, the 18 year old exhaled into the cold January weather, seeing his breath. Closing the door, he made his way inside the massive home of his employer, Bob. Bob had called him to see if he could clear out some fallen branches following a recent ice storm. Vernon was happy to help. Usually he only made extra cash from doing yard work for Bob during the warmer months of the year. He genuinely liked the old man too, listening and laughing to his stories during breaks. Vernon felt he was paid way too much for simple yard work, but has been graciously helping out Bob since he was 14. Making his way up the stairs leading to the front door, he saw a woman exit Bob's house. She looked familiar but couldn't place where he had seen her. She was gorgeous, with shoulder length, dirty blonde hair. Something was a bit off about her, she looked distressed. It was as though someone had just asked her to perform an unpleasant or difficult task – like seducing her son for a large sum of money perhaps. Vernon nodded and smiled as they walked past each other. The woman surprised him by speaking up. "Hi, you're Vernon right?" The woman asked, attempting to hide whatever issue caused her to be distraught. "Oh, um, yes ma'am." Vernon replied. "I thought you were. I'm Ray's mom, Julie." She said, offering a polite smile. "Oh, oh yes, I remember now. I thought you looked familiar." "It's ok, I don't think you've seen me enough to recollect that. Anyway, how is your mom? I think I last spoke with her when I ran into her a month or so ago at the mall. I was doing some Christmas shopping." "She's doing ok. A little busy lately." "Great." The two women weren't close, but friendly acquaintances who would carry on and chat for several minutes when they occasionally saw each other out or at high school events. "So you're here to do some yard work? I thought you and Ray were at a sleep over last night at your friend's house." "Yes ma'am. I left early to get started on clearing up some of the tree limbs here." "Ah, well try not to freeze out here," Julie chuckled. "Anyway I better get going. Take care!" Vernon nodded, smiling to Julie, turning to watch her make her way down the steps. Ray had a hot mom indeed. He wondered how she knew Bob or why she was there, but forgot about his curiosity within minutes. Vernon made his way into the vestibule of Bob's large home. He was greeted by the old, jolly-looking man. He had a small white beard that made Vernon think of Santa Claus – if he were on vacation that is. "Hey pal! Come on in!" Bob greeted Vernon as he entered his home. He always seemed to be in a good mood. "Good morning, sir." Vernon smiled back, shaking Bob's extended hand. "I don't normally see you during the winter." "I know, I know! This crazy weather eh? Anyway, follow me and I'll show you what I'd like you to clean up," Bob explained, motioning for Vernon to follow him. After Bob briefly explained where he wanted the fallen limbs and debris put he told Vernon to join him inside when he had finished, for a chat and perhaps some hot chocolate. Vernon, slightly confused and curious, agreed and went about his way, cleaning up a small section of Bob's large backyard. Forty-five minutes later, Vernon found himself sitting in Bob's office, waiting for his hot chocolate to cool. "There you go, pal." Bob entered the room, handing Vernon a 20 dollar bill. "Not bad for 40 minutes of moving some dead limbs around eh?" "Heh, no sir. Thank you." Vernon chuckled and replied. "No thank you! Anyway, I wanted to chat with you about the possibility of earning some extra money that doesn't involve yard work." "Oh, ok, well that sounds great sir." "You just had a birthday recently didn't you?" Bob asked, sitting back in his chair. "Yes, I turned 18 last week." "Ha! I knew it was in January. I may be old, but I'm not senile yet!" Vernon chuckled again, "No sir." There was a brief pause, while Vernon sipped his hot chocolate. "So the extra money. Since you're an adult now, I will speak to you as one." Bob said standing and walking to his bookshelf. He rummaged through some magazines, finding the one he was looking for, then plopped it on his desk in front of Vernon before sitting back down. It was a magazine called "Elite" and had a picture of a souped up Mustang on the cover. It had custom rims and a custom paint job. "You're familiar with that magazine aren't you?" Bob asked. Vernon nodded, looking toward the old man across from him. "Magazines are usually marketed toward demographics. Old ladies, teenage guys like you, do-it-yourself house repairers, film buffs, teeny bop music lovers, and then guys that like technology, computers, new gadgets, and so on – guys like me to be honest." Bob explained. "That magazine is marketed toward African-American males in the 18-35 age brackets. It covers music, movies, sports and athletes, cars, and women that marketing surveys and research have deduced black men may like. Now, is there truth in it or is it a stereotype? I don't know and I don't care." Bob explained, reaching across to grab the magazine, casually flipping through its pages. "I recently sold the publishing company that publishes this magazine and a slew of others – marketed to many different demographics. It's one of several companies I owned," Bob continued slowly, flipping through the pages. "There's usually a section in the magazine –and I'll find it in a minute – that features a few photos of lovely women; women in bikinis posing with cars, or bikes, or on the beach and so on. There's one gal that has caught my eye. She's a local model that's been featured in a few photos over the past four or five years. I know she's only doing this modeling work on the side. She's one of these girls that supposedly black men like; curvy, voluptuous, thick in certain places, if you know what I'm referring to. Ah there she is." Bob found the page, admiring the model he was looking at. He glanced to Vernon sitting across from him. "Hmm, the same blue eyes." Bob said to a now very confused, but curious, Vernon. He managed a weak smile and kept listening to the old man. "This particular woman is one I'd love to get to know more intimately. She's gorgeous," Bob said, turning his head looking at an image of this woman in the magazine. "I know I could easily invite her over, or take her out to a nice dinner. But that's boring. Where's the fun? Where's the thrill in that? I'd rather play games. I'm old; it keeps me on my toes and entertains me. I like to have fun! I see something I want, I don't want to just swoop in and take it, I want to cherish the chase, and savor the meal before I eat it." He looked to Vernon's awkward smile. "Ok, so I'm not sure what you want me to do. I'm a little confused." Vernon said. Bob chuckled, sliding the open magazine back over to Vernon. A curvaceous, buxom blonde, in a tiny bikini and red high heels was facing him. She had her hands on her flared hips and was standing in front of a cool looking street bike; one that was most likely used in racing events. Vernon looked down at the picture on the page, still confused, furrowed his forehead and shook his head. Looking back up at Bob, Vernon asked, "You want me to introduce you to my mom?" Chapter 2 Vernon sat in Bob's office with a confused look on his face. He thought about his situation, "Why would he pay me to introduce him to my mom? Didn't they already sort of know each other since she's posed for pictures in his magazines? Maybe they didn't, maybe big shots like him didn't have anything to do with most of his employees." Before Vernon could asked the questions running through his mind out loud, Bob spoke up. "Introduce me to her? Well, somewhat, but not in the manner you're probably thinking." "Alright, what does the earning extra money have to do with this?" Vernon asked. Bob chuckled, standing to walk to his window. "I told you I like to play games. I like to have fun. I don't want to just meet your mother, I'd rather observe her, watch her, I'd rather smell my meal, taking in its scent before I," he paused turning back to face Vernon, "devour it." Vernon felt a little uncomfortable when he heard Bob say "devour it." He may not be very experienced with the ladies, but immediately caught on to any accidental or intentional innuendo. Bob made his way to the edge of his desk, sitting next to Vernon. "I'm willing you pay you handsomely for a series of tasks that I ask you to do. Think of them as challenges. It'll be a little game we can play. At first these challenges will be somewhat small, and in time, their difficulty will increase." "Alright, what does this have to do with her?" Vernon asked, nodding in the direction of the open magazine. "Good question," Bob resumed sitting across from Vernon in his large chair. "I'll get straight to it. Your first challenge is to obtain video footage of your mother nude." "What?!? Are you joking?" "No I'm not. I'm not joking at all. I want you to film her changing out of her clothes and into new ones, or perhaps stripping to take a shower, and so on. I will pay you $1000 for this footage." Bob explained. Vernon's mouth hung open. There was a long pause before he spoke up, "I don't even know how I'd go about getting that footage. I mean, what do you want me to do? Hide in her closet or under the bed or something? She'd kill me if she caught me!" Bob shrugged, "That's up to you." He reached into his top desk draw pulling out a small box and then handed it to Vernon. "Here, use that." Vernon opened it to reveal an iPhone 5. "I'm sure you can figure out how to take video footage with that can't you?" Bob said, winking at the teenager. "So 1000 bucks for some footage of her nude; that's the first challenge in this little series of ours. Think you can handle that?" Vernon thought for a moment, feeling uneasy about what Bob was asking him to do. "I don't know, that's invading her privacy. I don't really want to see her naked. I guess I could film it and look away, but still, it just doesn't seem right. She might catch me." "Right. Well I tell you what, take that iPhone with you, it's all yours. If you get an opportunity to take footage of her nude, then do so. If not, then don't. Or if you decide would rather not do any of this, keep the iPhone anyway and I'll see you in the Spring to mow my lawn." Vernon sighed, looking down to the phone. He put it back in its box and stood. "I guess I could try to. This isn't a joke or anything is it? Why can't you just come by the house for dinner or something?" "What's the fun in that?" Bob countered. "I'm a perverted old fool who wants to have some fun." "Alright, I'll see what I can do." He said goodbye to Bob, confused and shocked, he left the house and headed home. He thought about how a $1000 would be nice. He wondered if it would be enough to get the rattling noise in his mother's car checked out and repaired. He hated the idea of spying on his mom though. It all felt so weird and deceitful. Vernon pulled into the driveway of his small home and sat in his car, pondering his options. "I could just hide in her big closet with the door cracked. She'd be putting on pajamas tonight. How would I sneak into her room if she's going to go change though? I'd have to beat her there, which wouldn't be possible without her being suspicious. She'd see me go into her room. Maybe I could try adjusting the window shade so I could see into the room from outside. " He sighed again, realizing that might be the best strategy. "I'd be a peeping tom on my own poor mother. What a jerk I'd be. I guess I'll hold up the phone to the window and try not to look directly at her. It's worth a shot and it's for 1000 big ones." Chapter 3 Vernon sat in his room a little later, continuing to strategize. He'd wait for his mom to leave the house to go grocery shopping – something she does every Saturday, and sometimes on Sunday afternoon – then he'd run some tests by making sure the drapes to her bedroom window were slightly cracked and afforded him a view inside the room from outside. He would crouch in front of the window, holding the iPhone, and then attempt to capture footage of her naked. He wouldn't look directly at her, but sort of glance to the screen to make sure he was facing the phone where it needed to face in order to capture something on video. "Hi Vernie," His mother, Nicole cheerfully said, startling from his trance. She was standing in his door way, smiling at him. Vernon hated his name, but never minded that his mother called him "Vernie." Perhaps, he thought, she liked it better than "Vernon" – the name of a grandfather that died before he was born. "Oh hey mom," Glancing toward her he nodded his head slightly. "Have a fun time at the sleepover?" "Yeah it was ok." Vernon diverted his eyes to his desk, standing to pretend he was going to organize some school papers. "Good! How was the yard work this morning? Hope you didn't freeze anything important off," Nicole joked, now standing behind him, wrapping her arms around his torso for a warm hug. "Heh, nah I didn't." He wanted to turn around and hug her, but felt shame for something he hadn't done yet. "You alright?" his mother asked. "Yeah I think I'll just take a nap," he replied, moving away from her, ending her embrace from behind, sitting on his mattress. He yawned and stretched his arms a bit. It was for show and he realized it probably looked fake. However, he was legitimately tired and would take a nap, but not until after his preparations were complete. "Ok, I think that's a good idea." Nicole told her son, directly in front of him, messing up his blonde hair. He jerked his head to the side a little, to avoid her fingers. She chuckled and bent slightly to hug him. She was only 5'2" so she didn't have to bend far to let her arms drape around his shoulders, pushing his head into her t-shirt covered abdomen. "Come on, you aren't too tired to hug back!" Vernon sighed, hoisting his arms up, in his seated position, letting them land on her wide hips. His hands rested at the small of her back, right above the meaty swell of her massively muscular backside. He thought about the magazine images he saw earlier, thinking that there's a chance he may see her naked later. He pushed those thoughts of his head. She ended the hug. Vernon let his hands drop, his fingers slightly grazing a pajama pants covered butt cheek. He instantly blushed. Nicole messed up his hair again, not noticing it, apparently. "I love you Vernie, take a nice long nap. That's really sweet of you to help Bob out." Nicole called out to him as she left his room. Vernon sighed, shaking his head, he thought, "You won't think I'm that sweet if you knew what I agreed to do for some extra money." About 15 minutes later, his mother pulled out of their driveway, her car making the same rattling noise it had been for the last few weeks. Vernon immediately headed toward his mother's bedroom and checked out her window situation. He pulled the drapes apart maybe three inches. He used his new iPhone as a reference. He pulled them back a little more, thinking that four inches or so should be enough to allow him to capture footage from outside. Her room wasn't all that big. She would mostly likely be in his phone's field of vision. He wondered if the open drapes were too noticeable. Sunlight was creeping in through them, but he was going to wait until night time to try this. Perhaps she wouldn't notice the drapes allowing more sunlight to creep because she would be in there at night. The only problem he may run into is the drapes being closed again by her. He tried to recall if she ever messed with drapes at all. He knew that she usually got up in the morning before the sun rises. So since she didn't sleep late, perhaps she would have no need to double check if they were closed all the way or not. He did that in his room so he could sleep a little later without sunlight waking him, but only on Saturday and Sundays. His mother got up went to the gym almost daily, arriving back at home as the sun was rising. Vernon left her room, grabbed his coat, put on some shoes and headed outside. The window to her bedroom was on front of the house, to the right of the front door. There was a small row of bushes that had lost their leaves for the winter in front of it. Luckily there was roughly an 18 inch gap between the bushes and the window. Vernon could easily slide his thin frame back there. Crouching may be an issue, but if he discovered that twisting his body would allow him to hide in that gap without banging up against the bushes and possibly making noise. Looking to his feet he saw dead leaves from the shrubs and promptly cleared as much of those out as possible. He didn't want the crunching of dead leaves to alert her to a peeping tom outside her window. "Someone like me," he sighed again, attempting to not focus on the guilt. With the leaves cleared out of the gap, save for a small amount of leaves right next to the front steps which he could easily hop over – Vernon didn't want his mother to notice leaves had been cleared back there – he went inside and took a nap. He was exhausted, having spent most the night playing video games with his friends at the sleep over. Chapter 4 Vernon imagined himself keeping a journal of his attempts at completing this challenge. He never would of course, but he imagined the spreadsheet or word document would like similar to this: Night 1 – first attempt to video her nude, failure. Light was off in her room or she changed in bathroom Night 2 – 2nd attempt, failure. Light was on in room, didn't see her. Night3 – 3rd attempt, see above. Night4 – saw clothing land on bed, nothing else. Failure. Night5 – same as second attempt Night6 – same as 4th attempt except saw shadow movement in her room. Vernon laughed at his poor luck. He was able to perfectly sneak outside and crouch in front of her window without making a sound or being detected. He made sure to spend more time with his mother so he could be fully aware of her going to bed, or going to her room to change. They would sit and chat or watch TV or a movie together. The guilt slowly went away and he thoroughly enjoyed spending time with her. He would listen as she talked about her job as a police officer. "So, since you're the only lady on the crew, have any of the dudes tried to, you know, flirt or uh, get with you?" Vernon asked his mother, sitting on the couch with his arm around as she curled up into his side. The past few days found her at his side, happily snuggling with him. Nicole let out a loud laugh, "No! Well actually." "Actually? What happened mom?" Vernon asked with a bit of concern in his voice. "Oh it was nothing. It was several months ago. There was one guy that, well, he had a habit of grabbing my butt." "Really?" "Yeah, it wasn't too big a deal to me. It's just a butt, you know?" Vernon nodded, attempting to smile, wondering if he'd ever earn that $1000 by capturing her butt on video, "Uh yeah." The Challenge Ch. 02: Voyeurism Games "So I let him. It was in good fun, he was otherwise a nice guy, and it never escalated. One evening the captain caught him red handed, or 'butt-handed' if you know what I mean," she playfully jabbed Vernon's side and then continued resting her head against his shoulder. "Oh yeah? Then what happened?" Vernon asked. Nicole sat up, "He was fired on the spot!" She kissed her son on the cheek and stood up to make her way to her bedroom. "Goodnight Vernie. Oh by the way, I've really enjoyed hanging out with you more this past week. You're my favorite person!" He had to force the guilt caused by her comment away; he had a task to complete. This would be last night of attempting to film her naked. If he failed again, that was it. No more sneaking around and peeping in her room. He waited a few seconds before bolting off the couch, not bothering to put on a coat, and raced outside to the gap between her bedroom window and the shrubbery. He was in such a hurry he nearly left his phone on the kitchen table. Quickly crouching down in the gap between the shrubs and his mother's bedroom window, he held his iPhone into position. Then he saw it. Rather, he saw her. She was still clothed and her back was to him, but he was finally able to see something. With her back to him, she slid off her sweatshirt, and unhooked her bra. He could see her large breasts sway as they were released from their prison. He shook his head hoping she wouldn't turn around, but knew she would. Then he watched as she slid her sweatpants down. He glanced away as her black thong was visible showing her meaty butt cheeks. Vernon wasn't looking directly at the phone, but he could tell in his peripheral vision that she was sliding her thong down. It's black color no longer on top of her skin. He glanced at his phone, briefly catching her muscular cheeks, and then as quickly as he glanced, he looked away to the side again. He saw more movement in his peripheral vision and then glanced at the phone again. He nearly gasped for air when he accidently saw her large breasts on display. She was unfolding some clothes she laid out on the bed and holding them up to her body, as if she were confirming their correct sizing. A wave of guilt came over Vernon as he watched his mother hold what looked like a dress up to her body, covering her nudity. She folded the article of clothing, placing it on the bed, and picked up her cell phone. She was standing there nude again, checking texts or perhaps a missed call. Vernon glanced at her breasts again, and then quickly looked to the side. He saw movement again. She had turned around to place her phone on the bed side table. Another glance and he saw those marvelous glutes once more, another wave of guilt as he glanced away. He closed his eyes, shaking his head in disgust at himself, and then opening them to see nothing on his phone. The light in the room was off. He mother was either in bed, or in her bathroom with the door closed. Moving back inside, Vernon went straight to his room, closing the door behind him. "I just made $1000," he said to himself, feeling less than joyous over his accomplishment. He felt guilt, but also something else that he couldn't quite put his finger on just yet. Chapter 5 Vernon sat in Bob's home office again the next morning. Bob was uploading footage to his laptop. He had already watched it on the phone twice. "This is great work, Vernon!" "Thanks," he sighed. Bob wrote and handed him a check for a thousand dollars. "Ready for the next challenge?" "Next challenge?" "Oh yes, we're not done here. There's more fun to be had here." "Alright," Vernon replied, thinking maybe more nude footage or perhaps stealing some of her underwear to give to the old perverted Bob. "I want video footage of her showering. I will give you $5000 for this." "Showering?!? Are you serious?" "Quite. You can sneak in her room or if the bathroom is large enough, hide in there, whatever you want." Vernon thought for a moment that this challenge might actually be easier than his first one. His mother gets up at 4am most mornings. She goes to work out and is back home by 6 am. Vernon doesn't have to be up for school until 7 am. All he would have to do is be awake when she returns home from the gym, listen for the sound of her shower, and then go grab some footage – in theory. She has a glass shower stall so there's no shower curtain to deal with. "Alright, sure." Vernon grunted. "Excellent! The footage can be her getting into the shower, or shortly after she's already done so. I want the footage to show her entire shower session up until she turns the water off and if you can manage, until she wraps a towel around her." Bob explained. Vernon shook his head as more guilt overcame him for something he hadn't done yet. "Fine." He missed his opportunity Monday morning because he overslept. That evening he prepared dinner for the two of them. He cooked spaghetti, as it was simple enough, and he knew she liked it. "What do I owe the honor of this wonderful young man cooking for me?" Nicole playfully asked, hugging Vernon tightly. Resting his head on her shoulder, he glanced down to her large protruding, yoga pant covered butt. Visions of it popped into his head from the brief glance he had of it the other night. The reason for the dinner was his attempt to make himself feel better for his actions; but he couldn't tell her that. "I don't know, just felt like helping out some." He replied. "Well it is much appreciated," his mother replied, kissing him on the cheek as she made her way to their couch. She patted the couch cushion next to her, "sit." Vernon did as he was told. Nicole rose to her knees on the cushion. Reaching behind her, she appeared to be pulling the tight yoga pants out of her buttcrack. Afterward, she moved Vernon's arm to the side and collapsed into him, wrapping her arms around him on the couch. He instinctively patted her back. "Remember this weekend I'll be away. I have to go take some more pictures with the magazine, alright? So no crazy parties," his mother joked. "Don't worry I won't." Vernon's plan was to actually take his mother's car to get the rattling issue fixed. He didn't mention that to her though. They sat on the couch for another hour, chatting about random things. She asked her son about school work and if he was still trying to figure out his plans after high school. He asked her questions about her fitness routines and scary situations on the job. He almost forgot about his second attempt to capture her showering. Vernon went to bed earlier than normal that night. He didn't want to oversleep again. Five thirty am came quick, too quick. Vernon couldn't remember the last time he had gotten up that early. He was nearly asleep again when he heard his mother come home from the gym at around 5:45. His eyes shot open and listened for her shower to start. Around five minutes passed and he heard it. He quietly got out of bed, grabbed his phone, and snuck down the hallway to her room. Her bedroom door was cracked, but he could see light coming from her bathroom door perpendicular to it. He held his breath and slowly pushed her door open. Luckily it didn't creak or crack. He saw her bathroom door was completely open. Moving into her room, he crouched down on her carpeted floor some unknown reason. Feeling silly, he stood back up, inching his way to the bathroom door. He heard something and froze. It was a sweet sound, one that almost made him smile if it wasn't for the perverted and shameful act he was attempting to do. His mother was casually humming to herself in the bathroom. It reminded him of when should would do that in the car with him in the morning when she took him to school. He felt like crap. His thoughts were interrupted when he saw movement in the bathroom. Looking up to the large mirror on the wall Vernon could see his mother's reflection. She still had a top on, a white sports bra, but nothing else. He looked away when he saw her naked bottom. He then brought his phone up to capture footage. She turned around and slid her top off, the mirror reflecting everything perfectly. He glanced again at her gorgeous backside, but again looked away after a few seconds. He watched her test the water and hop into the shower, closing the glass door behind her. Every few seconds he would look to his phone and see his mother soap up her breasts, or scrub her stomach, or bend down to run soap over her thick, juicy, thighs. Each glance lasted a second longer. When she turned around and pressed her butt up against the glass door, Vernon caught himself staring, unable to look away from it. Nicole turning off the water caused Vernon to come out of his trance. He stopped recording when she stepped out of the shower and closed the door behind her. He backed out of her room slowly, closing her door back to the way it was, then tip-toeing back to his room as quickly as he could. He'd done it. He lay there in bed for the next 30 minutes wide awake, replaying the image of her butt up against the glass in his head. He dared not watch the footage again, but somewhere inside him, he really, really wanted to. By 6:15 am his mother was gone and he was alone. He ate some breakfast, went to school, and tried not to think about what he had done and seen. Unfortunately, her juicy ass danced throughout his mind for most of the day. On his way home he stopped by Bob's house. "Wonderful! She's gorgeous!" Bob exclaimed while watching the footage after loading it to his laptop. Vernon sat across from him, looking downward. "Mmm, lovely. Thank you so much. Here's the promised check of $5000, all for you pal!" Bob slid it across his desk. "Ready for the next challenge? Good," Bob said, not giving Vernon a chance to answer. "Masturbation. We all do it. Men and women alike. I will pay you $10,000 for video footage of this perfectly, shapely woman, pleasuring herself in whatever manner she loves most." Vernon didn't move and didn't blink, staring blankly at Bob. After, what could've been 10 seconds of a blank stare, Vernon flatly asked, "What?" "Mmhmm, I want a video of her masturbating." Bob reiterated nonchalantly. "Um, what?"_ "Vernon, come on now, you're 18. Not an old man like me, certainly you heard me." Vernon didn't know what to say, shaking his head, he gulped hard. "I, I, uh, I can't do that. That's, that's just, no way." "I told you my little challenges would increase in difficulty each time didn't I? This will be an exciting escalation for me! You too." Bob's voice lowered and a mischievous little smile came across his face, "Just imagine hiding in a closet or peeping around the corner at her, she'd never know!" "But that's way too private an activity. That's too wrong. I can't disrespect her like that." Bob paused a moment, "Isn't your mom's washer and dryer about to break any day now?" "How did you –" "I'm sure 10 grand would easily buy some new appliances right? I'm sure you could get a top of the line matching set for less than half that." Vernon was speechless. How did this man know about the old clothes washer and dryer that his mom was having a difficult time with? Did she tell him? Did someone else? Vernon felt trapped. "How did you know about that?" He asked, gritting his teeth. "Heard it through the grapevine." Bob casually tossed that little nugget to Vernon. Vernon remained silent. He wondered if his mother knew Bob better than she let on. He wondered if Bob was still active in the company he formerly owned; perhaps he had been chatting with someone about it. Vernon frowned in anger when he thought of another paranoid-induced possibility, but quickly reminded himself Bob had never been to his home – or so he thought. Bob didn't know everything. He didn't know the refrigerator was just as old and struggled to keep food fresh for very long. He didn't know that his mother made squat as a police officer. He didn't know about her car issues. Vernon stood and nodded his head. He slowly walked out of Bob's office, having no idea how he would ever manage to capture footage of his mother pleasuring herself. Changing in and out of clothes or taking a shower was one thing, but spying on someone while they masturbated was a much lower level of disrespect and perversion. Vernon knowing this and admitting to himself that he would attempt such a thing made his head hurt. Chapter 6 The next 3 days were horrible for him. Vernon avoided his mother as best he could, he had trouble sleeping, and he had trouble eating. Nicole asked him if he felt bad, he lied saying he was tired. Depositing that $5000 check into the new savings account he set up didn't make him feel any better. Saturday morning arrived and Vernon asked his mom if she needed a ride. He lied saying that he had some errands to run so he would gladly drop her off at the studio and come pick her up later that evening when she was done with the photo shoot. Smiling sweetly, she accepted his kind gesture. They chatted on the way there like nothing was wrong and Vernon felt slight relief from guilt. After Vernon dropped her off in his car, he sped back home and got in her car. Six long, mind numbing, hours later his mother's car was finally finished. He barely paid attention to the mechanic as he droned on about which belt was loose, which bearing was missing, which gasket needed replacing. He wanted out of there, he was annoyed and miserable. Vernon went home and got in his car again. He didn't want his mother to know he had spent nearly $500 on getting her car tuned up. She would demand to know where he got the money. When he arrived at the nearby location to pick her up, he couldn't help but smile, noticing how jovial she was. He started feeling a little better, thinking that maybe she was happy to see him. When she grabbed his hand, trailing her fingers across it and talking about her day on the way home, he forgot about the newest challenge from Bob. Later that evening, he heard a knock at his bedroom door. He had showered and was putting some socks on while sitting on his bed. "Come in." "Hi there Vernie. I was thinking we could find a movie on TV to watch," his mother suggested. "Yeah, that'd be great mom, I'd love that," Vernon replied. There was relief in his voice. He had decided in the shower that he didn't need to film her. No one was forcing him. He was done. Nicole threw her arms around him, snuggling close on the couch, kissing his cheek. "Love my little Vernie," she said, resting her head on his shoulder. He raised his arm, placing it around his mother, holding her close to him on the couch. The movie was quite boring and Vernon had trouble keeping his eyes open. Leaning his head back on the couch with a slight smile on his face, he ran his hand up and down his mother's side. She was so warm and soft in his arm. The guilt and anxiety slowly washed away. He smiled when he pictured her beautiful backside in the shower. He stirred when he felt her move to grab a pillow to place on his lap. Watching her stretch out on the couch and lay her head in his lap, he casually trailed his fingers across her hip. She was wearing more tight yoga pants. They were grey in color and hugged her butt tight, going into the crack. Vernon was staring at her, unaware that he was salivating, and unaware that his cock was hard. He replayed footage of her nude ass in head, while his finger lightly trailed back and forth on her hip and thigh. She was oblivious as she rested her head on his lap, her eyes toward the movie. "It's perfect," Vernon said to himself. His mother stirred and for an instant he thought she heard the voice in his head compliment her. "Ok, well that movie was kinda bland wasn't it?" Nicole asked, sitting up and getting off the couch. Standing a couple feet in front of him, facing away, she fumbled with the remote to turn off the TV. Vernon stared at her butt. His cock twitched as he watched her reach back to pull her yoga pants out of her asscrack. "Alright, there we go. I'm heading to bed," she said, placing the remote on the coffee table. "I had another wonderful evening with you, but I'm exhausted. It was a long day." Vernon flashed a goofy smile as she kissed his cheek, blushing as she headed to her bedroom. Without removing the smile from his face, he stood and made his way to his own bedroom. Closing the door behind him, he stripped naked, grabbed his phone, and proceed to watch the shower video three times. On the fourth time, he paused the footage right before her butt smashed up against the glass door. He had a perfect view of it in all its perfection; soaking and dripping wet from the shower. He nearly passed out from the orgasm brought on by his own hand. "That's it, that's all this will amount too. No more," he thought. Sleep found him in a few minutes. The next morning he felt well rested and energized. Vernon opened his eyes, reaching next to the bed for his phone; he watched the first footage of his mother undressing. He didn't glance away this time. Watching it twice, pausing on the ass shots, he stroked his cock to erection. Wrapping a towel around his naked body, he headed to the bathroom, his phone still in his hand. He passed his mother in the hallway; she let out a playful whistle at his nearly nude body. Still smiling as he reached his bathroom, he closed the door behind him. He then continued stroking his cock as he navigated to the part of the first video where his mother turned around to face the window and then paused it. He stood admiring her nude, hourglass figure. "How often does she do it?" he asked himself. A few minutes later he stood in the shower letting the warm water wash over him, idly stroking his cock. "Everyone does it," he said to himself, watching his hand grab and stroke his hard-on while images of her perfect body flashed his in head. "it's no big deal. It'll be $10,000." Just before he ejaculated again, he pictured her smiling back at him while she drove two fingers into her waiting pussy. He had just convinced himself of undertaking the next challenge. Chapter 7 The decision to attempt to capture his mother pleasuring herself was reversed and overturned several times during the next week. Waves of guilt flood him, followed by relief when Vernon again decided to not film it. Lying awake in bed at night, looking to his phone, he struggled, determined not to watch the footage he already had. Usually, though, he ended up watching it and jacking off shortly before going to sleep. One morning he tried to see her in the shower again, but he almost got caught when she walked out of the bathroom as she waited for the water to heat up. One night he even slipped outside to see if he could see into her bedroom again. The light was on, but she wasn't in view. He felt like an idiot and went back inside, satisfying himself with the footage he already had. He had to think; he had to come up with a plan to watch and film her masturbating. A week before Valentine's Day Vernon figured it out. It was so simple he felt even more stupid for not thinking of it sooner. Pacing back and forth in his room, Vernon perfected his plan. He had to join his mother for another movie night in a few minutes. She really seemed to relish in the increased quality time they were spending with each other over the last few weeks. Vernon gestured with his hand as he talked to himself in his head. He rehearsed telling his mother a lie that may plant a seed. He practiced a few more lines, satisfied that his seed planting plan may work; he left his room to join her in the living room on the couch. He was excitedly nervous, but felt confident. "Ah, those nice yoga pants again?" Vernon chuckled at his mother, watching her stand at the coffee table and flip through channels on the TV. The Challenge Ch. 02: Voyeurism Games "Oh you like them eh? Good!" She replied, not looking away from her task, attempting to find something to watch. Vernon got bold; he needed to be in order to win that $10,000. He slipped behind her, wrapping his arms around her, resting his hand on her stomach. "Why is it good that I like them, mom?" "Well it just feels nice when a man appreciates what a lady wears or what she looks like." Nicole explained. "Ah, well I certainly think they look great on you." He kissed the top of her head. "It's all that hard work you do at the gym." "Thank you Vernie. I gotta stay in shape!" She chuckled. Then she did something that made Vernon almost lose it right there. She playfully flexed her glute muscles. Normally this wouldn't be a big deal, except they were right up against Vernon's crotch. This threw him off course tremendously; causing him to struggle to remember his plan for the evening. He ended the embrace as sat on the couch. His mother resumed her position right next to him, with his arm draped around her. As the movie played, Vernon was totally out of sync with what he had planned. He was going to create a catalyst for a conversation, but was struggling. He kept imagining those bulbous buttocks muscles flexing against him. He started to break out in sweat when he pictured his cock resting on her twitching ass. He got up to go to the kitchen. "You ok Vernie?" Nicole called out to him. "Yeah, I'm fine, just needed some water." He slowly made his way back to the couch, feeling a little better. Luckily the chick-flick movie had him bored to tears. He struggled to stay awake again. He felt his mother stir and his eyes snapped open. The movie was over and she was sitting up. She stretch and yawned. Vernon glanced at her chest, smiling awkwardly. She must've have seen him in her peripheral vision. "Hey, come here." She pulled him in for a strong hug, followed by a kiss on the lips. "Want some hot chocolate? I'm not tired." "Oh, uh, yeah, sure. That'd be nice." He touched his lips, when his mother got up and walked past him to the kitchen. They sat on the couch and talked for another hour. Nicole did most of the talking. Vernon just listened, occasionally asking questions. She talked about her younger days, about how she had to quit college, and how she almost went back several times but those plans fell through for some reason or other. This caused slight sadness in Vernon's heart. He wasn't sure if she was trying to hint that he needed to figure out what he was going to do about college or just needed to talk to someone – someone that listened, someone that was a man. He didn't feel like a man, he felt like a loser after what he's done. But he loved listening to her. There was a break in the conversation while they finished their hot chocolate. Vernon thought that $10,000 would help with tuition if she wanted to try finishing college. It wouldn't help out tremendously but it would be something. Maybe she could find a community college or online classes. Thinking about $10,000 reminded him of his newest challenge. He waited a moment and initiated his plan. He erupted in mild laughter. "What's so funny?" Nicole asked with a smile on her face. "Oh it's nothing, just something dumb." "No tell me," she tickled his side. "Well it's just something stupid a friend said other day." "Alright what was it? You can tell me. I'm not that much older than you remember?" "Well a buddy was picking on Ray about something. And he said – " Vernon stopped and shook his head. "What'd he say? Come you can tell me," his mother prodded. "My buddy accused Ray of uh, you know, doing it three times a day." Vernon recoiled, realizing that didn't come out like he planned. "Doing it? That little Ray kid has sex three times a day! Yeah right, Vernie!" "No, no, I meant, ugh. He does something else. You know, with himself, three times a day." Nicole's eyes widen and she tried to conceal laughter. "You mean he was accused of masturbating three times a day?" "Mom! I mean, yeah, he was just joking. Ray's facial expression was what was really funny I guess. I don't know it's dumb, just forget it." "It's ok silly. You know," Nicole took another sip of hot chocolate, "Ray has a lovely looking mother. I wonder if he sneaks around and sniffs her panties!" "I have no idea! He does seem like the type." There was some more chuckling between the two, then another pause. Vernon had to figure out how to steer the conversation back to masturbation. Luckily, he didn't have to try hard. "How many times do you do it a day?" his mother asked him. "What?!? Me? I, uh, I don't know." Vernon blushed heavily. "You know it's ok, right? Every normal human on earth does it. If you have questions about it, or sex for that matter, please ask me," Vernon's mother explained matter-of-factly. Vernon was blown away. This was working out better than he thought. "So you do it?" he grimaced. "Sure I do," his mother answered with a smile. He couldn't believe she was being so open about it. Maybe she was much cooler than he thought. Vernon nodded and smiled. It was time to plant a seed. "You know if you want me to leave the house for a little while, you can have some 'alone time' if you like." "Ha! That's very sweet of you Vernie," she said, jabbing his side again. Vernon shrugged it off, "it's no big deal, I mean I can make myself scarce for Valentine's Day Friday night if you like." His mother seemed hurt but his remark, "What do you mean? I don't to be alone on Valentine's Day night. As fun as 'alone time' can be, I'd rather be hanging out with you that night." "Oh. Sorry." He held his head dejectedly. His mother again playfully jabbed his side, leaning in close, she whispered, "How about the night after?" Vernon's eyes widen as they met his mother's. She winked at him causing his heart to flutter. "Uh, sure." Chapter 8 "Here you go, Happy Valentine's Day mom," Vernon said, smiling and handing his mother a bouquet of a red dozen roses. "Oh Vernie, these are beautiful!" She threw her arms around him. "Thank you so much!" "No problem." He blushed slightly. "You look beautiful." She was wearing a red, tight dress, with her hair curled. Her long locks of platinum blond hair trailing down to her lower back. She hugged him again, ending it with a slow kiss on the cheek. "I'm so glad I have you. Now let's go to dinner. I'll drive. It's weird, my car isn't making that funny noise anymore," Vernon nearly laughed out loud. She must've thought the problem resolved itself. Dinner was great. Vernon's mother asked him about a girl he used to go out with. He asked her why she wasn't seeing anyone. She explained it would complicate things right now. "Well don't you miss the companionship? Or the, uh, you know, affection?" Vernon asked her. "I have you as a companion don't it? I don't really think about it that much. I have had zero luck in that department. Every guy I've dated over the past several years turned out to be a dud. Nothing serious or loving would come from it. I want something deeper. As for the 'affection,' I won't go into too much detail, but it happens on occasion. Plus, I have my tomorrow night alone time don't I?" Nicole winked again at a blushing Vernon. He was amazed that she remembered. "Yeah, I guess I'll be gone by the time you get back from the store. I'll probably go spend the night at Ray's." Nicole appeared to be blushing as well as she smiled back at him. "Ok," she said, reaching across the table to pat his hand. Their blue eyes met each other's for a long gaze. Vernon felt guilt building up in him. He was going violate her privacy yet again; this time with something he felt was far more private than showering. Nicole grabbed his arm as they walked to the car. She thanked Vernon again for paying for dinner. He hoped she wouldn't ask where he got the money. Fortunately she didn't. He assumed she must've thought he used the money from the lawn work last month to pay for dinner. "Tonight was wonderful, Vernie," his mother said in the car. "It's been so good, in fact, I'm sleeping with you tonight." "Uh, what?" "Yep, our first date, Valentine's Day. I'm taking you to bed with me!" Nicole said, holding back laughter. "Alright, if you say so," Vernon chuckled, shaking his head. She was right though, they ended up in bed together an hour later. "So glad I have you. You've been wonderful to me lately. Not that you aren't normally wonderful. I just really enjoy all this quality time we've been lucky enough to have lately. " Nicole was in her pajamas in her bed, lying against Vernon's side with her head on his chest. "Yeah. I feel the same way mom," he replied. She was getting sleepy and so was he. But sleep didn't come for another hour. He lay there looking to her ceiling, thinking about his plan tomorrow, wishing and hoping that filming her masturbating would be enough and that this game of challenges would end. Chapter 9 Vernon nearly ejaculated from watching this goddess of a woman pleasure herself, no, make love to herself; slowly, tenderly, lovingly caressing her own body, or licking the vaginal fluids off her fingers, or take a long drawn out suckle from her own nipple after bringing her large breast to her mouth. She was magnificent as she stood there in the candle lit bathroom, fully nude, eyes closed, making sweet love to herself. Vernon had been hiding under his bed for two hours. He parked his car a block away at a nearby park and walked home. It was in the opposite direction of the grocery store and figured there's no chance of his mother driving by that park on her way home and seeing his car there. He was unbelievably uncomfortable and cramped in between luggage and other boxes. He was aching and stiff and desperately wanted out from under the bed to stretch his legs and walk around, but he couldn't. He was growing more and more impatient. He heard his mother downstairs doing housework in the kitchen, dealing with the nearly broken dryer, vacuuming and softly humming while dusting or cleaning. Then it happened, finally, she decided to stop cleaning and take care of her needs. Vernon heard her humming to herself and starting a bath. Vernon listened closely to her humming, sure that she was in her bathroom. He crawled out from under his bed, grabbed his phone, and slowly crept down the hall. He heard an audible sigh of pleasure. Approaching her bedroom, getting his phone ready to record footage, he peeped around the corner to see her reflection in the mirror on the bathroom wall. Nicole had lit several candles, and was sitting on the edge of the bathtub, testing the water, letting it get to her desired height. Leisurely pinching a nipple, she gathered up some soapy bubbles from the tub. Standing and facing the direction of her bathroom door, she ran her soapy hand down her body, slowly down to her clitoris where she rubbed it in large circular motions. The first of many moans of pleasure were music to Vernon's ears. They were slightly deeper than her normal speaking voice and incredibly sexy. Grabbing a tit with her free hand, she plunged three fingers of the other into her awaiting snatch. Bringing the tit to her mouth, slowly sucking on the nipple, she methodically pumped her fingers in and out of her pussy. Moaning as she worked, Vernon was getting aroused, but couldn't do anything about it at the moment – since it may cause him to shake the phone and disrupt his footage. His mother arched her back, looking to the ceiling, crying out in ecstasy. Vernon assumed she had an orgasm; also the first of many for her that night. Licking her fingers clean, she sat in tub and leaned back, pushing a few bubbles out of the way. Vernon just watched, admiring her candle lit face, and glistening, wet, skin. She wasn't done making love to herself. Though Vernon couldn't see her fingers stimulating herself from this viewpoint, he knew from her continued moans, that she was doing exactly that. Her bubble bath of ecstasy lasted for 45 minutes. The bathroom echoed with her moans until finally, she was done and the water was room temperature. Vernon was entranced with what he had witnessed, but the show wasn't over yet. Getting out of the tub, she let the water drain, and started the shower to quickly rinse off. Not bothering with a towel, she made her way toward her bed, while casually rubbing her clit. Vernon stopped recording when she excited the shower. He had to back into the hallway a bit more to avoid being seen. He looked at the phone and noticed there wasn't much battery life left. Slowly peeping around the corner into her bedroom, listening to her moan, Vernon saw her head thrown back, one hand tweaking a nipple, the other furiously rubbing her clit. She was panting heavily. He started recording again. She started picking up the pace and then suddenly flipped over onto her knees. He had a perfect view of her fingers going in and out of her pussy from behind. Her butt was high in the air and after a moment she reached behind her, inserting her middle finger into her anus. Both her hands were pleasuring both holes. Nicole nearly fell off the bed when she came again. Loudly shaking with the orgasm coursing through her she flopped on to her back and began furiously rubbing herself through it. Vernon was squeezing his erect cock with his free hand as he watched her orgasm overtake her. Then she was done - finally. Out of breath, she went limp on her bed and let out a sexy little sigh of relief. Vernon shot his load in his pants and nearly doubled over. He stopped recording, turned off his phone, sluggishly made his way to his bed room, quietly shut the door, and then went to the floor. He didn't want his mother to possibly hear his bed creak upon sitting on it. Rolling over to his side, a feeling of shame and disgust overcame him. He felt horrible for filming it, and felt even worse for ejaculating to her and with her doing that. He dozed off for a couple hours. Turning his phone on to check the time, he slowly stood and stretched. The house was quiet; it was just after 10pm. Peeping to the hallway he saw no lights and heard nothing. He was able to easily sneak out to go retrieve his car. Vernon made sure to shut his car door as quietly as possible, but he knew his mother had to be out cold by now if she wasn't earlier. Making his way back inside, cursing himself again for his disrespectful actions, he climbed into his bed and drifted off to sleep. Chapter 10 Late the next afternoon Vernon sat across from Bob watching the old man grin devilishly at the video footage Vernon obtained the previous night. He wanted to punch the old man in the face every time he licked his lips when his mother's moans played back across the speaker. Vernon was done with this insanity. No more footage. He was taking the money and leaving. He couldn't look his mother in the face that morning and avoided her as much as possible that day before going to claim his money for completing this challenge. "Amazing. She's gorgeous," was the only thing Bob could say afterward viewing the footage. His was clearly at a loss for words; however, he did manage to speak up after giving Vernon a check for $20,000. "Simply amazing. The footage was so long too." "Alright, I'm leaving," Vernon said, standing up. "No, wait, where you are going? I'm not done here," Bob replied. "No, but I am. I'm done with this. This is wrong and it's over. Thanks for the money, but I can't keep doing this. The thought of hurting her like this...I can't take it." Vernon tuned and starting walking toward the door. "Police officers don't make much money do they? Wouldn't it be great if she could go back to school? Maybe get her degree?" Bob asked right as Vernon placed his hand on the doorknob. "Yeah it would, I'm going to be helping her with that too," Vernon started turning the knob, ignoring his inner curiosity as to why this old man knew any of this information. "An extra $40,000 on top of that 20 would help tremendously wouldn't it? She could quit being a cop and go back to school. You know, make something of herself for her and for you. It'd lead to a better, more comfortable life." "No!" Vernon took his phone out of his pocket, angrily marched back to Bob's desk, and slammed it on the surface. "I'm not going to hurt her anymore." Vernon could feel the guilt welling up inside him, he wanted to break down and cry over what he's done, but somehow kept things together. He turned around, quickly taking his leave. Leaving Bob's office, he nearly fell over as he collided with a large black man. "Sorry," his deep voice said as he moved to the side. Vernon moved along hearing Bob in the background talking to the man, his voice gradually getting smaller and smaller as Vernon got further away, "Ah welcome, welcome. You're a bit early but that's ok. Hope the flight from Miami was nice..." For the next week Vernon avoided his mother, he was too ashamed to be around her. Several times he masturbated to the image of her nude body in his head, always kicking himself afterward. He would go to bed early or stay in his room studying. The week dragged on, he wanted to talk to her so badly, he wanted to hold her, to shower with her, and – he stopped himself from continuing his perverse thoughts. Saturday was a busy day for him. He bought a new refrigerator, washing machine, and dryer while his mother was at another photo shoot for Elite Magazine. He ordered a same day delivery too. He fought back tears of guilt when he heard his mother squeal with delight when she saw the new appliances. "Have you seen these? Where did they come from?" Nicole barged into Vernon's room later that night after her return from the photo session. He closed the textbook he was studying from. "Oh yeah," he paused, not wanting her to know he bought them and said the first lie that came to mind, "Bob got those for us." "He did? How generous! I'll have to try to get him a thank you note! Actually, I'd really love to meet him one day; anyway, speaking of Bob there's a package for you from him." Vernon frowned and followed his excited mother to the kitchen, watching her voluptuous body frolic and dance in front of him, celebrating the gift that she thought Bob gave. He wanted to reach out and touch her so badly, he wanted to feel her butt flex against his erection again, and he wanted to make her moan. Shaking his head of those thoughts he picked up the box, carefully unwrapping it. His mother was busy talking on and on about the new refrigerator in the back ground. "Oh baby, it's beautiful!" She cried out, tightly hugging her son as he was trying to see what the package from Bob. Shaking off the distraction he pulled out the iPhone from the box. He shook his head in disgust. Nicole gasped, "Oh wow! He got you a new phone too! Isn't that sweet!" "Uh yeah, really nice," he broke the hug and inspected the phone, pretending this was the first time he'd seen it. Moving away from her again, he watched her go to the laundry room, chatting and inspecting the top name brand appliances he had bought her. He pulled out a note from the box. "$40,000 is yours if you can get video footage of your mother having sex. I'll do my best to help you with this challenge. Look for opportunities. - Bob" Vernon didn't have time to throw the phone in the trash; he was distracted by a knock on the front door. "Oh hi Rodney!" Nicole exclaimed in her feverish excitement. "Come in!" "I was just admiring these gifts from Bob. You've met him right?" Nicole asked the same, hulking, black man that Vernon collided with a week prior. "Yeah, yeah I did. He's nice." Rodney replied, nodding to Vernon. "Oh, this is my baby, Vernon. He's been doing some work for Bob the last few years. Anyway, Vernie, this is Rodney. He's in Atlanta a little while doing some photo shoots for Elite Mag. We did a shoot together today." The Challenge Ch. 03: The Only Woman Author's note: While this could be a standalone story, the first two aren't required reading to follow this, it may be helpful as they share some characters and locations. If you read the first two, you may recognize those cameos. The events of this story are happening during the same time period as the previous challenge stories. This one begins in March, while the other two begin in January of the same year. This was a fun challenge for me as well. I challenged myself to write a story featuring lesbian sex -- something I had never done before. Editing thanks go to Todger65. The Challenge 3: The Only Woman Chapter 1 Elle was on the treadmill at the gym. She was controlling her breathing, exhaling slowly out of her mouth, sweat beads forming on her forehead, making their way down her face. She switched to the elliptical machine, her thighs glistening with sweat, moving and pumping her legs with each step. Elle thought for a moment that he might see her tight yoga shorts, sports bra, toned and exposed midriff, and finally, after months of chatting, innocent flirting, hanging out for the occasional post-workout protein shake, that he would agree to come over to her home. Elle didn't want to be his girlfriend. Guessing he was around 30, she felt he was far too old for her, especially since she'd be leaving for college in the fall. In the back of her mind she hoped that maybe, just maybe, he wouldn't mind having a little fun for the spring and summer before she left in August for school. He was so friendly, so gentlemanly, sometimes offering her tips or advice during her workouts. He kept his distance physically from Elle, keeping the slightly awkward friendly hugs to a minimum, removing his arm from her grasp as she walked with him into the coffee shop, patting her on the back and smiling. He always kept things platonic. She thought it was adorable. Elle assumed he was worried that people may get the wrong idea that he was dating this high school student. The truth was that he wasn't a scumbag. Elle was a girl, by law an adult, but still just a girl. He knew she was infatuated with him and didn't lead her on or attempt to sleep with her. Then she saw him. He was alone this time. He would sometimes have a blonde woman with him. One day Elle found out that was his stepmother. He told her they worked out together sometimes. Elle watched him in her peripheral vision, occasionally turning her head to keep track of him, admiring his muscular physique. She moaned quietly to herself from the elliptical machine watching him do bicep curls. After awhile longer, Elle saw her moment of opportunity. Timing it perfectly, she threw her a small towel around her shoulder, and made her way toward him. She started smiling and waving at him, eliciting a laugh at her silliness, "Hi Ulysses!" "Hey Elle, how are you?" He asked, coming to a stop, smiling back at her. "Good! Want to come by my house for lunch today?" Elle asked, moving a lock of her long, blonde hair behind her ear. "I don't know, I -- " Ulysses started to say. "Please! I made a salad, mixed with tuna," Elle informed him, as if it was the most amazing meal he would ever have. Ulysses chuckled at her smile, looking around the gym, and thinking for a moment, "I'll stop by for lunch. Alright?" "Great! You can follow me. I don't live far," she said, pulling Ulysses by the arm toward the exit. Elle discreetly breathed his musky scent in, smiling to herself, wondering if what she planned for that Saturday afternoon would come to fruition. They sat on stools at the counter in the kitchen, eating, chatting. Ulysses told her about his travel schedule including a trip to Los Angeles next week for photo shoot with a fitness magazine. Elle informed him her mother was a fitness model too, she was on a job and would be back Monday to spend the rest of Elle's spring break at home with her. They chatted about Elle's plans for that evening. She and several other students from school were going to a special dinner held at a man named Bob's home. He was the sponsor for a scholarship program Elle and three other students were selected for. It pertained to young business entrepreneurs, providing them a free ride to particular four year colleges, as long as they remained in their chosen business majors. Elle had recently been accepted to the University of South Carolina. She was attending the campus near Charleston. Ulysses congratulated her acceptance and stood to leave. "Well, thanks again for lunch, but I should get going," he said, stretching slightly. "No, stay a little longer, I'll show you around the house," Elle said. Ulysses sighed, jokingly, "Oh alright. But then I need to go." "That's Millie's bedroom," Elle said, several minutes later, referring to her friendly Yorkshire terrier. It was a half joke. It was actually the guest bedroom, where Millie's was crated during the day when Elle or her mother, Marcia were gone. The tiny dog usually slept on the floor, on an oversized dog pillow in Elle's room. "And then this is my bedroom," Elle said, arriving at the last bedroom on the right. She entered the room, gesturing Ulysses to follow. "Cool," Ulysses said, pretending to show interest. Her room was a typically girl in nature, pink walls, a large collection of stuffed animals on her bed, and a couple small posters of some actor or musician she liked. "Great," Ulysses nodded his head. "I'm going to head out now," pointing to the door with both thumbs. Elle laughed, pulling at his arm, guiding him further into the room, "Just relax and hang out a bit." Ulysses sighed quietly, not really wanting to be in her room with her, when she appeared to be home alone. He felt that could change any moment and didn't want her mother to be concerned or angry at Elle. He watched her move some stuffed animals out of the way on her bed, several of them landing on the floor. He glanced over to her desk, looking at some of her jewelry and various trinkets, not noticing Elle was standing in front of him. Ulysses glanced back to her, his eyes widening in shock, when he saw her smile and remove her sports bra. Chapter 2 "Uh, wow, maybe I should go," Ulysses said, attempting to not stare directly at her breasts. "No, stay, this'll be fun. Come on," Elle pulled him back closer to the bed. "It's just that your mom -- " He started to say. "Won't be home until Monday," She cut him off, putting her hands on his broad shoulders. "Well I gotta shower, so," "We can shower together when we're done," Elle leaned in, whispering in his ear, her erect nipples pressing against him. "Um, I, uh," Ulysses was running out of excuses. "How old are you again?" he asked glancing over her figure. She was gorgeous. Her fit, toned body was evidence that she was active in sports -- a member of the varsity volleyball team at school. Elle reached behind her, pulling out the elastic tie that held her pony tail together, letting her long hair fall. She smiled, pulling at his hand, "I turned 18 last week." "Are you sure?" Ulysses winced. "I can go get my driver's license and two other forms of ID for you if you like," Elle joked. "I just don't want you to get in trouble. Are you mad at your mom or something? Is that why you want to do this with a black guy?" Ulysses asked. "Ha! Nope, me and my mom are like best friends. I've wanted to do this for awhile with you, to be honest. I think you're hot!" She said, getting closer to the bed, attempting to pull Ulysses in for a kiss. He smiled weakly, "I just, I mean, I'm older, I'm not looking for a girlfriend." "Ulysses, relax. I don't want to be your girlfriend. I'm not going to stalk you, I'm not going to go psycho on you," Elle said. She leaned in once more to his ear, whispering, "I want to have sex with you." "Have you done it before?" Ulysses whispered back. "A couple times yeah," She answered. Ulysses sighed, reaching into his pocket, pulling out his wallet. From that, he pulled out a condom, "It's always smart to practice safe sex." Elle started chuckling, "Yes sir," she replied, laughing at his small lecture. "I'll go and be gentle, alright? We'll just take it nice and easy, if you feel pain or discomfort let me know, I'll stop or change things around a bit, alright?" Elle was beaming, "You are so cute. And I will, I promise. Now then," she whispered once more, "Let's begin." "Nice and slow?" Ulysses asked again, following Elle down to her mattress, her legs locking around him. She held his face, kissing him, her tongue lapping at his lips, "Nice and slow." ********** Elle's cries of pleasure were echoing down the hallway. Her bed was creaking, the headboard slamming against the wall, items from the bedside table were landing on the floor as Elle reached over, her arms flailing as she climaxed again and again. Millie was sitting on the floor, her head was bobbing up and down following Elle's movements after she rolled on top of Ulysses, bouncing wildly, bringing them both orgasms. After what seemed like hours she collapsed on top of Ulysses, out of breath, in a heaving, sweaty mess. Running her hand over his muscular, dark chocolate colored, chest, she smiled, "That was amazing," she moaned. "Yes it was," Ulysses said, wiping his forehead. Several minutes later, they were making out in the shower, "You gonna come back tomorrow?" Elle asked. "Elle, I don't know if that's a good idea." Ulysses said. "I told you, my mom will be back Monday," she reiterated, nibbling his bottom lip. "Fine," he rolled his eyes, kissing her back, their mouths enveloping each others. When they finished, Elle went to her knees in the shower, smiling up at Ulysses, grabbing his cock at the base, preparing to suck it back to life. ********** The dinner later that night at Bob's was fairly boring. Elle enjoyed herself, but could tell the other students were having trouble paying attention, and were bored out of their mind. Elle paid attention to Bob's speech about hard work, looking for opportunities to excel and better ones self, and congratulating them on their scholarship. Elle watched one of Bob's employees bring out desert, making her way across the large, open dining room. They sat for the next hour, drinking tea or coffee, while Bob and mostly Elle chatted about his businesses, his accomplishments and how he overcame obstacles -- much to the three other student's chagrin. Elle loved talking with Bob. She felt he was like the grandfather she never had. She always stayed later than the other students after the meetings. They would talk about school, her mom's work as fitness model, and future career options for Elle. It was no surprise to her when Bob asked her to stay for a moment when the other students left. "Sure, may I use the restroom first?" Elle asked. "Oh sure, of course. Down the hall, fourth door on the left," Bob said, walking back to his office. Sitting in front of his laptop, Bob watched Elle enter the bathroom with the small, mounted camera in the corner of the room. He unzipped his pants, fished out his cock, and began stroking it while watching her slide her skirt down, followed by her thong, and sit on the toilet. He switched to another view from a camera mounted on the ceiling corner behind her. Bob moaned, watching her butt lift up slightly, so she could wipe herself. She slid her thong and skirt back on, flushed, and washed her hands. Bob was zipping up just before she entered his office smiling. "Elle, hi, please sit," He said, gesturing to the chair across from him. Bob closed his laptop and folded his hands, looking at Elle. Bob seemed different this evening. He seemed nervous, slightly flustered, and unsure of how to begin the conversation with her. "Um, Elle, I," He stammered. "Is everything ok?" She asked, a concerned look on her face, she wondered if there was a problem with the scholarship. Perhaps it wasn't going to happen after all. "Yes, yes, things are fine. I just wanted to ask you something and I'm a little scared is all," Bob replied, chuckling slightly. "Oh. Ok I thought you were going to tell me the scholarship isn't coming through for me," Elle said, relieved. "Oh goodness no. You are all set. You'll be in Charleston in the fall," Bob reassured her. "No, my problem is that I want to ask you something. I want to offer you, well, a large sum of money to do something that you may not ever normally do." "Um, ok," Elle said, confused. Bob cleared his throat, reaching to rummage through a desk drawer, pulling out a box and handing it to Elle. "See that? You've probably seen cameras like that before. It's kind of like web camera." "Uh huh," Elle nodded. Bob gulped, he was having difficulty. Elle wasn't a woman he was sleeping with or a guy, like the young man that did yard work for him in January; she was a sweet, outgoing, smart girl. "Those cameras can be mounted in certain places. I have software that the video footage can feed into. It's really neat." Bob shifted in his seat, attempting to make the conversation lighthearted as he talked about the camera. He cleared his throat, "Anyway, that's yours," nodding to the camera. "Oh, uh, thanks?" Elle asked. Bob looked into her eyes, her lovely, light-brown, eyes. "So do you have boyfriend?" he asked nervously. An image of Ulysses from that afternoon, on top of Elle, grinding his hips, flexing his butt, impaling her flashed in her head causing her to blush, "Nah, I sure don't." Bob nodded, "What about your mother? She's lovely; I've seen some of her work. She posed a couple times in one of the magazines my company publishes." "Oh, no she doesn't. Not that I know of!" Elle laughed. He nodded and stood, facing away from Elle, peering out the window behind him, seeing a couple students at their cars chatting and then driving off. Bob couldn't do it. He couldn't ask her, he couldn't propose the challenge that he wanted to her. "Would you do anything to help your mother?" he asked, not turning to face Elle. "Well sure," She answered. Bob was thinking to himself, "I have to try; I have see how this plays out." Bob turned around and sighed, "Ok." He reached to another drawer, pulling out an envelope. It was his plan B. He knew what he wanted to ask Elle would be difficult, he knew he couldn't go through with it, so plan B was giving her the envelope with instructions. This was the better option. To see her face become angry with him, disgusted by him, or worse, disappointed in him, was something he couldn't bear. They got along so well, Bob really thought she was a wonderful girl, one that fueled a few of his masturbatory fantasies from time-to-time, but a wonderful girl nonetheless. Proposing the type of challenge to her that he had planned in person was terrifying to him. The envelope would have to do. He told her to open it when she gets home. They gave each other a hug, Elle thanking him for everything pertaining to the scholarship and his advice, and headed home. Chapter 3 Elle recoiled in disgust, balling up and throwing the paper across her room, tearing up the envelope which it contained. She ran out of her room, pacing back and forth in the kitchen, wanting to call Ulysses, but deciding against it. She was angry and hurt. Bob had always been so nice to her, why would he ever ask her to do what he did. "No wonder he didn't ask me in person," she was seething. "Ugh!" she said throwing her hands up in disgust. "Sick," she said, shaking her head. Grabbing her jacket, Elle went for a long walk around the neighborhood, thinking about Bob, about the letter in the envelope, trying to figure out why he would ask her to do what it said. The first thing she did when she returned home was throw the camera away. For good measure, she took the trash out, closing the large trash bin behind the house. Elle tried to forget what she had read as she flipped through the channels on the TV. She shivered again, dismissing it, choosing a show to watch. About an hour later, she headed to her room, and began cleaning up the tattered, blank, envelope. Tossing the shreds into the trash can in her room, the balled up letter caught her eye. She angrily grabbed it, stopping herself before she threw it away, deciding to read it once more, one last time, reminding herself how gross Bob was. "I will pay you $20 million to seduce your mother. Use the camera to film it as proof. It will feed footage into my software. If I never hear from you again, I'll assume you decided not to go through with it. Call me if you have questions or need help with this challenge. You should have my number already." The letter contained no signature and no other information or text. She balled it up again, threw it in the trash can, took the trash can and dumped the contents outside in the large trash bin behind the house. Flopping back down her bed to sulk angrily, she thought about her mother. They were like sisters, like best friends, she was an authority figure, but more like an older, wiser, peer. Elle, lying back on her bed, eyes gazing to the ceiling, thought about how lucky she was to have such a great mom. Her smile faded when she thought about Bob's challenge. Thinking to herself, "Why would he think I'm like that? I like guys. Why would he want me to do that stuff with my own mother? I would never hurt her. I would never want her to hate me. He's sick." Elle rolled to her side, still wide awake, "$20 million dollars, ugh, what a pervert. He's probably full of crap." "I'm not even gay," she said out loud, barely above a whisper. "Umph," she grumbled, rolling over to her other side. Elle tossed and turned for the next hour, unable to sleep, unable to think of anything else. Finally she got up, annoyed, marched into the living room and began searching. She was looking at the large book shelf that contained a few photo albums. Grabbing one, she sat on the sofa, turning the lamp on next to her. The photo album served as a scrapbook for some of her mother's photo shoots. Elle turned page after page, finding herself admiring her mother's work. Most pictures were Marcia in a bikini, either on the beach, or swimming pool, modeling a certain name brand. There were magazine covers cut out and placed in the scrapbook. One in particular showed Marcia in unbuttoned, unzipped, daisy duke's blue jean shorts, pulling her white t-shirt up to just below her breasts. The article was about getting sexy abs and core. Elle shook her head and turned the page. There were several images of her posing in a bikini in front of a car, smiling back at the camera. Elle got to one photo of her in a thong in front of a nice car. She stared at her butt for a moment before turning the page. The next page was another article cut out. Elle had seen all of the pictures before, but for some reason she blushed when she saw this one. It was of her mother on a beach, appearing to be on all fours, with her back arched and her ass high in the air, only covered by a micro-thong. Marcia was running her hand through her long blonde hair, giving the camera a seductive look. The article pertained to getting a better butt and all the exercises that can help with that. Elle looked at her butt admiringly for a moment before shaking herself out of the trance and turning the page. It was another article. Her mother was shown in a locker room of some sort. Her hands were running through her hair, her back was arched, and her chest was pushed out. She was wearing a white tank top that resembled a sports bra, showing her entire midriff. She was wearing matching white bottoms that looked more like bikini bottoms. Elle's eyes trailed over her mother's body, admiring her decent sized breasts, long legs, and pretty smile. Then her eyes stopped moving. They became fixated on her mother's mid-section. The photographer must've sprayed her with water to give the appearance she was sweating. Her tummy and thighs were glistening with tiny drops of water. Elle couldn't help but stare at the traces of six pack abdominals, perhaps not as defined as a body builders, but still there. The Challenge Ch. 03: The Only Woman "Beautiful," Elle said softly out loud. She shook her head at herself. She closed the book, turned off the lamp, then headed to bed. ********** The hot shower water trailed down Elle's back. Ulysses gently squeezed her butt. Her arms were resting around his shoulders as the two slowly kissed, their mouths wide open, closed down on the other. The two had been having sex on and off for most of the day. Ulysses came by that morning, took Elle out to breakfast, and then home where he stayed until the evening. Elle was different, no longer frantically, wildly riding his cock, but instead was more slow and methodical. Ulysses asked her if something was on her mind, Elle lied, saying there wasn't. They ended their kiss in the shower, their tongues recoiling back into their mouths, Elle looking into his eyes, "Thanks for coming by." "As long as you won't be getting into trouble. I know you're 18, but still," Ulysses replied. Elle smiled, resting her head against him, his large hands sliding up and down her back. "Elle, are you sure something's not bothering you? I didn't do anything did I?" "No, no, you're just fine. Last night at the scholarship dinner was a little," she paused, trying to think of the right words, "different. The guy that is sponsoring the scholarship sort of disappointed me. He asked me something that," Elle paused, shaking her head. "What?" "It was just inappropriate. You didn't do anything I promise," She faked a smile and began kissing down Ulysses' muscular frame, down to his weakened cock, waking it up for one more session before he left. After he left an hour later, saying he'll see her around at the gym, Elle again found herself on the couch looking through her mother's scrapbook of modeling photos. Sleep didn't come easy for her again that night, partly because she was nervous about her mother returning the next day, and partly because Bob's challenge was running through her mind. Chapter 4 After a second restless night of sleep, Elle woke the next morning, ate some cereal and waited for her mom to come home. She was actually nervous to see her, "Why am I nervous?" she asked herself. She knew her mother would be home around lunch time. When Marcia arrived, the nervousness had dwindled a bit in Elle, seeing her mother's smiling face, feeling her warm hug. Elle closed her eyes with her 6 foot tall mother holding her in her arms. She was four inches taller than Elle, but sometimes she seemed much taller. The embrace ended with Marcia holding Elle's shoulder, smiling widely at her, "So glad to be home! It was as long, boring flight. I'm glad to spend the rest of your Spring break with you!" She pulled Elle in for another tight hug, "Did you have a nice weekend?" "Mmhmm," Elle nodded, pulling away. "Good. How was that scholarship dinner Saturday? I was meaning to call you, but I got back to the hotel too late," Marcia said. "Oh, it was fine," Elle lied. "You ok sweetie?" Marcia said running her fingers through Elle's darker shade of blonde hair. "Yeah, just had trouble sleeping, I'm fine," she replied, looking up into her mother's matching light brown eyes. She couldn't help but notice how pretty they were. Elle cleared her throat, "I was looking forward to seeing you," she shyly said. "Awww, my sweet Elle. The feeling was mutual. Let me go grab a shower and we'll make plans for the week," Marcia kissed Elle's forehead and walked off. Elle's watched her walk away, her eyes trailing down Marcia's back to her butt, eyes widening as she watched its toned magnificence hugged tightly by her blue jeans. Elle shook herself out of the trance, "Get out of my head Bob," she thought. Later that evening Elle was sitting across from her mother at dinner. Marcia was always fairly affectionate, and usually Elle was too, though slight embarrassment occurred with public displays of that affection, however, on this night, the two women sat at a table holding hands. Elle watched and listened to her mom talk about her weekend, gently caressing her hand with her thumb, looking on her with admiration. Her mother was very lovely. They shared a slightly prominent nose, but nothing freakish, same eye shape and color, and same hair thickness. They mouths were shaped a little different, Elle's jaw line and chin were slightly wider, and Marcia was of course a bit taller. "Are you sure you're ok Elle? You seem sort of quiet and not as energetic as you normally are," Marcia asked, grabbing Elle's other hand, caressing it with her thumb as she held it. "Yeah, I'm fine really. Just tired, plus," Elle paused, smiling into her mother's face, "I'm just glad your back and," pausing again she thought about what she was trying to say, "I'm really proud of you and I love you." Marcia smiled, taking one of Elle's hands, kissing it softly, "I love you too. I'm also very proud of you, getting that scholarship, you've worked hard, and it paid off!" Elle nodded, smiling awkwardly, asking herself why her heart was pounding. Perhaps she knew why, instead she blamed that old pervert Bob for making her feel uncomfortable. ********** It was 2am, Elle was barely asleep, trying to recall if that was a dream about the talking stuffed animal, or if she was still awake and her imagination was firing off. She sat up in her bed and within seconds thought about Bob and her mother. "This is stupid," she whispered. "She's beautiful though, but it's sick and wrong, just like Bob," she thought to herself, standing to stretch, then head to the bathroom. After forgetting to flush, she made her way back to bed; however, her peripheral vision caught her mother's closed bedroom door. Elle shrugged and thought she'd check on her. Opening the door, Elle made her way in, slowly walking across the carpet. Marcia's room was warmer than Elle's. Elle saw her mother in the dim light, lying on her side, facing away from the door, with a bed sheet coming up to her waist. At the foot of the bed Elle froze, looking upon her sleeping mother. Marcia was wearing a white tank top, the bed sheet was resting on her waist, and her hands were tucked up under her pillow. It was either some strange impulse or a sudden burst of bravery that Elle obtained that made her decide to slowly pull the sheet off her mother. The white sheet came down her waist, revealing the black shorts that could easily double as underwear due to their short length, ending where her butt and thigh began, then further sliding down her toned thigh, with Elle stopping at Marcia's knees. Elle stared blankly for a few moments, Bob's discarded, cowardly note with a dollar amount in the back of her mind. Elle sighed, pulling the covers back up over her mom, back to their original position. Elle was just about to reach the door when she heard her mother move in the bed, "Elle? You ok sweetie?" Elle nearly gasped, "Oh, uh, yeah, I just had a bad dream. I thought I'd -- " "Yes please do," Marcia rolled onto her back, flinging the sheet away, "8, 18, 28, you're never too old to get in Mom's bed if you have a bad dream," she said, patting the mattress next to her. "Are you sure? I didn't want to bother you," Elle asked. "Get in here and snuggle," Marcia patted the bed again. Elle smiled and made her way back to the bed. Marcia had her arm extended, signaling Elle to come in close, and to lay her head on her mother's shoulder. Elle found she was nervous once more, slowly lying down next to her mom, her head coming to rest on her shoulder. Marcia pulled the sheet up, letting it fall where her black shorts began at her waist. Elle's eyes were wide open, looking down her mother's body. She noticed her how great a view she had of her breasts. They weren't huge, but certainly not very small. Elle watched them rise with her mother's steady breathing, assuming she was drifting back to sleep. Another burst of bravery found Elle slowly bringing her hand to rest on her mother's abdomen. It was tight as she figured it would be. Elle took a deep breath, and then began to slowly pull her tank top up, exposing her mother's flesh. Elle's hand went back to Marcia's tummy, gently trailing her palm over her toned definition. Elle froze, tensing up when she heard something; her heart was pounding when she realized it was a moan emanating from her mother. "Feel's nice," Marcia whispered, she wasn't yet asleep. Elle smiled, and continued, tracing her fingers over Marcia's bare skin, admiringly gliding over each muscle. Marcia rested her arm on Elle's waist and pulled her in tighter. Elle continued her soft touches for several minutes, not thinking of anything other than how wonderful it was to lie here with her. Marcia yawned once more a moment later, stretching her other arm in the air, and grabbed the back of Elle's head with her other hand. Marcia kissed her head, "Night sweetie." Laying her hand on Elle's lower back, Marcia was asleep again in couple minutes. Elle was awake for a little longer, not sure what to think of herself, but knowing that being there with her mom like that felt wonderful. "Haven't I always liked this? Cuddling?" Elle asked herself. "I don't know," she answered. Another few moments and Elle was asleep. Chapter 5 The next morning Elle and her mother were at the gym. Marcia occasionally went, but not often, usually due to her hectic work schedule and getting her work outs in while traveling. Elle was visibly uncomfortable. She would watch her mom, in her midriff-exposing top, tight yoga pants, move from machine to machine. Marcia asked Elle to spot her went she moved to the smith machine for squats. Elle moved behind her mother, placing her hands gently on her tummy, and bent at the knees behind Marcia when she would bend down for a squat, holding a heavy barbell above her. Elle blushed heavily when her mother moaned, standing back up from a squatting position, and her butt in Elle's crotch. Marcia switched to pull ups next --their last exercise. After being asked to spot her, Elle found herself staring directly into her mother's midsection, noticing the rivers of sweat. She blushed again when her mother told her to hold her waist lightly for her. Up and down Marcia went in front of Elle, her scent filling Elle's nostrils, her toned stomach inches away from her face. "Ahhh," Marcia moaned, struggling to pull herself up, reaching the point of exhaustion. It was Elle's turn. Marcia was in the same position, Elle's stomach right in her face, when Elle pulled herself up. Marcia counted quietly, smiling up at her daughter. "Good job! One more," she said. Elle nearly lost her grip, falling to the floor, when her mom playfully kissed her belly. Marcia increased her grip on Elle's waist making sure she didn't fall, "I gotcha." They drank some water, grabbed their bags and headed toward the door. Elle's eyes shot open when her mother slapped her ass, "Good job today, sweetie!" Marcia grabbed Elle's hand and they exited the gym. On the way home Marcia caught Elle glancing over at her, "What?" she asked smiling. "Oh nothing," Elle looked away embarrassed. "Really?" Marcia asked, skeptically. "I was just noticing how nice you look. Maybe it's because we haven't worked out together in a long time, but you have a really great body," Elle said, turning to look out the passenger side window. "Well thank you, sweetie. That's very nice of you. You do too! I was telling my coworker this past weekend one night after a shoot that you were, without a doubt, the most beautiful young woman I've ever seen!" "Mom! Really?" Elle asked, slightly embarrassed. "Really!" Marcia replied. "That's just because you're my mom," Elle sighed. "Nope. That's from one woman to another," Marcia said, reaching to rest her hand on Elle's thigh. Elle smiled, blushing, looking down to her mother's large hand on her leg. Elle placed her own, daintier one on top it, gently holding it there for the rest of the car ride home. Elle stood in the shower, watching the water go down the drain by her feet. Thoughts about Bob, about the money, about her mother swam through her head. "Could I actually do that? Never mind with mom, but with a woman period? I just don't see that happening -- having sex with a woman." "What if she joined me in here," she thought. "Stop, this is insane." "Maybe I could try talking to a girl. Maybe even flirt. Maybe it would come easy to me," Elle discussed with herself. An image of her mother's toned stomach popped into view, followed by a hand reaching upward, landing gently on it, and eliciting a moan from her mother's mouth. Elle shook the thought from her head. Another thought emerged, her mother lying on the bed, her bare back exposed, Elle peppering it with kisses. "Stop!" she said out loud. "You ok in there?" Marcia asked at the doorway. She must have walked by at the moment when Elle spoke. "Oh, uh, yeah I'm fine. The shampoo bottle cap is being difficult," Elle lied. Later that evening Elle found herself embarrassed once more. She was walking through the living room to the kitchen to get something to drink, when Marcia, reading on the couch asked her about the scrapbook. "Were you looking my scrapbook?" Marcia asked, as Elle passed through. "Oh, yeah, I was, sorry. I forgot to put it back." Elle took the scrapbook her mother was handed and put it back where it belonged on the shelf. "Do you have a favorite?" Marcia asked. "A favorite picture?" "Yes," Marcia answered, patting the couch cushion next to her. Elle sat down, her mother putting her arms around her, pulling her in close. "I liked all of them." Marcia kissed the top of Elle's head again, "Thank you." "Alright I'm heading to bed," Marcia removed her arm from around Elle and stood, stretching in front of her daughter. Elle's eyes moved up and down her mother's tall frame. "Can I -- " Elle started to ask. "Want to join me?" Marcia finished her question. Elle nodded and smiled. A few moments later Elle found herself in the same position from the previous night -- in her mother's arms, her hand on Marcia's bare stomach, smiling to herself, thoughts of Bob's challenge fading more and more. The rest of Spring break was very similar to the first full day Elle shared with her mom. They would go to the gym, go shopping, go out to eat, and usually end the evening on the couch, followed by snuggling to sleep in the bed with Millie down at their feet. Elle said when school starts back up that she'll go back to sleeping in her own bed. Marcia chuckled, hugging her daughter, saying that was fine, but she was more than welcome to sleep in mother's bed. During this time Elle had been thinking more and more, not about the challenge or the money, but about entertaining the idea of talking, flirting, or dating a girl. It would be something she felt she could work up to. It proved far more difficult than Elle imagined it would be. Chapter 6 Elle sat in class the next week, for the most part, miserable. She couldn't concentrate, she would lose focus, she would shift her weight in her seat a lot, and avoided socialization. Several her friends asked her if she was alright. If they were a female friend, Elle wouldn't really pay attention, instead studying the girl's mouth, lips, eyes, wondering if she could ever bring herself to kiss her. The answer, after several days of observing, staring, and overall feeling sort of creepy, was "no." Elle couldn't do it. She had a few nice looking female friends, but the thought of doing anything sexual with them did not turn her on. While staring at a friend's cleavage in the hallway, she imagined touching her friend's breast, or kissing and licking along the cleavage line. Elle shivered, shaking her head, grossed out. "You alright, Elle?" her friend, Karli, asked. "Yeah I'm ok, I gotta go," Elle headed off to her next class. Every evening she was cuddling with her mother on the couch after dinner and homework. "So you still aren't going to prom this year?" Marcia asked, flipping through a magazine with one hand, her other hand resting on Elle's hip. "Nah, last year was lame. I just don't feel going is worth it." "Well that's fine. I never went, so I suppose I was hoping you would. But you went in your Junior year, so at least you got to experience it," Marcia said. "You never went to your prom?" Elle asked, sitting up, facing her mother. Marcia smiled and shook her head. Elle was in shock, "How come?" "No one asked me," Marcia replied. "Oh mom, that's horrible!" "I was a bit of an ugly duckling. I wasn't asked, and I wasn't expecting to get asked," Marcia explained. "Wow," Elle whispered, "I can't believe it." "It's true. That's why there aren't too many pictures around of my younger days." "Oh mom, I'm sorry," Elle said, throwing her arms around Marcia, catching her off guard. "It's ok, sweetie! It's fine," Marcia said, pushing Elle off her. Elle sat for a moment, her eyes looking over her mother, traveling from her thighs, to her mid-section, to her chest, and ending up looking into her eyes. "I think you are, without a doubt, the most beautiful woman I've ever seen." Marcia chuckled, caressing Elle's face with her hand, "Elle, you're wonderful. But -- " "I'm not just saying that because I'm your daughter. It's from one woman to another," Elle smiled. Marcia brought her in for a long embrace on the couch, ending it with a kiss on Elle's forehead. ********** It was Saturday. Elle was at the gym alone that morning. She had decided that maybe she was looking at girls her own age and perhaps she was attracted to women much older. She was going to push herself, telling herself that if she saw her, she was talk to her. No more passing each other and smiling, but actually talk to her, say hello. She was referring to the blonde woman Ulysses occasionally came to the gym with -- his stepmother, Devin. Elle was in luck, seeing Devin enter from the corner of her eye, Ulysses still out of town on work. This was her chance. She waited until Devin found a treadmill and began walking with the incline setting increased. "Hi," Elle said, smiling as she hopped on the machine next to Devin. "Hi, how are you?" Devin nodded, smiling widely. "You are Ulysses' friend right?" "Yes ma'am. He's really nice. I just saw you and thought I'd come say hello," Elle said, choosing a lower setting so she could concentrate on talking to this woman and not on her balance. Devin chuckled a bit, "Yes he's a great guy. I'm glad you came over." Elle glanced over Devin, trying to remember what her age was -- she thought Ulysses said 40 or maybe it was 41. Either way she was four or five years older than Marcia. Devin was 5'9", light blonde shoulder length, blonde hair, and a great figure. Elle noticed her breasts were larger than her mother's. Devin was wearing a yellow spandex sports bra and matching spandex shorts. Devin caught Elle checking her out, which in turn, caused Elle to look away embarrassed. Taking a few deep breaths to keep things together, she began talking to Devin, "So Ulysses is still out of town?" "Mmhmm, should be back tomorrow though. How is your mom?" Devin asked throwing Elle for a loop. "My mom? You know her?" "Yes, we're friends. Not super close, but I work for the publishing company that she did a photo shoot for some time last summer. She's very nice." Devin explained. "Yeah, she is. She's doing well. She comes here sometimes," Elle said. "I've run into her a few times. I can see where you get your looks from. Both of you are gorgeous," Devin smiled, glancing over at the younger woman on the treadmill next to her. "Thank you," Elle cleared her throat, pushing herself to be bolder, "so, um, so are you. Gorgeous I mean." Devin chuckled, "Thanks." The Challenge Ch. 03: The Only Woman They talked more for the next hour. They talked about Elle's college plans, her school work, Marcia, Ulysses, and a few other random things. As they moved to the weight machines, Elle noticed something odd, something that made her feel uncomfortable. It was the way Devin looked at her, touched her when they would spot each other, and compliment her. If Elle had to guess, Devin was flirting with her, possibly even attracted to her. Elle felt weird by it, but forged ahead regardless. Elle told herself to let it happen. She let Devin caress her waist and hips when she spotted her from behind while squatting, she let Devin lightly graze her breast as she moved her hand across Elle's stomach, and Elle let Devin rest her hand on the small of her back as they moved from machine to machine. At the end of their workout, Devin walked Elle to her car in the parking lot, gave Elle her cell number, and suggested they hang out sometime. Elle smiled and nodded, "When are you at the gym usually?" "Usually during the weekday nights, but sometimes in the morning on Saturday, like today," Devin winked. "Ok great, well I'll see you Monday evening perhaps," Elle said, having never gone to the gym on school nights. "I'll look forward to it," Devin said, her index finger lightly, playfully, caressing Elle's chin, causing her to blush. Later that day in the shower, Elle talked to herself again, "Ok, so I'll just see what happens. I'll hang out with her and if something happens, so be it." Elle sighed heavily, looking down to the drain once more, "I don't know if this will work. It felt weird." Chapter 7 Elle felt slightly better as the week went on. She had gathered the courage to talk to a woman. Each gym session was very similar to the first; the touches, the glances, the smiles, and subtle flirts. Elle complimented Devin on her perfume, realizing the reason she liked it, was because it was the same scent her mother uses. Elle convinced her mother that she would do all homework before heading to the gym that night. In fact, she didn't see much of Marcia at all. Elle would also find herself thinking about Devin in class, reasoning that maybe she was bi-sexual, then shaking her head, disagreeing with herself, "it's just an experiment," she thought. Ulysses joined the two ladies at the gym Wednesday night. Devin and Elle mostly hung out, but afterward, Devin suggested Elle and Ulysses go get a smoothie afterward. Elle missed seeing him and was hoping to run an idea by him. ********** Ulysses SUV rocked gently back and forth in the gym parking lot. They were in the back seat and Elle was on top, bouncing wildly on his cock. She tried to go slow so no one would notice the rocking vehicle, but she couldn't help it; luckily it was after hours and there weren't many cars around and the back windows were tinted. "Oh yes, yes," Elle whimpered, out of breath, wrapping her arms around Ulysses shoulders. "I love your cock." Ulysses chuckled, his hands kneading Elle's ass," That's always nice to hear, but what about me? I'm not too bad am I?" "What? No, you are awesome, a great friend," Elle said, giving him a loud smooch on the lips. "Which is why I wanted to ask you something." "Sure, you can ask me anything," Ulysses said, his cock still embedded in Elle. "Devin. Is she, um, how do I put this -- does she like women?" Elle asked. "She does, actually. She likes men and women," Ulysses answered. "It sort of developed a few years ago when her and my dad separated." "I see," Elle nodded, looking to her side. "Are you? Into women?" Ulysses asked, raising his eyebrows. "Well, I'm not sure. Maybe?" Elle shrugged. "You should come over to my apartment Friday night. Devin may stop by, we can have dinner -- just the three of us," Ulysses suggested. Elle thought for a moment, "I guess I could." "As long as you don't get in trouble with your mom," Ulysses gave her a stern look. "I won't. I'll tell her the truth. I'm going to have dinner at a friend's house." "She won't pry? Look, I just don't know what she'd think if you told her the whole truth. Dinner at a friend's house with an older man - a black man," Ulysses cocked his head to the side. "If it'll make you happy, I'll tell her I'm going to dinner with a friend from the gym and his mother Friday night." "I think that'll make me feel better," Ulysses said. "You worry too much. Maybe this will make you feel better too," Elle winked, slowly starting to grind her body against Ulysses. Her plan was set. At dinner maybe there would be more flirting amongst her and Devin, and that may lead to some kind of date, which could lead to a homosexual experience. When Elle got home later that night, she showered, and joined her mother on the couch, snuggling into her arms. "I may be able to do this after all," she told herself, referring to experiencing a woman. She closed her eyes, laying her head on his mother's lap, "maybe mom and I could - ," she said in her head, not finishing her thought, letting the absurdity of it cause it to end. Chapter 8 "OK," Devin said, slightly slurring, sitting on the other side of Ulysses on the couch, "Let's have some fun." Both Devin and Ulysses had been drinking, Ulysses less though. Devin offered Elle some wine, to which Ulysses shot her a stern look, putting a stop to her offering. After dinner they were sitting on the couch, Devin telling stories about Ulysses attempting to embarrass him. The night was going by nicely, Elle noticing Devin was even more flirtatious with her. Devin would touch Elle's back, tickle her waist, and run her fingers through her hair while they talked and so on. Elle felt a little nervous, but at the same time telling herself to have an open mind. Those thoughts were squashed when Devin, after suggesting more fun, set her wine glass on the table next to the couch, stood and began unbuttoning her blouse. Elle glanced over to Ulysses. He was watching his stepmother. Elle glanced back to Devin and she was sliding out of skirt, she wasn't wearing underwear. She removed her bra and held out her hand to a shocked Elle. Elle gulped, taking Devin's hand, allowing herself to be helped up. Devin smiled, "Arms up." The naked Devin, pulled Elle's top off, letting it fall to the floor. Still in shock, she looked over to Ulysses, watching him stroke his cock. He nodded, smiling to her, "Elle, you ok?" Elle didn't reply. She watched Devin go to her knees and began unbuttoning Elle's blue jeans. "Um, uh, I," was all she could get out. Devin unzipped her and pulled at her pants, exposing some of her underwear. Devin leaned in and sniffed, breathing the girl's aroma in, "Mmmm, can't wait to taste you." Elle suddenly pushed Devin away, grabbed her shirt, and ran to the bathroom, slamming the door and began crying uncontrollably. She couldn't do it. She couldn't go through with it. Her plan had failed. She was embarrassed and felt like a dumb little girl. There was a knock at the door a few minutes later, "Elle, can I come in?" Devin asked. Elle didn't answer. "It's ok, I just want to apologize," Devin said. Elle opened the door, wiping her eyes, and watched Devin enter, closing the door behind her. She was wearing a bathrobe. "I'm sorry, Elle. Please forgive me. I assumed you might be interested in women. That was wrong of me," Devin explained, holding Elle's shoulders. "I just thought that maybe I could try it, but," she paused, the tears returning, "Ulysses was here and then you stripped in front of him, I got scared, and I panicked." Devin gave Elle a motherly hug, "It's ok. It's fine now. I just know your mom, and I thought maybe, well," Devin paused, pushing Elle away, wiping a tear from her cheek, "I shouldn't have assumed anything. I hope you can forgive me." Elle nodded, giving Devin a weak smile. "Listen, why don't you and Ulysses go out for dessert, maybe some ice cream?" Elle nodded again and Devin walked her out of the bathroom. "You two go get some ice cream. I'm going to do the dishes," Devin told Ulysses. "Is everything ok?" He asked. "Yes, we're fine, it was just a misunderstanding. It was my fault and I apologized to Elle," Devin said, patting Elle's back. Elle looked at Ulysses and then down to the floor embarrassed. ********** "So how long have you and Devin, been, you know?" Elle asked, sipping on a milk shake in Ulysses' car while they waited at a stop light. "Since I was 15," Ulysses answered. "Wow." "Yep, it just sorta happened. Over the next few years, by the time I left for college, Devin's sisters had joined in on it too. My father never knew." "So that's not why she and he split up?" Elle asked. "No, they hadn't been getting along for awhile. Then she walked in on him and one of his students. He was a college professor. Still is I guess. That was the final straw." "Why don't you and her just, you know, be a couple now?" Ulysses shrugged, "Maybe one day. I don't know. She's like a mother, but she isn't of course. We sleep together for fun, for comfort, and all that. I have a coworker that I'm trying to get over, Devin helps with that too. So who knows? I do love her though. So maybe one day, in a few years, when I talk to my father even less than I do now, we may go that route." "Wow, 15," Elle chuckled. "Yeah, she's not all that older than me, about 10 years or so. But yeah. We've kept it a secret all these years. I learned everything from her and her sisters. Each one different in bed than the other. It's quite beautiful actually," Ulysses said, driving off when the light turned green. "Yes, beautiful," Elle whispered, looking out the passenger side window. An image of her mother went through her head, her stomach, her back, holding her, kissing her, her face looking into Elle's. "You promise you'll keep it a secret? I don't know who you could tell, but anyway, I'd appreciate it if you kept it between us," Ulysses said, causing Elle to come out of her trance. "I won't tell. Can I tell you a secret?" She asked. "Of course," Ulysses glanced at her, then back to the road. Elle sighed, "I was thinking that maybe I could do stuff with Devin. We had been talking at the gym, and kind of flirting I guess. Anyway, I just thought I could try something with a woman. But I couldn't go through with it." "Well, that's ok. No one is making you do anything you aren't comfortable with," Ulysses said. "Well see the thing is, I want to, but," Elle paused, tears welling up in her eyes again, "there's one woman I want to do things with and I just thought maybe I can try it out first with someone else." "Elle?" Ulysses asked, glancing over to her now crying face. "I want to make love to," she started shaking her head, attempting to admit something that she knew, deep down was true, "my mother." The dam broke and she was crying much more now, "That's the first time I've said it out loud. But it's true. She's the only woman I would ever do anything like that with. The only one." "Elle, it's ok," Ulysses said, reaching over to pat her leg. "I won't tell anyone." "I have no idea what I'm going to do; she would never do that with me, never. She too good a person," Elle said. They were parked in Ulysses apartment complex. Elle had calmed down a bit. "Elle, I'm sorry. I didn't think you would cry again." Elle shrugged, looking out the window, "I just feel like an idiot for looking at her this way. She's so gorgeous." "Is there anything I can do to help?" Ulysses asked. Elle shrugged again. There was a long silence, Ulysses always trying to be helpful, spoke up. "It's funny. One thing I've noticed in my experience with more than one woman at the same time is that on occasion, the women will start focusing less on me and more on each other. Devin has done that a lot, it's kind of annoying actually," He chuckled. "But if I'm relaxed and just enjoying myself, I'll lie there and watch the women get lost in their own little worlds, forgetting about me. One time I was watching - it was great. I cleared my throat after about 10 minutes and they turned to me and giggled," Ulysses watched Elle politely nod her head. "Anyway, what I'm getting at is maybe if you introduced a man into the picture, a man you and her could feel really comfortable around, then perhaps at some point the three of you could get intimate, which could be a catalyst for you and just her later on." Elle furrowed her eyebrows, pondering his suggestion, "Hmmm." "it's worth a shot. I know you said you and her were close, but perhaps not that close." "It is worth a shot," Elle said softly, turning to face him. "Are you free tomorrow night?" Chapter 9 Elle and Ulysses sat in his car and talked another hour about this plan. Elle would introduce Ulysses to her mother, hope they hit it off, maybe even date him, maybe even sleep with him, and at the same time Elle would flirt with him herself so Marcia sees that Ulysses and Elle are good friends. Ulysses suggested that maybe at some point, if they are comfortable enough around each other, affection could lead to a threeway -- in which Elle would attempt to shift the focus from Ulysses to her mother. Ulysses had no guarantee this idea would work, but Elle thought it sounded great, joking that Ulysses just wanted to sleep with a mom and daughter combo. He denied it after admitting it'd be nice. She thought it'd be the only way to go. In the meantime, Elle decided to do what she could to make her mother feel even more comfortable around her. They ended their conversation with a blow job from Elle. Bob's challenge and money was never thought of, or mentioned. Elle wasted no time putting this plan into action. She showered that night and instead of putting on her pajamas right away, Elle joined her mother in bed while she was flipping through a magazine still wearing a towel. Elle didn't think it was that big a deal, but it was different than her normal routine. She made sure to slowly kiss her mom's tummy when she said good night before heading to her own bed. Hugging her mother from behind, nuzzling into the back of the taller woman while she did dishes the next morning, Elle asked if it was ok that her friend came over for dinner. Marcia assured her it was fine. Elle informed her he was an older guy, maybe around 30, who she met at the gym. Marcia raised her eye brow at that information, not sure what to make of it. "No, no, it's not like that! He's awesome. Very friendly, very nice, I think you'd like him," Elle told Marcia. "Alright, well, that's fine I guess. If he is ever inappropriate with you, you know where to kick him," Marcia said, bringing her daughter in for an embrace. "Mmm you smell good," Elle noted, breathing in her mother's scent while her head rested on her shoulder. Later that day Elle joined Marcia in her bed room to do some core exercises. They didn't feel like going to the gym for those and didn't really need to since crunches, planks, and so on can be done anywhere. Elle blushed when she heard Marcia moan, but pressed her luck and brought up an interesting observation, "Geez mom, it sounds like you're having some, uh, fun over there." "Ha! Is that right? By fun, I'm assuming you mean sex?" Marcia asked. "Yeah, I do." "Well thanks, but I'm a little quieter than those exercise grunts you hear me make," Marcia explained. "When was the last time you had sex?" Elle blurted out to a surprised Marcia. "Are you sure you want to know?" Marcia asked, sitting up on the floor. "You said I could ask you anything," Elle reminded her. "That's true. It was a few months ago. I was out of town. It was nice. That's all you're getting out of me," Marcia said shooting Elle a stern look. "You and my friend would go well together. Maybe you and him could date," Elle suggested. Marcia stood, chuckling, wiping her face with a towel, "Maybe so, silly." "I'm going for a jog, want to join me?" Marcia asked Elle. "If you let me shower with you afterward," was the thought the entered Elle's mind. "Sure," she replied. They showered separately, Elle scolding herself for not making that request, thinking that it would've easily come across as a joke. ********** Marcia's eyes widened and a huge smile came over her when Elle introduced Ulysses that evening. "You know him?" Elle asked. "No, but I'm familiar with his work! Ulysses, it's great to meet you!" Marcia extended her hand. "I'm Marcia." "Nice to meet you," He smiled, shaking her hand. "See I told you my mom was beautiful," Elle chimed in. "Elle, please," Marcia rolled her eyes. "So is he!" Elle said, giving Ulysses a huge hug. The rest of the evening went by splendidly, far better than Elle had hoped for. They talked and laughed all throughout dinner. Afterward, Elle embarrassed her mother by taking out her photo album scrapbook and sitting in Ulysses' lap. "Elle!" Marcia gave her a stern look. "What? We're just looking at your pictures. Don't be embarrassed," Elle said. "See, look how great her butt looks," Elle flipped a page, pointing to the picture on it. Marcia shook her head, clearly blushing. After they looked through the scrapbook, Elle snuggled in close to Ulysses, making sure her mother saw that the two of them were close and affectionate. Ulysses and Marcia mostly chatted, while Elle played with his dreads in his ponytail, played with his large hands, went to get some water from the kitchen, kissing his cheek when she got up. Elle paused before reentering the living room; she was listening to see if Ulysses was sticking to their plan. "Yeah she's great, very funny and very sweet. I'm glad her and I are pals," Ulysses was telling Marcia. "She might have a crush on you," Marcia warned. Elle peeped around the corner, watching Ulysses shrug, "I don't know maybe. I've told her that I'm not looking for a girlfriend. I enjoy making friends, which reminds me, maybe you and I could go grab some lunch or dinner sometime?" Elle entered the living room, smiling, carrying a glass of water. "Yes I think that's a great idea mom. You two could go to dinner, maybe I could come with you two later, we could all just hang out and have a great time!" Marcia chuckled, "Well perhaps. I wouldn't mind learning more from such a successful fitness model." Marcia smiled at Ulysses. "Great!" Elle said, taking her spot on the couch on the other side of Ulysses. "Next weekend, Friday night, you and him go to dinner and if you are free Ulysses, maybe Saturday the three of us could hang out. We could fix dinner here, maybe watch a movie, who knows?" Ulysses nodded, "I don't have any shoots booked until May." Chapter 10 The next few weeks came and went. Elle, Marcia, and Ulysses were like three peas in a pod. Elle's mother and Ulysses went out alone several times. Elle and Ulysses went out a few times as well. But the best part was when the three of them went out. With a woman on each arm Ulysses took them to dinner, the movies, and sometimes the park. At home Elle continued her own plan. She wore less and less around her mom. Walking around in her underwear and bra, flirting with Marcia, sliding her hands up underneath the back of her mother's t-shirt, scratching her back. She became more affectionate, Marcia asking if she was alright, assuming it was because she was leaving in the fall for college. Elle just smiled, savoring every embrace, peck, and opportunity she had to show this woman she loved her without coming across like a creepy pervert. Elle was watching TV one Friday evening near the end of April while Ulysses and her mother were out. She knew they were sleeping together, Ulysses told her this a week prior, reminding Elle the next phase of their plan would begin. The Challenge Ch. 03: The Only Woman Elle turned to the front door watching Marcia and Ulysses enter, laughing, arms entwined. "Alright, you want some water?" Marcia asked him. "Sure," he smiled, sitting next to Elle on the couch, putting her arm around her. "Things are going well," he whispered. Elle nodded, her hand going to Ulysses' lap, rubbing and squeezing his bulge through his pants. "You staying the night again?" "I am. Want me to sneak into your room when she goes to sleep?" Ulysses asked. Elle moaned, still squeezing his now erect cock, her hand traveling down its length, the cockhead almost poking out of the bottom of his cargo shorts. "As much as I would love this inside me tonight, no, I want you to make sure her bedroom door isn't completely shut. I want to sneak in on you two when you're having sex. I want to see her in action. I bet she's amazing." "She is," Ulysses replied, his mouth opening, his tongue meeting Elle's, moaning as she squeezed his rod. "Ok, here you go!" Marcia entered the living room, seeing Elle snuggling into Ulysses, his arm around her. She handed him a bottle of water. "Are you two have some special fun time tonight?" Elle asked, playfully. "Elle!" Marcia shot her a look. "Well, yes, yes we are if you must know. Now then, goodnight," Marcia rolled her eyes and then nodded to Ulysses. Before he could get off the couch Elle gave him a long kiss on the cheek, "Have fun with that gorgeous woman!" "Elle, you're silly," Marcia said, rolling her eyes, Ulysses following her down the hall. ********** Ulysses was perfect, fully agreeing to help Elle get closer to her mother, and doing what was asked of him. He made sure Marcia's door was cracked slightly, so it could be pushed open without much noise. It was 2am, three and a half hours after Marcia said goodnight to Elle. Elle was sneaking down the hallway, scolding herself for dozing off on the couch. Luckily she knew Ulysses was a machine from their weekend fuck fest back in March. Elle gently pushed her mother's bedroom door open and crouched down to her knees. She was magnificent. Marcia's back slick with sweat, illuminated by a street lamp from outside streaming into the large window with the shades pulled back. She was straddling Ulysses. He sat on the edge of the bed. Marcia was whimpering, moaning, and breathing heavily. "Beautiful," Elle thought, watching her mother make love, slowly grinding her hips into Ulysses. She started crawling on the carpet toward them. How badly she wanted to join in. But she couldn't, she had to play her cards right. Her eyes adjusted to the dimly light room. Elle's mouth quivered, sitting on the carpet, her mother's butt at arm's length distance -- Elle could reach out and touch her. Ulysses' was gripping Marcia's waist tightly, his upward thrusts were few and far behind, he was tired after three and half hours. Elle inched closer. She placed her hand on Ulysses' foot, notifying him she was in the room. Luckily he wasn't startled by this. Marcia let out a moan, her head thrown back. Elle crept forward more. Her mother's backside was inches away, she could've kissed it, licked it if she wanted to. As if Ulysses could read Elle's mind, he pulled his cock out of Marcia, letting it slap against her lower back. It was covered in creamy vaginal fluid. Elle's mouth began water. She wanted to clean his cock and taste her mother, licking up her juices. Just as her tongue was an inch away, almost making contact with the cream-covered, massive cock, Marcia spoke up. "Whew, yeah I'm tired too. Want to take a break?" She asked Ulysses. "Uh, um, well. Yeah just a minute," Ulysses was buying Elle time to get out of the room. She crawled out of the bedroom as fast as she could, listening to Ulysses shift his weight on the bed behind her. She quickly closed the door back to its original position and rushed down the hall, the carpet muting her foot falls. Elle went to the kitchen, standing in the dark, "Wow that was intense. I almost tasted her. We're getting so close now. He's gotta come back tomorrow." She exhaled deeply a few times and just before she went to turn the water on at the kitchen sink to splash some across her forehead, the kitchen light came on, startling her and the person that turned it on. "Elle!" Marcia screamed, one arm going across her breasts, a hand covering her crotch. "What are you doing?" Elle tried not to laugh at her naked mother, glancing at her body, making no attempt to be discreet. "Couldn't sleep," she replied with a mischievous smile. "Oh, uh, sorry about that. I hope we weren't keeping you up," Marcia apologized, shifting her weight to hide her nudity. "No, no, don't apologize," Elle said, walking toward her mother. "You go back and enjoy that sex. Mmm," Elle slapped her mother's naked ass when she walked by, causing Marcia to gasp. Chapter 11 The next evening Ulysses was back at the house on the couch in between Elle and Marcia. Earlier in the day Elle asked him to pretend to fall asleep on the couch, while she and her mother snuggled with him. Elle wanted to be playful and test the waters. She was going to mess with him while he "slept" and see what her mother would do. "Stop!" Marcia mouth to Elle when she was going to flick the bulge in Ulysses pants with her middle finger. Elle paused, thinking for a moment. She hovered her hand over his crotch once more, grabbing at air, causing her mom to shake her head. Elle got even sillier and made jacking off motions as if she was stroking an imaginary cock sprouting out of Ulysses' pants. "Elle! Stop!" Marcia whispered, shaking her head, hiding a smile. "Big?" Elle mouthed back. Marcia rolled her eyes, chuckling lightly. Elle thought for a moment. She then reached over to pull at Ulysses' zipper, tugging at it a few times before her mother looked away from the movie they were watching. Marcia eyes widened, watching Elle tug at Ulysses' zipper. "No." Marcia sternly mouth, her eyes glaring at Elle. She was giving her the "mom look." Elle sighed and nodded. She snuggled up into Ulysses' arms, her eyes going back to the movie. A few moments later, she jabbed his side, holding her finger there for a few seconds -- their agreed upon signal that her tests were done, nothing was happening, Ulysses could stop pretending to sleep, Marcia wasn't amused. Later than evening, Ulysses kissed Marcia on the cheek goodnight, followed by Elle, who walked him to his SUV. "Sorry, maybe another time. I just don't know how to initiate it. I thought being playful might work." "It's ok, Elle. You and her are much closer now and more comfortable around me and showing affection. It's only a matter of time. If she scolds you when you go back inside, just apologize, and say you were being silly. Perhaps it could lead to some girl talk you know?" Ulysses suggested. Elle nodded, smiling, and kissed him goodnight on the mouth. When Elle went back inside, she wasn't scolded harshly, but was scolded nonetheless, "Elle that wasn't nice of you to mess with him while he was asleep like that." "I know, I'm sorry, I was just being silly." Marcia shook his head. "He is nice looking, but still, it's not cool to do that to a sleeping person especially when your mother is sitting next to him." "Well I know, but I know you and him are having sex, right?" "Yes, but that has nothing do with tonight." "I know, but I guess I was thinking, maybe he and I could or three of us could and maybe we could all -- " "Elle stop it! Right now." Marcia cut off her daughter's rambling. "That isn't appropriate." Marcia kissed Elle's forehead. "It'd be weird wouldn't it? Doing something like that?" "Might be fun," Elle shrugged, sulking as her mother headed toward the hallway. "Elle," She turned around, looking back at her daughter, shaking her head, smiling softly. "You're silly. Goodnight sweetie." ********** The next night would've been the night Elle went to her senior prom. Instead she and mother went out on a date. They had dinner and Marcia said she was taking Elle dancing. There were a couple clubs that allowed 18 year olds to enter. Marcia told her daughter to stick by her at all times, fearful that some creep would be lurking. "We could pretend we're together. Maybe we should go to a gay club!" Elle joked, poking her mom in the side, before grabbing her hand while they made their way to the entrance. "No, we can just stay close, alright sweetie?" They walked through the parking lot, holding hands. "You look great mom," Elle said as they approached the door. They were both wearing white cocktail dresses; Marcia's exposing a bit more leg than Elle's. Elle's hair was styled into long, wavy, locks flowing down her back. Marcia's was in a cute ponytail. Marcia stopped Elle in the parking lot, not far from the door, "Hey, I'll say it again, you are the most beautiful woman I've ever seen." Elle blushed, not looking away from her mother's eyes, Marcia caressing her face. "Now then, let's enjoy our, uh, date," Marcia winked, taking Elle by the hand once more. Elle was in paradise. The club was hot and crowded, yes, but she didn't care. She was dancing on her sexy mother, just like she would've danced with Ulysses if it were him. She was grinding, gyrating, and swaying her hips and butt against Marcia's crotch. Marcia didn't seem to mind or care, figuring her daughter was just being silly. As the night came to an end, Elle was becoming more tired. Near the end of the last song, she turned around, throwing her arms around her mother, smiling into her face. "You're my best friend," Marcia told her daughter, whose eyes lit up. "I, I am?" "Yes. I have friends, don't get me wrong, but you are my best and favorite one." Suddenly Elle's eyes closed and she kissed her mother -- hard. Elle held Marcia's face as she planted a five second kiss on her mouth, releasing it with a loud lip smack. "Elle," Marcia said, looking around her, wiping her mouth with the back of her hand. "Sorry, just really happy I guess," Elle blushed. Marcia nodded, taking her hand, "It's ok, sweetie. I'm happy too!" The exited the club, holding hands all the way home. Elle fell asleep on the couch in her mother's arms. Elle didn't know when Marcia walked her to her own bed, and she thought the kiss on her lips she received was a dream. Chapter 12 "I have great news for you!" Marcia told her daughter one night, after dinner with Ulysses, and after he left. "Yeah?" Elle said, hugging Marcia tightly. "I'm being sent to the Bahamas for a photo shoot in June and I'm bringing you with me!" "You are? Just me and you?" Elle excitedly asked. "Just me and you," Marcia replied. Elle kissed her once more on the mouth, it wasn't five seconds, but it was a nice hard smack on the lips. Marcia didn't seem to act weird afterward. ********** A few days later, Marcia returned home, peeping in on Elle while she studied for her final exams. "Hi," Marcia said. "Hi," Elle smiled back. "How are you?" "Good, just did a back workout today, it'd been awhile," Marcia chuckled. Elle, realizing an opportunity, offered to massage her mother's back. "I don't mind, it'll be nice, please?" "Alright, come on into my bedroom I guess," Marcia gestured Elle to follow. She went to her bedroom and turned the bedside table lamp on. Elle smiled, sitting on her mother's butt, pulling Marcia's t-shirt up. "Lift up?" she asked, hinting for her mother that she wanted to pull the whole shirt off. Marcia went to her elbows, reaching behind her shoulder, and pulled her t-shirt up over her head, letting it land on the floor. Lying back down on her tummy, her head to the side, she smiled back at Elle. Elle looked down in amazement. Her back was beautiful. Elle wondered if she had ever thought it was before, or if her attraction to her was awakened. Elle took a deep breath and began slowly moving her hands up and down her mother's back, following the valley of her spine, up and down over every aching muscle. She felt amazing. Elle looked on in awe. Elle glanced at her mother face, her eyes were closed, and she was moaning ever so softly. "Is this good?" Elle asked. "Mmhmm," Marcia moaned. After several minutes, Elle bent down and kissed Marcia between her shoulder blades, looking for a reaction. Marcia cracked a slight smile and Elle did it again, except a little lower, then once more, even lower still. "Such a nice back, mom," Elle whispered. "Thank you," Marcia whispered back. Elle kept massaging Marcia's upper back and shoulders, while kissing her way down her spine, stopping only when asked. Elle was going to go as far as she could, hopefully kiss her way to the ass she was sitting on. Elle stopped massaging and slowly guided her hands to her mother's yoga shorts. Elle slid off her butt, kissing away at Marcia's lower back, her fingers hooking into Marcia's shorts. "I'm going to do it, it's going to happen tonight," Elle thought to herself. "Elle," Marcia cleared her throat, "Thank you sweetie, I'm going to grab a shower now." "Oh, right, ok," Elle said, backing away, unhooking her fingers from her mother's shorts, and letting her off the bed. "Ah, much better," Marcia said, smiling to her daughter. "Thanks again," she said, grabbing a towel and heading to the bathroom, leaving Elle alone on the bed. ********** "Yes! Yes!" Elle whispered on her bed, her tense body stiffening, going rigid, and shaking while climaxing. It was the first time she had ever masturbated to thoughts of a woman. The woman happened to be her mother. Her legs went limp, followed by her arms, her hand slid off her clit, over her hips and landed on the bed. Elle, lying nude on her bed while her mother showered, thought about graduation the following Saturday. Ulysses was coming over to hang out. Since tonight didn't work out, there was always next Saturday with him, their original plan. Nothing changed throughout the week between Elle and Marcia. They continued hanging out like best friends. Elle casually bringing up sex with Ulysses, attempted to make her mother feel more comfortable around her. Marcia, giving slight hints that yes, he was great in bed, wished that Elle finds someone that good, but urged her not to base everything on how good a guy is in the sack. Elle sat, three nights before her Saturday morning graduation, listening to her mother's advice. She wanted to ask her mom if she had ever done anything with a woman, but was far too nervous to do so. In truth, Elle herself didn't want to do anything with a girl, or any other woman. There was only one woman she wanted to experience sex with. As they cuddled on the couch after their chat, Elle knew that the only woman she would make love to was holding her in her arms. Chapter 13 The evening of her high school graduation Ulysses came over, kissing both Marcia and Elle on the cheek, following it up with a big congratulation hug to Elle. Ulysses found himself on the couch once more, pretending to be dozing off during a movie, with a woman on each side -- Elle on his left side, Marcia on his right. Elle wasted no time and began her attempts to unzip Ulysses' shorts. Her mother swatted her hand away, shooting her a stern look. Elle's other hand, hidden under Ulysses', patted him three times in quick succession -- their signal for him to assist her. Elle went to unzip his pants once more and before Marcia could scold her daughter, an index finger gently touched Marcia's chin, grabbing her attention. "It's ok," Ulysses whispered. "Elle," Marcia whispered, slowly shaking her head. "It's fine, it really is. We're adults, let's just enjoy each other's company," Ulysses said, caressing Marcia's face while Elle unzipped his shorts. He slowly reached down and unbuttoned his shorts and then casually fished his amazing cock out. Elle wrapped her hand around the base, smiling up at her shocked mother, Ulysses caressing Marcia's face, running his hand through her hair. Marcia, her mouth hanging open watched Elle kiss the tip of Ulysses' cockhead, never taking her eyes off her mother. Ulysses was gently guiding Marcia's head closer to his crotch. She watched Elle kiss the bulbous cockhead once more, their eyes locked. When Marcia was close enough, Elle licked the tip instead of kissing it, and with her hand still grabbing the base of the shaft she pointed the cock to her mother's mouth. Marcia just looked at it. Elle licked it again, a long slow lick, her tongue sliding across the glans, coating it in her saliva. She again, pointed the cock to her mother's mouth, offering her a chance to lick. Marcia quickly shook her head. Elle licked it once more, slower, longer, moaning as she dragged her tongue across, her eyes never leaving her mother's. Elle offered it to her once more. "Elle," Marcia whispered again, too shocked to speak loudly. "Please?" Elle whispered in return, smiling softly. She gave the shaft a quick lick. Ulysses ran his fingers through Marcia's hair, moving a long lock behind her ear for her, "We're just enjoying each other. The three of us." "Please?" Elle whispered again. She took Ulysses in her mouth, sucking on the tip, and then removing his cock from her mouth with a loud pop, offering it to her mother once again. Marcia couldn't resist anymore. Slowly she moved forward, her mouth inches from his shaft, and stuck out her tongue, giving it a small lick. Elle's eyes still focused on her mother's, did the same on the other side, and then offered it once more to her Marcia. Marcia licked it again, a bit slower this time, followed by Elle repeating her own lick. Back and forth they went until Elle engulfed the tip, another pop out of her mouth, and an offering to her mother. Marcia paused, glanced up to a nodding Ulysses, then back at her daughter. They stared into each other's eyes for a moment, Elle nodding slowly. Marcia let it happen. She grabbed the base of his cock and devoured the top, sucking, slurping all over it, then offered it to her daughter. Elle did the same, moaning, tasting her mother's salvia, sucking the tip. Marcia took it back, taking several long sucks from it, before handing it back to her daughter. Their eyes never once looked away, always focused on the other whilst sucking and servicing his dick. It was like a dam breaking, Elle sat up, quickly removing her t-shirt, her braless tits jiggling, and moved toward her mother. "Uh, um," Marcia stammered as Elle began to lift up her mother's own shirt. Elle tapped Ulysses three times on his thigh, asking for help. He sat up and removed his own shirt, and then kissed Marcia slowly on the cheek. "Elle, I don't know," She tried to say, but couldn't get it out due to Ulysses kissing her neck. Ulysses backed away and Marcia raised her arms, allowing Elle to slide the shirt off. "Elle this is -- " She was interrupted by Ulysses grabbing her face, kissing her slowly. When he was done, Elle did the same, giving her mother a long, passionate kiss on the mouth, leaving her breathless. Elle stood, Ulysses joining her, both of them removing their shorts. Elle went to her knees, eyes on her mother, and began re-sucking his cock, jacking his shaft, while slurping on the tip. Another moan and loud pop followed by Elle standing, naked before Marcia, caressing her face, Ulysses leaning in to kiss at Marcia's neck. Elle went to her knees in front of her mother, unbuttoning and unzipping Marcia's shorts, while Ulysses kissed Marcia's neck and massaged her breasts. Elle was cautious, not wanting to scare her mother off too badly; therefore, she didn't immediately go to servicing her mother orally. Instead she pulled her panties down, breathing in her scent, moaning at her aroma and then stood. Elle nodded to Ulysses and he put his arm around each woman's waist, leading them to Marcia's bedroom. Elle smiled at her mother as the three of them walked down the hall. She wanted her to herself so badly, but she knew she couldn't just rush into it. Ulysses sat on the bed, lying back on the mattress, each woman going with him, kissing his face, neck, running their hands over his body. Elle grabbed Marcia's while it rested on Ulysses' stomach, squeezing it gently, and guiding it down to his cock, Elle and Marcia stroking it together. The Challenge Ch. 03: The Only Woman The two women kissed at his chest for a moment, occasionally glancing at one another. Elle sat up, gently tugged her mother's arm, bringing her up to sitting position as well. Elle caressed her face, giving her another long kiss on the mouth. Elle wanted to continue, but she stopped herself, wanting to ease into this. Placing her hands on Marcia's waist she guided her to straddling position on top of Ulysses. Elle kissed along his cock, licking the tip, while her other hand rested on her mother's abdomen. She looked up at Marcia and smiled. Marcia nodded, raising her bottom off Ulysses, allowing Elle to carefully guide his cock into Marcia. Elle wanted to kiss Marcia's stretched out pussy lips, she wanted to rub her face in her trimmed bush. However, Elle sat up once more, lovingly smiling at her mother, who still had a slight look of disbelief on her face. Elle kissed her mother's lips, throwing her leg over Ulysses' chest, and lowered herself on his face. Ulysses grabbed her hips, holding her in place, and began kissing and licking around her labia, finally swirling his tongue inside her. Elle moaned, grabbing her mother's hands, holding them up while Ulysses tasted her. Elle nodded to Marcia, who sighed heavily, shaking her head, but eventually nodded back. Marcia began slowly grinding back and forth on Ulysses. Her clit dragged across his lower abs. The two women, looking into each other's eyes, holding each other's hands were being simultaneously pleasured. Elle nearly came in seconds, but fought it off, focusing on her mother's face. They were quiet for the most part, panting heavily; mouths open, exhaling on each other's face. Then it happened, Elle's body started tensing, she moaned, grabbing her mother's face, staring into her eyes. She felt Marcia do the same thing. "Elle!" Marcia cried, grabbing her daughter's face, as her own orgasm started washing over her, coursing through her spine. "Ahh!" Elle cried out during their simultaneous climaxes. "I love you!" Elle told her mother. Marcia didn't reply, she instead, pulled Elle in for a long, hard, kiss that ended when the orgasms subsided. Marcia, out of breath, shook herself out of her trance, coming to her senses, and raised herself off of Ulysses, getting off the bed. "I'm going to shower," She said flatly, entering the bathroom, closing the door behind her. Elle immediately, lowered herself to take Ulysses' cock in her mouth, licking it clean of her mother's vaginal fluids, moaning at the taste while Ulysses continued eating her pussy in a 69 position. Elle climaxed again a few moments later when Ulysses' cock exploded with semen in her mouth. She had no idea what to expect, but wanted to give her mother some space. So after she said goodbye to Ulysses, she went to bed, listening to her mother's shower cutting off a bit later, followed by Marcia's bedroom door gently shutting. Elle hoped this was one step closer. Chapter 14 Marcia didn't speak to her daughter for four days. She made a conscious effort to avoid her. When Elle tried to speak to her, Marcia just shushed her and waved her away as if she was busy or in the middle or something. When Marcia finally did speak to Elle she was calm and reserved. "Elle, we need to talk," Marcia said, peeping into her daughter's room. Elle was on the bed brushing Millie's hair. "Sure, please come in," Elle motioned for her to enter. Marcia sat on the far end of the bed. "Listen Elle, about the other night with Ulysses," she began. "Yeah, it was fun," Elle interrupted her. Marcia sighed, "It wasn't right though. It was a little weird. Very weird actually. Sex can be done with more than one person, two men and a woman, two women and a man, but for two of the participants to be related -- especially parent and child -- is quite odd. I should've stopped it before it began, but the truth is, I saw him and you and you both seemed so laid back, I just went with it, or tried to." "I know it wasn't normal, but it was great!" Elle said, moving closer to her mother, resting her hand on Marcia's thigh. "That's another thing," Marcia said, looking down at Elle's hand. "We have been affectionate, too affectionate. I know you are young and that may be how you show love, but sleeping in my bed, the kisses, it's just a little too much." "Oh, I see," Elle said, removing her hand from her mother's leg. "We can still hang out, but I think it'd be best if the affection was more like a normal mother and child. Do you understand?" Marcia asked. Elle nodded, moving away back to her original position on the bed. "Good. I'm going to miss you in the fall too," Marcia said, standing and leaning down to give Elle a brief hug before heading to the living room. Elle felt like crying. She felt like all her progress and just been reversed. She had no idea what she was going to do, but she knew she didn't feel like being around her mother. Maybe it was embarrassment, anger, or sadness, but she knew she just wanted to be left alone. The barely spoke the next few days. Elle went to the gym and saw Devin. She thought about talking to her and maybe seeing if she could try again at sex with her. But deep down Elle didn't want to. There was only one woman she would ever do anything like that with. In the coming weeks things improved. Elle and Marcia didn't avoid each other; they were friendly, laughing and chatting through dinner. Elle still longed for her though, frequently masturbating to thoughts of that night with her mother and Ulysses, to thoughts of touching and kissing her back, and to thoughts of tasting her pussy directly. The first week in June, Elle told her mother that she was not going with her to the Bahamas. "What? Aww sweetie, why not? I was so looking forward to it," Marcia said. Elle shrugged, "You don't really need me there do you?" "Well no, but I want you there. Please reconsider," Marcia said, putting her arm around Elle's shoulder. "I'd love if you came with me. Are you worried about Millie? She'd be boarded and they would take good care of her," Marcia said. "No, I know she'd be fine, I just don't feel like going." Marcia sat down at the kitchen table, bringing Elle onto her lap, her arms around Elle's waist, "I know we haven't hung out much in the past few weeks, and I know why too. But please come with me. It'd be a nice trip before you go to college. I won't be working the entire time we're there." Elle sighed, looking into her mother's eyes, seeing her smiling face, the guilt and sadness easing its grasp on her, "Well, I guess it would be fun." "Of course it will. I hear we will be in a very luxurious resort! I think we'll have a great time," Marcia squeezed Elle. "Alright, I'll go." Elle still felt awkward around her mother, but wanted to be there with her, she wanted to spend time with her before college and this trip would be a great opportunity -- just the two of them. Chapter 15 The resort was an immaculate, newly renovated, vacation spot. It had its own staff and the rooms were basically villas -- each having their own back courtyard with a bubbling hot tub. "Oh wow, this is amazing, sweetie!" Marcia placed her bag on the bed, and checked out the bathroom. The shower was huge -- large enough to fit two people. "Look out here! Oh my..." Marcia looked into the small courtyard, noticing the hot tub. Elle joined her, standing next to her; Marcia put her arm around Elle's waist. "The magazine I'm shooting with spared no expense!" "Yeah mom, this is amazing, it really is," Elle still felt awkward, but could tell her mother was trying to move forward and not dwell on that night with Ulysses the previous month. Marcia smiled, turning to hug her daughter, kissing her on the forehead, "I'm so glad you joined me. We're best friends remember?" Elle nodded, resting her head on Marcia's shoulder. When the embrace ended, they shared a brief gaze into each other's eyes. They said, in unison, "I love you," causing them to loosen up and giggle. Elle felt slightly better, but still couldn't deny her attraction to Marcia. "Maybe after I wrap up the photo shoot in a few days, I can have some wine delivered, and we can get in there," Marcia looked over her shoulder at the hot tub. Marcia went back to her bag, "I'm changing into my bikini and then we'll hit the beach." Thirty minutes later, Elle sat on the beach behind her mother, rubbing sun tan lotion into her Marcia's shoulders. She was remaining calm, not dipping too low, or attempting to graze her breast. Elle was letting it go. The next few days on their week-long trip were pretty boring for Elle. Marcia was doing some photo shoots on nearby beaches and Elle found herself sun bathing or playing in the pool. She met a nice family and played with their son, throwing the kid around in the pool, having races against him and so on. She chatted with his parents, talking about her mother being there on work, basic biographical information. She told them of her college plans, her scholarship, never once thinking about Bob. When she was in her room alone before her mother arrived she would usually take advantage of the hot tub in the back courtyard. She discovered the jets in the tub shot out water pretty forcefully. Elle giggled when the stream of water would crash into her clit. Several orgasms were had by her, alone in the hot tub, either by her fingers or the water jets under the surface. She would always picture herself and her mother in a sexual situation. Those three evenings, when her mother returned, they would have dinner, chat about their day and lay in the bed, Elle careful not to lie too close or snuggle On the final day of the photo shoot, Marcia as promised, had a couple bottles of wine delivered to their room. They had dinner together, Elle keeping her distance, though wanting to hold her mother's hand on the way back to the room. After they arrived, Marcia changed into her pink bikini, taking Elle by surprise. "Hot tub and wine remember?" Marcia asked. "We have four days left on this trip. I'm done with work, so time to unwind!" "Oh yeah, right," Elle smiled softly. She watched Marcia walk to the back courtyard area, her hips swaying, wondering if her mother would drink too much. Elle shrugged and put on her own black bikini. She stopped in the bathroom, looking at herself in the mirror, her hand combing through her long blonde hair. "One more try and then I'll never, ever, try again," Elle told herself. Marcia was sipping on a glass, leaning her head back, the bubbling hot water all around her. Elle sat across from her. Marcia offered her a glass, Elle politely declined. "You sure? I won't tell," Marcia joked. "It's fine mom, I don't really want any," Elle said. She watched her mother, lean back, sipping her wine for the next several minutes, listening to her talk about her final day of the photo shoot. It was for a nationally known fitness magazine. Marcia casually extended her feet, her long legs causing them to reach across to Elle. Elle grabbed one of her feet and began massaging it as platonically as possible while listening to her mother talk. Marcia downed a few more glasses of wine, complimented her daughter's foot rubbing skills and sank down into the bubbling water, getting her hair wet. When she rose from the water, Elle watched her, thinking how incredibly sexy she looked. Somewhere deep down inside Elle, courage erupted; it was the courage to try one last time. Marcia ran her hands over her wet hair pushing it back over her ears. Elle slinked across the hot tub, sitting next to her mother. She placed her hand on Marcia's face and turned her head so they were looking into each other's eyes. Elle leaned in and gave her a long, slow kiss. "Elle," Marcia whispered, but Elle didn't stop. She kissed her once more, another five second lip lock. "Elle," Marcia said louder, more sternly, but was met with another long kiss. "Elle!" Marcia pushed her away. "Stop it! Ok? Enough. Just stop." Marcia sighed, rising from the tub, grabbing her towel and heading inside, leaving Elle alone, with tears welling up in her eyes. Elle couldn't contain the flow of tears if she tried. She was sobbing alone in the tub. She felt so foolish, so idiotic, and disappointed in herself. Fear that she ruined things with her mother came over her, she started panicking, not sure what to do. She got out of the hot tub and went into the bed room to find her mother sitting on the bed drying her hair. "Mom?" Elle was saying, tears streaming down her face. "Please don't hate me." "Elle," Marcia rose to meet her, her hands on Elle's shoulders. "I'm not gay. I just, I just don't want you to hate me," Elle said in between sobs. "I could never hate you. Even if you were gay I would still love you," Marcia holding her daughter close, her voice starting to tremble. "It's just I look at you, and," Elle trailed off, "you're perfect. I love you so much." Elle was shaking, crying heavily in her mother's arms. "I love you too," Marcia said, bringing Elle's face up, wiping her tears. She planted a soft kiss on Elle's mouth. "You're the only woman I would ever do anything sexual with," Elle blurted out, only to have another kiss planted on her lips by her mother. "I'm not gay, I just know I'd love to be with you," Elle tried to get out. Marcia nodded and kissed Elle's lips once more. "I would never hurt you or want you to hate me," Elle whispered. "Elle, please," Marcia whispered back, kissing Elle once more. "You're making me cry. I would never hate you." The sobs, sniffs, and talking stopped. The only sounds were the repeated kisses Marcia was giving her daughter. Maybe they were out of empathy or perhaps another reason. They were standing next to the bed, Marcia holding Elle's face, kissing her lips over and over. Elle's tensed arms relaxed, going to her sides, her breathing calmed down and the two women stood there, kissing. Marcia stopped kissing for a brief moment, running her hands through Elle's hair. "Mom," Elle whispered. "Shh. Let's sit," Marcia whispered back, guiding Elle to the bed. They resumed their kissing, facing each other, holding hands and caressing the other's face for a few moments. Marcia then reached around and unclasped her bikini top, removing it as she kissed Elle. She then slid Elle's bikini strap over her shoulder. "Mom?" Elle stopped kissing Marcia, her eyes widening, looking at her mother's breasts. "It's ok, Elle. It's fine," Marcia assured, sliding off the other strap of Elle's bikini. Marcia began kissing at Elle's neck while she reached around her to undo her black bikini top. Elle's spine was tingling, her body becoming tense, Marcia continuing to kiss at Elle's neck, eliciting a moan from her daughter when Marcia gently grabbed and squeezed one of Elle's breasts. Marcia guided Elle onto her back, still kissing her, still fondling a breast with her free hand. Marcia slid her other hand down Elle's body, sliding her fingers down into Elle's bikini bottoms. "Mom," Elle whispered, her lips trembling as Marcia slid her middle and index fingers slowly across Elle engorged clit. Marcia dipped those fingers into Elle's slit, getting them lubricated with vaginal fluid, and continued her stimulation for the few minutes. Marcia felt Elle's body shake and kissed her once more, Marcia's tongue sliding into Elle's mouth, swirling around, as her daughter moaned and shook lightly, climaxing from Marcia's finger work. It didn't end there. After Elle climaxed, Marcia stood, removing her bikini and climbed back on the bed, straddling her daughter. She pinned her hands down to the mattress and began kissing and licking at Elle's neck. Marcia eventually worked her way to Elle's breasts, flicking a nipple before taking it into her mouth. Marcia kissed down to Elle's tummy, slowly circling her tongue around Elle's navel, before hooking her fingers into Elle's bikini bottoms. Elle raised her butt off the mattress, allowing Marcia to remove them, and then gripped Marcia's hair as she kissed along Elle's thighs, hips, and eventually her neatly trimmed sweet spot. Elle had only been eaten out by Ulysses before. It was amazing, but it was nothing compared to Marcia doing it. Elle scooted back further on the bed, spreading her legs wide, and her knees resting on Marcia's shoulders while her mother worked. Marcia expertly licked all around Elle's outer lips, sucking at her clit, sliding her tongue back and forth across her labia. Elle nearly exploded when Marcia's tongue entered her. Lapping at Elle's juices, Marcia's tongue swirled around and against Elle's inner walls, sending her daughter into a blissful trance. Unlike Ulysses, Marcia's oral skills and maneuvers seemed far more random. Ulysses tended to use his tongue like a penis, sliding it in and out; Marcia on the other hand used her tongue far differently. Randomly sliding it across or inside, swirling around, licking up and down, left and right, it was insane. Elle gripped her mother's damp head tightly; her body trembling, her legs shaking; as yet another orgasm overtook her. Before that orgasm could subside, Marcia climbed back on top of Elle, kissing her face, her lips, her neck - Elle tasting her own juices on her mother's mouth. She was in a state of constant bliss, not believing this was real, and unaware that Marcia's thigh had come to rest upon Elle's clit. Elle also didn't notice that her own thigh was being straddled by her mother. Elle was too busy kissing and moaning in pleasure to realize what her mother was doing. Marcia was grinding her hips into Elle's thigh, dragging her clit across it, while Marcia's own thigh grinding against Elle's. Both women were moaning, kissing, and Elle instinctually started flexing her up hips upward, meeting her mother's downward thrust. The kissing stopped, their eyes met, their mouths hanging open, their bodies tensing up. It was happening, for both of them, climaxing at the same time. "Ahh!" Marcia moaned, her hands gripping the sides of Elle's head. Elle moaned back into her mother's face, her arms wrapped around Marcia's shoulder trapping her there. The both came, shaking, quivering, and moaning. "I love you!" Elle managed to get out. "I love you too!" Marcia said as waves of pleasure coursed through her body. When it passed, Marcia rolled off Elle, out of breath. Elle followed, snuggling up to her mother, resting her hand on Marcia's stomach. They laid there for awhile in each other's arms, regaining their breath, Marcia running her hands through her daughter's hair. Chapter 16 Her pussy was delicious, her anus was delicious, her entire body was delicious. After their initial love-making session, Elle feasted upon her mother's body, licking, kissing, sucking every inch of her, savoring and exploring her. It was amazing. She mimicked her mother's tongue work, occasionally getting tips and advice from a pleased Marcia. When Elle fingered Marcia, she tried to imitate what she did to herself, it seemed to work. Elle never asked her mother why she changed her mind, she just assumed seeing her little girl crying with desire caused Marcia to let go of any reservations she had. They awoke the next morning around 11am, having only gotten a few hours of sleep. They had rolled around on the bed all night, eating each other, exploring each other, grinding against each other -- Marcia acting like a teacher. Elle never once questioned how her mother came to be so experienced in lesbian sex, and frankly, didn't care. She enjoyed every second with her, learning, doing, and climaxing. They showered after waking up, the hot water steaming up the bathroom, Elle and Marcia slowly kissing, their tongues lapping at the other. Elle rested her arms around Marcia's shoulders, Marcia's hands on Elle's waist, holding her close. They ended their kissing, looking into each other's eyes and smiling. The Challenge Ch. 05: Lisa's Family Author's note: I'm taking an extended beak from writing. I need to recharge, relax, refocus, and at some point later, revisit this hobby. I will finish this 8 part series after a break. This story contains mom/daughter sex, sister/sister sex, sister/brother sex, and mom/son sex. Pretty much everyone has sex with everyone. If you've read the first three Challenge stories then you know how this will end. Be aware there is a very small portion of the story where one daughter is sedated by the mother, so she can easily have sex with her. This story begins in April of the same year as the first three Challenge stories. The mom, Lisa, is based off Lisa Ann if you're curious. Editing thanks go to Todger65. ***** The Challenge 5: Lisa's Family Chapter 1 Lisa put her long, dark brown hair in a ponytail, grabbed and lit a cigar, and slowly slid herself into a nice, hot bath. Smiling as the hot water enveloped her small, 5'2" body, she sucked on the cigar, savoring the taste. "My doctor would tell me not to smoke these," Bob said, sitting at the opposite end of the tub with his own cigar. "Well don't," one of Bob's longest tenured employees joked. Lisa was based out of Los Angeles, but was in Atlanta for various meetings. Technology improvements allowed face time via the internet, but sometimes a good old-fashion in person meeting was far better for team building. The fact that Lisa and Bob have been occasionally sleeping together since her early 30's was another reason she flew to the east coast from time-to-time. Now, at 43, having secured and saved millions for Bob over the years, she was relaxing in his huge tub after an evening of fine dining and sex with the old man. Bob ignored her suggestion, continuing to suck away on the cigar. He paused, watching Lisa do the same. "You like sucking on that don't you?" "I like sucking on other things too, Bob," Lisa replied, blowing a smoke ring. "I believe it. How old did you say your boyfriend is?" "Well, he's not my boyfriend anymore. We broke up when he left for college," Lisa winked from across the tub. "Mmm, you wild woman. You love sex don't you," Bob stated. "I do. With all shapes and sizes." "Do you love sex more than your own children?" Bob asked, knowing the answer. "Ha! Not quite that much, Bob." "Why don't you combine the two? Sex with your children?" Bob suggested. Lisa laughed, "Sure!" "I'm serious. Put that cigar down and come here." Lisa did as she was told, moving across the tub to straddle Bob. She smiled, feeling his erection, and slowly guided it in her. "There, much better," Bob said. "Now let's talk. I was serious. Sex with your kids." "Bob," Lisa grunted, feeling him thrust upward. "That's a little odd, don't you think?" Bob thrust once again, "I'll pay you." "Uhnn," Lisa moaned. "How much?" Bob kept thrusting, water splashing over the side of the tub. "$10 million for each." "Ahh! Bob," Lisa moaned. "You have four children, so that's $40 million, unless," Bob kept thrusting, grabbing her large breasts. "Uh-uh-unless what?" Lisa said with each impact. Bob went still, releasing her breasts, "Unless you get one of them to help you. Then I'll pay you double. Then an extra bonus, since you've been such a great employee." "You're serious about this?" Lisa asked. "Very. So that's $40 million for sex with all four of your kids if you do this alone. If one of them joins in and helps you by seducing at least one of your other children, then I pay you double for everything. It'd be retroactively too. So if you seduce two that's 10 million for each. Get one of them to seduce the other, and then I'll pay you double for that kid, plus an extra 10 million for each one you slept with on your own." Lisa thought about it for all of three seconds. A smile formed on the sex loving, single mother's mouth, "I'll do it." "Good girl," Bob said, thrusting upward into her again, spilling more water. "I only have one question," Lisa said. "Which of my kids should I recruit to help?" Chapter 2 "Done!" Alice made a final click of her mouse to book her tickets for a singles cruise in July - three months away. "Well that does it. I hope it's worth it," Said the 26-year-old to no one in her apartment. Alice's love life was fairly dismal. She ended a long-term relationship four months prior in December. It was now April and the guy she had been sleeping with the last four months was about nine inches long, jet-black, and was usually mounted to her shower wall or bed's headboard. She called the dildo "Rodney" in honor of the absolute pig of a man her sister, Angela, had tried to set her up with. Alice much preferred the sex toy Rodney instead of the human being Rodney; the sex toy was far more intelligent, kind, and attractive. Alice looked at her long, nearly black hair in the mirror, full lips and dark green eyes. She grabbed her nice sized breasts, covered by her t-shirt. "Maybe, I'll meet a nice guy," She thought about the singles cruise. She removed her shirt, then her shorts and thong, turning around in the mirror, glancing at her long legs. At 5'11" she wondered if her height, gotten from her father's side, was an issue. Maybe men didn't like really tall women, she often wondered. "Rodney! Come shower with me. I need that cock!" She called playfully out into the hallway. Changing her voice to imitate a male's as best she could, "I'm already in here, baby." Alice pulled back the shower curtain, seeing the dildo already mounted, "Ah, so you are. Well then, let's get to work." Just as Alice was about to turn the water on, she heard her cell phone ring. It was the tone she assigned to her mother, Lisa. She always answered her calls in the event of an emergency and just to be respectful. "Hey mom, can I call you back? I was getting ready to shower," Alice said, biting her bottom lip, looking at the massive mounted dildo in her shower. "Sure, but I just wanted to tell you I'll be flying down to Miami to visit you in a week or so," Lisa said, lying naked against Bob. "Is this part of that buyout deal? You're not going to be my boss are you?" Alice asked. "No! No, sweetie. I'm actually visiting just to visit," Lisa said. Bob's company had recently bought out the company Alice worked for. Lisa told Bob that her daughter worked for the smaller company, prompting Bob to suggest Alice when Lisa wondered out loud which of her children she could recruit to help with her challenge. "Oh, uh sure, that'd be nice to see you. Are you staying with me?" "Yes if that's ok. I'd like to spent time with Angela as well," Lisa said. "Ok great. Well let me know when to pick you up from the airport." "I'll have a rental car, but thank you." After they ended their call, Alice went to her knees in the shower, lovingly sucking on her favorite toy for several minutes. "Well, Rodney, my mother is coming to visit me soon," Alice said, standing, turning around, and presenting her butt to the dildo. "Please don't take offense if I don't introduce you two." Back at Bob's, Lisa smiled, thinking about this challenge. "You know Bob, I've heard rumors over the years that you were quite a pervert," Lisa said, turning around, her hand going to his limp cock, bringing it back to life. "It's a good thing if you are," Lisa said, sliding down his body, bringing his cock to her mouth. "Because I am too; get your checkbook ready, I'm going to seduce one of my kids before I leave for Miami." Chapter 3 Bob and Lisa discussed more of the challenge the next morning. He gave her a camera device to record her actions, explaining the imagery would be downloaded with software on his computer. Her youngest daughter, Jules, lived in the Atlanta area. Lisa already had lunch and dinner with her a few days earlier, right after she arrived. Jules relationship was often strained with her mother. Lisa knew it was because Jules and she were so similar. The two often argued about focusing on college and not partying so much - something Lisa had indulged upon way too much in her younger years. Jules was 21 and almost done with her junior year. She was barely passing. Lisa recalled her memories from a few days earlier at her daughter's apartment. She remembered seeing unusual, yet familiar, outfits strewn about, in poor attempts to be hidden at Jules' apartment earlier in the week. There were bikini bottoms here and there, partly obscured by a pillow or couch, Jules obviously hurriedly hid them. It wasn't summer yet, so Lisa found it odd. She also saw a sequined thong, tucked behind the couch from snooping when Jules was in the other room. There are black knee-high boots in the corner. She also saw a purple wig hidden in the bathroom closet. In the kitchen there was a schedule scribbled on some paper. The times 11 am to 3 am for the upcoming weekend were written on it. Heading back to Jules' apartment the day she left Bob's mansion, she strategized, thinking about how to meet his challenge, pushing any thoughts that didn't pertain to getting paid aside. It was 1 pm when she knocked on Jules' door. A taller, blonde woman, possibly late 30's answered. "Hi!" She said. "Hello, I'm Jules' mother. Um," Lisa confused, looked to the woman's face. Her long hair was disheveled, she was wearing a shiny, blue sequined dress - it was as though she never changed out of it from the night before. "I'm Torrie, Jules' coworker, please come in! She's just waking up and I have to leave. But it was nice meeting you," Torrie replied, giving Lisa a hug. Her hair smelled like cigarettes and perfume. "Bye," Lisa smiled weakly, waving at the woman. Lisa sat on the couch, listening to Jules brush her teeth in the bathroom. She saw a wad of money, several 20's on the coffee table in front of her. There was a note under them. "Thanks for covering for me the other night. Here's your share. Wash your hands! They were in my thong! xoxo -Torrie PS: thanks for the hot night too!" Lisa brought a hand to her mouth and stood. Pacing in front of the door, putting two and two together. "Mom?" Jules appeared, running her hands through her short black hair. "Oh hi! Hello," Lisa said. "You ok?" Jules replied, quickly snatching the money, pretending she was cleaning off the table. "Yes. I just wanted to take you to lunch. Looks like you've just woken up, so breakfast?" Lisa awkwardly attempted humor. "Heh, yeah," Jules moved to the kitchen, straightening up, putting dishes away. "I'll change. Give me a few minutes." At lunch Lisa barely talked, thinking and planning instead. "She's a stripper. She's dancing somewhere. I gotta find out. I need to follow her, but what if she spots me? What if she gets mad? I need someone to help me. Alice can't, she's in Miami. Someone close." Jules talked about school a little. She didn't want to drone on about how much she hated it, for fear her mother would come down on her, reminding Jules to be more responsible - unlike Lisa at that age. "Wow that was a great lunch, mom. Thanks," Jules hugged her at her apartment door. "Mmhmm," Lisa paused. "Um, sweetie, do you have plans tonight?" "Oh, yeah, I have a bunch of studying to do," Jules lied. "Ah. I understand. I was thinking we could hang out again before I fly to Miami." "Yeah maybe. We'll see." Lisa nodded, the door slowly closing on her. She had to find out where Jules danced. ***** "So you're saying you'll pay for everything, Bob?" Lisa asked on her cell phone. She was on the way to a coworker's house to ask for assistance. "Yes! I'll pay for any travel fees, flights, any clothing you want to buy, and services you want to employ," Bob said. "So what if I want to give a friend $1000 to follow someone for me? To follow my daughter?" "Sure, I will reimburse you. Anything you'll need to accomplish your goals, to meet the challenge, I will purchase - including a nice vacation trip. Should you want to go somewhere," Bob explained. "Great! Gotta go, Bob, we'll talk later!" Lisa ended the call, pulling into Devin's driveway. She was a coworker and friend. She knew Devin would gladly help her. Lisa was met with a flurry of kisses when the 5'10" 40-year-old blonde pulled her into her home. "Mmmph, I didn't think you'd stop by on your visit," Devin said in between kisses. "There's something I have to ask you," Lisa said, removing her top, following Devin to her bedroom. "Sure ask me anything," Devin said, removing her own top, pushing Lisa back on to her bed. Ulysses, Devin's former stepson, was already there and already naked, waiting for the two women. "Mmmm," Lisa said, kissing down his muscular body. She didn't know Ulysses was Devin's stepson, she thought he was her younger boyfriend. Devin climbed into bed on the other side of Ulysses, kissing her way down his chest and abs, meeting Lisa at his cock. Devin took it in her mouth, looking at a hungry Lisa, coating the tip in saliva. She popped his cock out her mouth, handing it to Lisa. "So what did you want to ask me?" Lisa took Ulysses in her mouth, moaning and slurping all over his dick. "I need you to follow someone for me. I need you to follow my daughter. She doesn't know you. If she spots a gorgeous blonde woman following her, she may not think too much of it. I can't have her catch me," Lisa explained, sucking on Ulysses' cockhead a few times before handing it back to Devin. Lisa sucked and kissed on Ulysses testicles, while Devin thought. "I'll pay you," Lisa added then resumed sucking on a cum-filled testicle. "I'll do it!" Devin said, taking Ulysses' cock out of her mouth with another loud pop. "I'll need you to take care of Ulysses while I'm gone though," Devin winked at Lisa. Lisa glanced to Ulysses' smiling face. "Hi, I'm Ulysses, nice to meet you," He extended his hand to shake Lisa's. "Likewise," She shook it and smiled back. Lisa grabbed his cock, sucking on the tip again, looking to Devin, "I'll be glad to take care of him tonight." "Good, then give me all the information I need," Devin replied. The two women licked each side of Ulysses' long shaft, their tongues meeting at the tip, then parting with a string of saliva connecting them. They smiled at each other, Ulysses moaning in the background. Chapter 4 "I have some interesting news for you, my friend," Devin told Lisa on the phone, sitting in her car in a parking lot. "Your little girl works for none other than Fat Rob." "What!?!" Lisa said. "Yep. I followed her from her apartment to one of his clubs. I even went inside and watched her strip. I also spoke to Fat Rob afterward. And you know what he asked me?" Devin said. "What?" Lisa was straddling Ulysses, pausing her cock riding to answer Devin's call. "He asked me if I want to buy her for the night." "You mean, she's also hooking?" Lisa said, slowly getting off Ulysses, his cock sliding out of her. She went to the bedroom window, staring out into the moonlit back yard. "Apparently. I said no thanks." "Wow, I can't believe it. This is horrible," Lisa was genuinely upset. Yes, she herself was a wild, sexual woman; the thought of stripping wasn't too bad. She had visited many strip clubs in her years. However, prostitution was dangerous and irresponsible. Lisa felt genuine concern and fear for her daughter's safety. Lisa gathered her composure and thanked Devin. She ended the call and climbed back in bed with Ulysses. Snuggling against his hard body, she thought about Fat Rob. He was a coworker, responsible for "talent relations and acquisitions." Most people that had worked with him for years knew that he slept with most of the female models he hired. Lisa was even aware that he managed a couple clubs in LA and Florida. She had no idea he dabbled in prostitution. Lying against Ulysses body, she sighed heavily, thinking about her next step. "You ok?" Ulysses asked. "Yeah, I'm just thinking about things," Lisa replied. "You sure are a sweet guy. I'm glad Devin is willing to share her boyfriend for the night." "Uh, yeah," Ulysses coughed, not wanting to reveal that Devin was his former stepmother to someone he just met. "We have a special kind of love." ***** The next morning, the three of them had sex in the shower. Ulysses was in the middle; Lisa was in front of him, kissing his body, servicing his cock. The much taller Devin was behind him, kissing his back, neck, shoulders, and face. Lisa wrote Devin a check for $1000. She wrote a little receipt of sorts on a piece of paper, Devin initialed it, Bob would reimburse her. She had come up with a plan. Lisa called Bob to get Fat Rob's address. She was on her way to have a talk with her daughter's employer. At Fat Rob's large apartment, she knocked on the door. To Lisa's surprise, Torrie answered, wearing a thong bikini, "Oh Hi! I remember you, come in!" Lisa smiled politely, assuming Torrie worked for Fat Rob too. "So, Torrie, right? What are you doing here?" "Oh, I live here," She answered. "You work for Fat Rob?" "Yep," Torrie led Lisa inside. "He's my boss!" she cheerily said, leading Lisa to the hot tub Fat Rob was sitting in out on the balcony of his luxurious apartment. "Miss Lisa! What are you doing here?" Fat Rob, smiled, putting his cigar down. "I'm here to ask you about some business." Lisa glanced to the two younger women on each side of him, "In private." Torrie backed into the apartment, followed by the two other women, after Fat Rob motioned for them to leave. "Well, then please have a seat, or join me," Fat Rob grinned. "Not today." "Suit yourself. What can I do for you?" "You are employing someone I want to spent time with," Lisa replied, relaying the conversation she practiced over and over in her head on the way to Fat Rob's. "I want to," Lisa paused, clearing her throat, "buy them for the night," she struggled to say. "I see. So you like ladies as well as men?" "Yes. Are you willing to help me and sell me some time with this special person?" Lisa asked, ignoring the sadness she felt for Jules. "Of course, Miss Lisa. We've worked together for a several years. I'll throw in a discount. I'll throw in an even bigger discount if you get in this hot tub with me and ride my dick awhile," Fat Rob winked, puffing on his cigar. Lisa sighed. "Sorry, not today. How much for time with a girl named Jules?" Lisa asked, hoping her brown eyes and short stature was enough to hide any resemblance from the taller, green-eyed, Jules. "Ooh, Miss Jules. She's pretty pricy. She's VERY high in demand. If you want all night, that's five grand, normally eight." "Wow. What about an hour or so?" "Well," Fat Rob paused, thinking of an arbitrary figure to give his co-worker. "How about $800 an hour. Normally I charge $1200 per hour. But you and I go way back." "Does Bob know about your little side job?" Lisa asked. "Of course! He's the one that built and developed the land the strip club is on. He's the one I pay rent to. He even came to me with the idea of charging clients extra for sex," Fat Rob explained. "Figures," Lisa said. "Anyway, yes, $800 for an hour with Jules. There's one other thing." "What's that?" "I want her blindfolded." "Ooh, kinky," Fat Rob grinned, finishing his cigar. "Is this doable?" "Sure. I'll have her waiting for you in a hotel room of your choice. She'll be blindfolded and ready." They ironed out the details, the times, and the place, shook hands and closed the deal. Fat Rob stood in the hot tub as Lisa was leaving. "Miss Lisa." She turned around, seeing his naked body. "Are you sure you don't want any of this?" Fat Rob asked. Looking at his dangling cock, "Thanks for reminding me why they call you Fat Rob, but again, no thanks. Maybe when you're in LA again." Lisa smiled and took her leave, Torrie hugging her on her way out. The Challenge Ch. 05: Lisa's Family After Lisa left, Torrie stripped out of her bikini, re-entered the hot tub, guided Fat Rob's fat cock back inside her and smiled at him. "So what was Jules' mom doing here?" "Jules' mom?" Fat Rob asked, a sneaky grin appearing on his face. Chapter 5 Lisa borrowed Devin's perfume that night. She used Devin's shampoo instead of her own. She also used some of Devin's makeup products, deodorant, and moisturizer. She didn't use anything she owned. She didn't want any trace of her scent to fill Jules' nostrils. She had her hair in a ponytail, hoping to avoid her hair coming into contact with Jules' skin or hands, fearful Jules may recognize the thickness. Lisa nearly started crying when she saw her daughter, blindfolded, smiling, and waiting in the hotel room. Lisa took a deep breath, careful not to exhale audibly enough to where Jules would recognize it. Lisa was going to be silent. "Hi, are you there?" Jules asked. "Shhh," Lisa attempted to disguise her voice making the shush as high pitched as possible. "Ah, no talking, I understand. I'll be quiet and enjoy this," Jules replied. Lisa set the camera on the entertainment center the TV resided in. Turning it on, like Bob instructed her, she waved at the little red light. Bob said he may not be at his computer to watch in real time, but the software would save the footage and notify him of it when he opened the program. Jules felt someone standing next to her; she smiled, waiting for this mystery woman to begin. "I love women just as much as men. I've never been blindfolded by one, but this'll be great. Do you want me to - " Lisa brought her index finger to Jules mouth to quiet her daughter. Lisa froze once again, looking at her daughter's lips, her short black hair, her cleavage. She was wearing a white bathrobe, presumably nude underneath. Lisa shook her head, closing her eyes, "Think of the money. $10 million for this. An extra ten on top of that if Alice joins me." Lisa slowly started to remove the robe from Jules' shoulder. Lisa looked on in shock at the elaborate shoulder tattoo she had. It was a floral pattern and it trailed down to her elbow. Lisa figured she got the money for it from stripping. She cringed thinking that prostitution was a source of income for her daughter as well. Here Lisa was, contributing to it. Moving the robe further down, exposing Jules' perky breasts, Lisa stared at them. They were nice, not too big or small. "Keep going," she told herself. She helped Jules slide her other arm out of the robe next. Sliding it down her back, Lisa sat behind her daughter, discovering more tattoos. Lisa shook her head looking downward. Closing her eyes, she kissed Jules' back, between her shoulder blades. Next she kissed her shoulder, then the back of her neck. Jules moaned, the kisses sending tingles down her spine. Lisa reached around, lightly cupping Jules' medium-sized, perky breasts. "Do it," Lisa told herself. She tweaked the nipples, rolling them between her index finger and thumb. Jules had a sharp intake of air followed by a soft moan. Lisa kept teasing, kissing the back of her neck in the process. "Yes," Jules whispered. Lisa closed her eyes, "Just let go," she told herself. "Think of the money." Lisa released one breast, the fingers of the other hand still rolling and teasing a nipple. Her free hand slid down Jules' tight body, over her belly button ring, pausing when a finger grazed Jules' trimmed bush. Lisa pictured a check, written to her by Bob. She pictured giving Jules enough money to stop working for Fat Rob, to get her out of that lifestyle. Pushing any further guilt out of her thoughts, Lisa slid her hand down further, arriving at and rubbing Jules' clit. Jules moaned and shook, laying her head back on her mother's shoulder, her mouth hanging open. Lisa turned, looking to it, listening to the moans. She opened her own mouth, inching toward Jules'. When the bottoms of their lips touched, causing Jules to moan once more, Lisa's mouth covered her daughters. Lisa was careful not to make a sound; not wanting her voice to give her away. Their mouths were connected for several minutes, while Lisa worked Jules' clit and nipple, before sliding her fingers into Jules' soaking wet pussy. Lisa broke the kiss, her other hand going to Jules' clit, rubbing it while she fingered her with her other hand. A moment later, Lisa felt her daughter shake harder, tensing up, climaxing in her arms. When the moaning stopped, the orgasm subsiding, Lisa was overcome with taboo lust. She quickly stood and stripped naked, taking Jules hand, bringing it to her breasts. Lisa watched Jules smile while she felt the large tit in her hand. Lisa's hand went to the back of her blindfolded daughter's head, pulling her forward. Lisa's other hand held her own breasts, offering it to Jules' incoming open mouth. Jules flicked her tongue at the nipple several times, before devouring it, sucking hungrily at it. Lisa couldn't take anymore. She pushed her daughter on her back and climbed on top of her, turning around, lowering her own soaking pussy to Jules' face. She tasted so good. So wrong, but so good. Lisa nearly climaxed within ten seconds of experiencing Jules' oral skills. She wondered how many pussies her daughter had licked. Lisa wondered if it was more than she had. She wondered about how many cocks Jules had serviced. Lisa thought about Fat Rob grimacing with pleasure before blowing his load into Jules, like he had done to Lisa during his LA business trips. Lisa's tongue swirled around the most forbidden of places - lapping up the juices, drinking the nectar of her youngest daughter. "Such wickedness, such unnatural pleasure, all for money," was Lisa's last thought before her orgasm erupted in her. Jules' tongue slithered out of her mother's pussy and she bellowed out into the hotel room. Lisa covered her own mouth, hoping to quiet her own cries of pleasure. Feeling her daughter's body shake under her own, Lisa collapsed on top it, shaking with her. "Was this enough to satisfy Bob?" She asked herself. She shook her head - it wasn't. She pushed Jules further back on the bed, spread her legs, and guided her own to entwine with Jules'. "I want that pussy against mine," Lisa thought. Right as her clit met Jules, right as her drenched pussy lips kissed her daughter's, she nearly came again. Grinding and sliding their pussies against each other, Lisa thought how much better Jules' felt than Devin's, or any of the other women she'd been with. As they bounced up and down, facing one another, Lisa watched Jules lick her lips clean, her long tongue lapping at the saliva and vaginal fluids. It was so erotic; Lisa had to pull Jules in for another kiss while continuing to grind their pussies together. Lisa felt Jules tense up once again, another orgasm approaching. Lisa couldn't help but have one of her own. They climaxed together, Lisa biting her bottom lip to keep from screaming. "I love you! I love you darling!" Lisa screamed in her head instead. It was done. Lisa, still out of breath, quickly unwrapped her legs from around her daughter's. She put on a t-shirt she had in a bag followed by some shorts. She closed the door a little harder so Jules would know she was alone in the room. Jules was left moaning, writhing around on the bed, her hand gathering up as much of her and her mother's juices as she could. When the orgasm subsided, she removed the blindfold and let out a euphoric induced laugh. She called Fat Rob a moment later, "I don't know who that was, but that was the best sex I have ever had." "Mmm, good girl. Why don't you come down to my office at the club and give me more details in person," Fat Rob replied. "I'll be right there," Jules grinned, ending the call, gathering her things, her body still numb. Chapter 6 After leaving her daughter in orgasmic bliss, Lisa headed back to Bob's crying tears of guilt on the way. Bob comforted her, watching the footage, writing her a check of $10 million. He suggested Lisa could help Jules with her troubles, perhaps lead her out of stripping and prostitution, and provide her a new life with this money. He reminded her that she was going to Miami soon and to think of a way to include Alice in this challenge. Lisa also had to figure out how to seduce Alice's twin, Angela. They were non-identical or fraternal twins. Angela was 5'9" had similar long dark hair; however, her breasts were slightly larger than Alice's. She also seemed to get most of her curves in her hips, butt, and thighs. Having posed in Elite Magazine, a magazine marketed toward African-American males ages 18-35, she knew of her assets and used them to her advantage and fun. Angela was sleeping with the human version of Rodney. She had been for a couple years now. She was part of his entourage. Angela repeatedly tried to get Alice to join, to go clubbing with them or to parties, and then back to Rodney's for sex, however, Alice always refused. One time, Alice lashed out at Angela, calling her trash, an idiot, and other fairly hurtful names. It hurt Angela's feelings, but deep down, she agreed. Lifestyle habits were hard to break. Angela woke up early Saturday morning to the sound of her coworkers, Elite Mag models Taylor and Claudia, sucking on Rodney's cock. The blonde and Puerto Rican sucked and slurped along his dick, as Angela yawned, stretched, and made her way to the bathroom - Rodney's dried semen trailing down her thigh. Her mother, Lisa, had called her earlier in the week letting her know she was visiting for a few days. Angela called Alice, receiving a typical cold reception of "uh huhs," "yeahs," and "oks" with no other conversation. She wished things were different between her and her sister, but she blamed herself. Angela was looking forward to seeing her mother. She hadn't seen Lisa since Thanksgiving. They weren't extremely close, but got along well enough. "Hi there," Taylor told Angela when she reentered Rodney's bedroom. She was sitting on his face, while Claudia was sitting on his cock. "I have to leave. Take my place?" Claudia asked. Angela didn't feel like it. She wanted to leave too. But, like in so many situations before, she wanted to appease her friends, kicking herself later, she decided take Claudia's place upon Rodney's cock. She smiled into Taylor's face while she rode it. Claudia got dressed, kissing them both goodbye, and left. Angela's orgasm was mild if anything. Like most have been lately. Ever since Alice told Angela off, her hurtful words stirred something in her. She got dressed, smiled goodbye, and went home. Angela cleaned her apartment for her mother's arrival. Lisa, however, was stopping by Alice's first. ***** "I think I'm going to be sick. Are you joking?" Alice, feeling rage and disgust building, asked her mother. Lisa had arrived earlier, sitting her daughter down to have a serious discussion. The discussion was everything Bob had challenged her to do and all the monetary amounts as the reward. "I'm not joking, Alice," Lisa placed her hand on Alice's. Alice quickly withdrew it. "Alice, please. This is a lot of money involved. With your help, it'd be even more." Alice remained quiet, trying to make sense of this. "I just, I mean, this is wrong." "Yes. But that is a lot of money." "I'm not into girls. There is no way I'm seducing her," Alice said, referring to Angela. "You don't have to. You can take someone else." "Jules? I'm hardly close with her, less than I am Angela. I have nothing in common with either of them," Alice said. "Well, then," Lisa said in a soft voice. "What about your brother?" Alice's face turned even whiter than it did upon hearing of the challenge. "Lenny is a sweet kid. From what I know, I don't think he has much experience. You never know, he might even have a crush on you." "Ew," Alice said, shuddering at the thought. "Please? There are ways we can get around this. There are things we can do to make them not know it's us. Trust me, I know." "What do you mean?" Alice asked. Lisa sighed, reaching into her purse, finding the check Bob wrote her, holding it up in front of Alice's shocked face. "I already, um, took out, so-to-speak, Jules," Lisa said. Alice slowly looked away, her mouth agape. "I can't believe this." "Ten million dollars. I'm going to deposit it when I return to LA. I'm hoping to have more checks to deposit." "Why? Why is he doing this? This is wrong. He's the owner of this huge corporation, someone should tell - " Alice said, before Lisa cut her off. "He can. He does it because he can. And no, we aren't telling the authorities or anyone about this. You will either join me and we'll bring in even more money, or you won't. I will go it alone and bring in 10 million for each." Alice closed her eyes, trying to shake the thoughts of what she's been told out of her mind. "Alice, please, think of the money and all we could do with it. We could retire early. We could buy new vehicles. It'd be amazing," Lisa said, gently patting her daughter's shoulder. "You said they wouldn't have to know it's us? What did you mean?" Alice asked, seriously considering the possibility of being a millionaire from doing one, taboo, disgusting act. "She was blindfolded. She didn't know it was me doing that stuff to her. Jules is in a bad state. She's working at a strip club, she's doing prostitution," Lisa said, eyes watering, choking up. "I've failed her. I even contributed to it. But maybe, we can get her away from all that with this money." "Mom," Alice looked on pleadingly. "Please don't ask me to do this." "Just think of her, think of others even. You could help people. You're such a beautiful person, please, suspend your conscience just a little bit and help me." "How would you," Alice sighed, "seduce Angela?" "I have no idea." Chapter 7 "Rodney," Alice spoke up after an hour of quiet thinking about the situation while her mother unpacked. "Who?" "He's this guy that Angela hangs around. She's tried to get me to go out with her and her group of friends, including him, but I can't stand him. I'm wondering if we go out with him and her tonight, we could look for opportunities. Maybe he could get Angela really drunk and you offer to take her home or something," Alice said. "Yes, maybe you could distract Rodney and - " "No. I'm not sleeping with him if that's what you're suggesting. He's the type of garbage that would take a woman to the bathroom of the club and, well, you know." "Have sex with her there?" "Right," Alice answered. "If I go out with you two tonight, maybe we could observe, watch, maybe even see an opportunity for you to, uh, take her to bed." Alice struggled to say. "So are you willing to help me then?" Lisa asked. "I still don't know. I'm still thinking about Lenny." "Well IF you don't help me, I guess I can try to get 30 million. Unless you and I were to - " "No! No way. Sorry mom," Alice cut her off. "Alright, that's fine," Lisa smiled, slightly hurt, but also relieved that she wouldn't have to worry about trying to seduce another child. Lisa frowned a little later when she heard the phone call between Alice and Angela. Alice was short with her, didn't seem cheerful at all, and wanted to get off the phone as quickly as possible. She arranged to meet Angela, much to Angela's delight, that evening at 9 pm. Lisa would be joining them. ***** Rodney was a pig, as usual, that evening at least in Alice's eyes. He flirted shamelessly with the three brunettes. So much so that Alice pulled her mother aside, asking her what she was doing. Lisa assured her she's getting close to him to see and learn what she can. Alice and Angela sat at the booth, sipping their drinks, watching Rodney run his hands all over their mother on the dance floor. Angela tried to initiate conversation, but failed, often being met with quick replies from Alice. Lisa felt Rodney's erection against her back as they danced. Thinking that Angela was a lucky girl, she remembered her plan. She turned around, pulling Rodney's face to her own, whispering in his ear. ***** The men's room of the club they went to was disgusting. Some lights worked, some didn't, and some flickered. One of the sinks had a leaky faucet. All the urinals were either cracked, dripping, or needed a thorough cleaning. The floor was horrible. It had cigarette butts, ashes, and a few spots where men spit. Small urine puddles were around each urinal and toilet caused by drunken patrons that "missed." A couple of the toilets were clogged. Several of the bathroom stall doors didn't close all the way. Each stall had graffiti or obscene messages written in permanent markers covering its walls. The very last of several stalls had an un-flushed, nasty, toilet. It dripped water behind it, which gathered on the floor, creating a small puddle. The top of the toilet had ashes from cigarettes, and a blunt of marijuana resting on it. It hadn't been cleaned in, what looked like, weeks. The seat was up; there were pee stains and pubic hair. Typical of a poorly run, rarely cleaned, bar or club. "FUCK ME!" Lisa commanded as Rodney threw the stall door open and roughly sat her down on top of the toilet. "Oh yeah? You want this dick?" he asked as he was pulling his tucked shirt out of his pants. "Mmmhmm," Lisa moaned as she grabbed his face and stuck her tongue into his mouth. Her head bobbed back and forth and she sucked his tongue. "Mmm your tongue is bigger than my ex-husbands cock." "Uh huh," Rodney said as he unzipped his pants and pulled out his massive member, "Now give me that pussy, girl. We ain't got much time." "Be patient, this momma wants to play," Lisa sliding to the toilet seat, grabbing Rodney's cock and sucked away at it. "Angela enjoys this too?" "Yeah." Lisa continued sucking his cock, "Alice doesn't?" "She doesn't like me," Rodney answered. "Aww too bad," Lisa replied, licking the shaft, coating his cock in saliva. Her overwhelming horniness overtaking her, she nearly forgot why she was there. "Maybe if you get Alice drunk enough, you could have all three of us tonight. Would you like that?" "I'd love it!" Lisa kept sucking, thinking, "I'll get Angela drunk, and take her to another room alone." Lisa ran her hands over Rodney's thighs. She felt something in his pocket, a small cylindrical shaped object. Rodney, looking to the ceiling, moaning, didn't feel Lisa remove it from his pocket. "What's this?" Lisa asked. "Huh? Oh, that," Rodney looked flustered. Lisa opened it, "is this what I think it is?" "Here, I'll take that," Rodney reached for the plastic container. Lisa moved her hand, the tiny white pills jiggling inside it. "Rodney, are these some sort of sedative pills?" "Yeah, I just have them - " "To put in someone's drink?" "Well, I uh - " "Put one in Alice's drink," Lisa said flatly. "What?" "You heard me. She doesn't like you at all. If you want to sedate her so you can have sex with her, go right ahead," Lisa looked at his cock. "If she remembers it, she'll thank you in the morning," Lisa couldn't believe the words coming out of her mouth. She couldn't believe what she was sinking to for money. "That's a little messed up," Rodney admitted. Lisa shrugged, "I don't mind." "I'll give her half one, she'll be out of it, but not knocked out," Rodney said. "Do it," Lisa nodded. They left the bathroom together. Lisa told Rodney she'll distract her daughters for him, while he put half a pill in Alice's drink. Lisa waved her daughters over, saying she wanted to dance with both of them. Angela smiled and agreed, pulling Alice along. Lisa looked over to Rodney through the crowded dance floor. He nodded at her when their eyes met. The song ended and the three headed back to their seat. The Challenge Ch. 05: Lisa's Family Lisa pulled Alice in for a whisper, "Switch your drink with Angela. Trust me." Alice's eyes widened and she nodded. "Rodney, one more dance? Then we should probably get going. It's late," Lisa said. Rodney smiled and followed her, once again basically dry humping her on the dance floor. "Can I try your drink?" Alice asked Angela. "Sure," She smiled. Alice sipped the martini. "That's good. Trade you?" Alice asked. "Oh sure. Yeah that martini is too strong for me," Angela said, taking Alice's cranberry and vodka drink. Lisa watched Angela take several sips. "I'm a horrible person. Please forgive me Angela. We'll be millionaires together," She thought to herself. Chapter 8 Angela got drowsier and drowsier with each passing minute. Alice was slightly confused. But was able to deduce her drink was drugged. "Alice why don't you and Rodney dance?" Lisa suggested. "Then we'll all leave." Alice shot her mom a look and agreed, not looking forward to touching or being touched by Rodney. "When the song is over, come outside to my car, we'll leave," She whispered in Alice's ear. As soon as they left the table, Lisa pulled Angela up, her arm around her waist and walked with her outside. Angela became heavier with each step, by the time she got to the car, she could barely stand. Lisa guided her as best she could into the back seat of the rental car, working to pull the taller, heavier woman into it. When she was done, she got in the driver's side and started up the car. "You going to let me get that ass tonight?" Rodney asked Alice, his hands sliding down to that which he desired. "Maybe," Alice said, glancing over to the empty booth where they all had been sitting. She wondered if Rodney was as big as the dildo she owned. She thought about how much she preferred that inanimate object to the actual Rodney. "Let me go to the bathroom first," Alice said. "I'll meet you in the men's room." "I'll be waiting, baby," Rodney grinned. They both headed to the bathroom, Alice going inside hers, waiting a couple seconds then rushing out of it. She hurriedly walked across the club, making her way to the exit. When she was outside she found her mother's rental car in the parking lot. Climbing into the passenger side, her mother sped off. Rodney was still in the bathroom waiting for Alice. Fifteen minutes later, he emerged, Alice, Angela, and Lisa were nowhere in sight. Rodney went home alone. ***** "I'm going for a walk, while you and her," Alice shuddered. "You know." "Earn $10 million dollars? Ok sweetie, come back a little later," Lisa said, closing her bedroom at Alice's apartment. Angela was barely awake, she was moving some, but certainly sedated. She was moaning lightly, while Lisa set the camera up to record. "Here, let's get these off," Lisa whispered, helping her daughter remove her dress. Next was her bra and thong. Lisa slid it off, letting it land at her feet. Lisa stood back, unzipping her own dress, sliding it down and stepping out of it. She watched her daughter's nude body before her, Angela's hands lightly moving across her skin. Lisa removed her own bra and thong, and then climbed on top of Angela, kissing her mouth, cheek and neck. Lisa kissed Angela's erect nipples, pausing when she heard her daughter moan. She wondered just how aware Angela was. After lightly sucking a nipple, Lisa sat up, admiring Angela's hourglass curves. "You're beautiful baby," Lisa whispered, bending down to kiss at Angela's breasts, her own tits dragging across Angela's tummy. Lisa kissed her way down to Angela's pussy. She was trimmed in a similar fashion to Jules - a very light bush. Lisa sucked at Angela's clit, guilt slowly melting away, listening to Angela whimper. "Mmmm," Angela moaned loudly, one hand going to her own breast. Lisa paused her oral service to watch her daughter seemingly enjoy this. Lisa brought her own hand to massage Angela's other large breast. Angela moaned again, louder this time. "You are enjoying this," Lisa whispered. She stopped licking at Angela's slit and climbed on top of her. "Mommy will be gentle," She whispered, straddling Angela in such a way that her thigh landed on top of Angela's pussy. Angela's thigh was against Lisa's own dripping sex. Lisa began humping her, grinding against her, thigh against pussy. For a second Lisa thought Angela's eyes opened, but if so they closed immediately. Her mouth hung open as she moaned, Lisa bending down to kiss Angela's bottom lip, nibbling lightly. Lisa kept working, thinking about the money and thinking about how gorgeous her daughter looked below her. Suddenly, Lisa felt it. She felt Angela grind back against her mother. "Yes, please, please do it back," Lisa thought. It felt so good. As their mutual pleasure increased, Lisa wondered if Angela would remember this or if it was all a dream. It didn't matter, she guessed. Lisa thought Angela could quit modeling. With the money Lisa was bringing in, Angela could go to college or move away somewhere, away from Rodney and her other friends. Angela let out a louder moan, her body starting to shake. She suddenly gripped her mother's forearm next to her head. Lisa, fearful of causing her to come out of her sedation, if that was possible, again attempted to be as quiet, grinding her way against Angela to her own orgasm. Lisa collapsed on top of her, catching her breath. "Thank you, my sweet darling, thank you," Lisa thought, kissing and licking at Angela's open mouth. "I love you." Lisa climbed off Angela, grabbed the camera and her clothes, and left her daughter whimpering, alone in the bed. "Mom," Angela whispered. "Come back, please," was the last thing she said before going to sleep minutes later. Chapter 9 Lisa was sitting on the couch, hands to her face, crying, when Alice returned from her walk. "Hey mom. So did you do it? Did you have sex with my sister?" Alice asked with a condescending tone. Lisa nodded, wiped her tears, and gathered herself. "It's done." "Well I hope you feel good about yourself," Alice said, sitting next to her on the couch. "Is she even awake?" "She was groggy but not fully asleep during it. I peeped in on her a few minutes ago and she's asleep now." "So I guess that's another ten million for you," Alice said. "For us," Lisa corrected her. "This money is all of ours." Alice shook her head. "Yes. Please," Lisa turned to her, "please forgive me. But please consider helping me. If you and your brother have sex, we'll get paid double for what I've already done, plus double for what you do." "I'm going to bed," Alice said, getting up to leave. A few minutes later, Alice had changed into her t-shirt and pajama shorts. Reaching under her pillow she pulled out Rodney, her dildo mockingly named after the person. "Maybe you can have me tonight. Make me forget about this," She whispered, kissing the tip of the dildo. She turned around, mounting it to the wooden headboard of her bed, and like so many nights before, she pulled her shorts down, and backed into it, gripping the sheets as the tip entered her. "Mmm, like that," she moaned inwardly, biting her bottom lip. "Sweetie, can we talk some?" Lisa barged into Alice's room, startling her, quickly looking away. "I'm sorry!" "Mom!" Alice pulled up her shorts, grabbing the dildo, throwing it to the other side of the bed, away from the door. "Sorry!" Lisa closed the door, standing on the other side. "What do you want?" "I just want to talk some," Lisa replied. "Knock next time. Come in," Alice groaned. Lisa slowly entered, wearing her pink nightie, sitting next to Alice on the bed. "I just want to chat about everything. I really want you to consider helping me with this." "Mom, it's all I've thought about since you've told me. I still don't know." "I understand. I've been thinking too. But about something different. I've been thinking that all of us, you, your siblings, me and maybe even some of your aunts, could all live in one house together. It'd be amazing," Lisa said. "Mom," Alice shook her head. Lisa tipped Alice's chin, their eyes meeting, "With all that money, one happy family." Alice shrugged. "We wouldn't have to have sex with each other," Lisa said, thinking about how wonderful it felt to feel Angela orgasm in her arms earlier. "Unless you wanted to," she added, caressing Alice's cheek. "It's just," Alice paused, taking her mother's hand, slowly moving it away from her face, "I don't get why Bob is doing this. Why he's issuing this challenge." "Would you like to talk to him? You could ask him anything," Lisa suggested. "I might want to, yes." "Better yet, how about you come back to Atlanta with me in a couple days? We can meet with Bob and talk it out, you can get to know him better." "I have to work." "I'm sure Bob will arrange everything. He'll pay for plane fare as well," Lisa said. Alice nodded, "Alright." Lisa hugged her daughter, kissing her cheek slowly. "Can I sleep in here with you?" "You don't want to sleep in there with Angela?" "She's naked. She may wake up like that with me in there and feel weird." "Are you going to confess to her and Jules what you did?" "I will. Eventually," Lisa said, lying down next to Alice. "I will after I, or we, get through this. I'd want them to know the truth when it's all over and ask for their forgiveness." "Maybe they'll understand. Who knows?" Alice said. There was a pause, Lisa propped herself up on her elbows, "Can I see it?" "See what?" "Your toy." "Ugh, mom," Alice rolled her eyes. "There's nothing to be embarrassed about. I have several toys myself." "Fine. It's over there," Alice pointed to the floor on the other side of the bed. Lisa rolled over, reached and took it. "Nice. It's pretty large. Not as big as mine, but still very impressive." "Geez, mom." Lisa suddenly engulfed the tip, moaning, tasting Alice's fluids. Alice's eyes shot open and she looked away embarrassed, hoping her mother didn't realize the dildo was inside her body when she barged into her room. She hoped, what Lisa did see, wasn't much. "Ok, well goodnight," Alice said, quickly rolling over to her side, facing away from her mother. She heard the heavy dildo drop on the carpet, and then felt her short mother's warm body snuggle up to her back. Alice smiled softly, enjoying the warmth, and went to sleep. Chapter 10 A few days later Alice and Lisa were on their way to Bob's in Atlanta on an early morning flight. They spoke about Angela. The next day after her and Lisa's sexual encounter with her she seemed groggy, as predicted, but also distracted, like she was in a hurry to leave. The only time Lisa saw Angela again in Miami was for lunch the day before she and Alice left. Angela, again, seemed like something was on her mind, but was otherwise polite and friendly as usual. When they arrived at Bob's he, too, seemed distracted. He had just returned from his doctor and the visit wasn't very pleasant. He shook the cob webs from his thoughts and invited them to his office. "Bob, Alice was hoping to talk with you about this challenge," Lisa told him. "That's a great idea! Alice, I was thinking you could go shopping, buy a nice dress, buy some earrings if you like; maybe get your hair done as well. Not that you need to. You are stunning, but it's an option. Then tonight, I will take you to a lovely dinner, afterward, we'll come back here and a have a nice chit chat about everything." "Oh uh, well," Alice stammered. "You can use my credit card. I'll pay for everything. You'll discover I'm great at arranging things. I've arranged with your direct supervisors for you to be here for a few extra days. I told them there was a special project that I want you to work on." Alice glanced to her mother. "Lisa, as for you," Bob said. "I've arranged for you to spend the day at a spa followed by an evening at the theater." "Oh, thanks, but I don't have a - " "Date? I've arranged that as well," Bob winked. "Your new gown will be delivered to the spa. The lucky gentleman will pick you up from there and you'll have a wonderful night." Before either of them could reply, Bob handed Alice a credit card and keys to one of his Corvettes and ushered them off. His driver picked Lisa up and Alice sped off in the other direction toward the upscale shopping area Bob directed her to - with assistance from the GPS device in the car. Bob watched them leave. He then clutched his chest, attempting to breathe slowly; hoping whatever was happening would pass like it did last time. ***** A few hours later, Alice turned around, looking at herself in the full body mirror in Bob's master bedroom. He welcomed her back and directed her to his room to get ready for the evening. She saw his huge king size bed, fireplace, bathroom with huge shower and tub. The dress was dark blue, short, and sexy, but not inappropriate for dinner. She purchased pearl earrings to go with the ensemble. Her hair was curled into long, wavy locks flowing down her back. At that same moment, Lisa stood outside of the luxury spa waiting to be picked up by her date. She was wearing long black dress, Bob had gotten her. An Escalade pulled up, lowering the windows. Lisa chuckled and got in. "So you're my date tonight?" She asked. "Yes Miss Lisa. Bob requested I show you a good time," Fat Rob replied. Lisa figured out Bob's plan. He wanted her gone all night. "Well," Lisa said, bending over to the driver's side, unbuttoning and unzipping Fat Rob's pants, fishing out his cock. "We can go to the theater, or straight back to your place." Fat Rob moaned as Lisa worked on the tip of his cock, "I think you know my answer. When do you need to be back at Bob's?" Lisa removed his cock from her mouth with a loud pop. "This mommy doesn't have a curfew. So, tomorrow morning," the millionaire winked at Fat Rob before engulfing his cock again. "You are a naughty mommy," Fat Rob said, driving away while his cock was being sucked. "Very," Lisa replied. Fat Rob considered for a second, knowing how naughty Lisa was, inviting Jules to join them, but decided against it. He wanted to savor Lisa all for himself that night. ***** Alice nearly forgot all about why she was spending time with Bob. He had her laughing most of the time in the car and at the restaurant. "You look incredible, Alice," Bob said, taking her hand, slow dancing with her as the orchestral arrangement played in the background. "Thank you," She smiled. "So tall too. You don't have a boyfriend?" "No, I haven't had much luck in that department." "That's a pity. I have a theory that sometimes, women as beautiful as you might have trouble dating. I think some men are intimidated by someone as lovely as you, so they don't even bother asking you out." "I don't know about that," Alice blushed. "It's just a theory. But who knows?" Bob chuckled. They continued dancing. "Are you a grandfather?" Alice asked. "I am. I've recently met a few of my grown grandchildren." "You've never met them until recently?" "That's right." "I'm sorry," Alice frowned. "Oh no, please, it's fine. It's all very good situations," Bob said. He pulled her I closer, his hand on the small of her back. "I'm having a wonderful time, Bob," Alice said. "It's going to be a wonderful night, darling," Bob said. Their eyes met for a moment, and then Bob led her back to their table. Alice downed her wine, not caring that Bob's hand was on her exposed thigh. The waiter poured her another glass; she sipped it, glancing at Bob. She placed her hand on his. Chapter 11 An hour later, Bob, his hand around Alice's waist, led her to his office. She needed help due to the wine. Bob retrieved some champagne from the small refrigerator in the corner, pouring her a glass. She giggled and took it. "Will you sit on my lap?" Bob asked. "Huh?" Bob chuckled, taking a seat, grabbing her by her waist and guiding her to his lap. As Bob's computer was booting up he breathed in Alice's scent, her arm around his shoulder, a hand occasionally playing with his white hair, the other bringing the champagne to her lips. She watched him open up various files on his computer, images of houses, undeveloped land, and blue prints. "What are you showing me?" Alice asked, sitting the empty glass on his desk. "My little special project. I have built a neighborhood. Almost done actually. In this neighborhood are houses. In the houses will be families. The families," Bob paused, kissing Alice's exposed arm, "are very, very special." "How so?" "They all love each other in very unique ways. I have been looking for people to fill these houses with their families. I have been issuing challenges to those people to see if they have what it takes to live in this special neighborhood." "So there's other people you've challenged?" "Yes. You are the first to know of my plan. I've issued several challenges already. I'm hoping I'll hear from some of them soon. Your mother was the first that met part of hers. She did it in record time too. My first challenge was three months ago, in January, to a woman to seduce her son. I haven't heard back from her yet." Perhaps the alcohol prohibited Alice from being disgusted by this, perhaps it was what her mother said the other night in Miami - everyone in her family living together, loving each other. "Bob, I don't know," "What to say? I hear that a lot," he laughed. "Why my mom? Why me?" Alice asked. "Well I've known your mother for many years. I've been sleeping with her for that long too - when we see each other, a couple times a year. She's earned and saved my company massive amounts of money. I figured I'd issue a challenge to her to see if she has what it takes to move into this incestuous haven I'm building and as a creative way of thanking her for making me more money." "Why couldn't you just give her a bunch of money to thank her?" "Because that's boring," Bob smiled. "Not only that, but if she wins all this money by completing my challenge she will, in turn, win something far more precious than millions of dollars." "What?" Bob didn't answer for a moment, reaching to caress Alice's cheek, "Think about it." It took Alice a moment before she realized Bob meant a loving, sexual, perfect relationship with her family. "Well why me? Why did you suggest me to help her?" "Due to the buyout you also happen to work for me." "Yeah but Angela is a model for Elite Magazine, you own the publishing company, so she sort of works for you too, right?" "Watch this," Bob nodded to his laptop, bringing up folders and files. "Ready?" he asked before opening a video file. Alice nodded. The video footage was of Angela having sex in a bathroom stall with one of the male models for the magazine. He was behind her, slamming into her, shaking the stall. Alice winced and looked away; Bob closed the file and opened another one. It was of Angela on all fours, on the desk of a photographer. He was behind her slamming into her, her ass rippling from the impact. He pulled out and tapped his cock on her ass cheeks a few times. "Do I need to open another one?" Bob asked. "No! Please, no, I get the idea. She sleeps around." Bob opened another file. This was video footage of Alice in the new office building she had to move to. She was alone, adjusting her makeup. The next file showed her sitting alone, in a cafeteria, eating her salad. Another showed her alone, walking down the hall to a copy machine. "Notice a difference?" Bob asked. "I'm alone." "I could've easily suggested Angela to help, but when I look at you there, I see a quiet sadness. I see someone who's lonely, I see a woman who may have higher standards than Angela, but is missing out on so much fun. This challenge could introduce you to a love that's greater to any sort of romantic or lust-filled love." The Challenge Ch. 06: Making Amends Author's note: Like the other Challenge stories, this takes place in the same year. The bulk of this story starts in February. There aren't any cameos from previous chapters in this one, aside from Bob and the Bahamas. The Challenge 6: Making Amends Chapter 1 "Bob? You wanted to see me?" Janet, Bob's executive assistant knocked on the huge double doors of his office. He surprised her by opening the door, smiling, waving her in. "Yes!" Bob was rarely in the office anymore these days. His age and the fact he was a multi-millionaire who dabbled in side projects, kept him at home mostly. What work he did do, Janet helped, organizing his meetings, phone calls, paperwork and so on. The 52-year-old, dark red haired, beauty entered his office, taking her seat across from his desk. "So? What can I do for you?" Janet asked. "Mmm, Janet. I love it when you ask that," Bob moaned. "I can't tell you how many erections you've given me over the years." "That's very sweet of you Bob," Janet ignored her boss's sexual forwardness. She's worked for his company for over 20 years, fully aware that Bob knew of her wild exploits with clients and other employees. Janet had calmed down in recent years, maturing even, to focus on her husband, Harvey. She purposefully requested a demotion to secretary in order to remove herself from an environment where she could easily sleep with every coworker, client, or model at the various magazines the company published. Bob respected her choice, however still flirted with her relentlessly. Janet didn't care, since Bob never mistreated her in any way; she never felt the need to file for sexual harassment, because to her, it was in good fun. "How's Harvey?" Bob asked. "Good. His kidneys are working fine. We're getting all good reports from his doctor checkups," Janet answered. "That's great! Maybe you can invite me over for dinner and he and I can take you to bed," Bob suggested. "Sure," Janet rolled her eyes. "Forgive me. I'm old, I'm dirty, and I don't care anymore. On a serious note, you know how grateful I am for you. You know how much I appreciate you," Bob said. "I know," Janet smiled. "I'd love it if you spent the weekend with me. But that's your call," Bob said. "I think your fiancée would have a problem with that. Don't you think?" Janet asked. Bob shrugged. "She wouldn't know." "Bob, why did you want to see me?" "I'm going to write you a check for $1000 for every scrap of information you can provide to me about something," Bob said. Janet thought for a moment. She had no inside information about competitors. Even if she did, Bob was so far removed from most business deals he wouldn't be someone she'd tell that to -- a vice president, yes. "Well, alright. I'll do my best." "Great. Take as long as you need to tell me everything you know. I want names, history, locations, relationships, everything." "Fine," Janet said, confused. "What is this about? What do you want to know?" "I want to know about your family, Janet. Tell me everything about your family," Bob said. He went to the bar area in his huge office. "I almost forgot. Here's some hot chocolate," Bob offered a chuckling Janet a small mug. "Thanks Bob." "My pleasure. Now, please start from the beginning. Tell me everything. I'll explain why later. It'll make sense, trust me." Janet inhaled deeply, thinking this should be an easy grand to make. She didn't care about Bob knowing family secrets, she knew he wasn't malicious, and no one else in her family was connected to him or his business -- that she knew of. "Oh by the way," Bob spoke up right as Janet opened her mouth to speak. "Happy New Year." ****** Ken, a 32-year-old bartender in Miami, was working at the usual dingy, run-down tavern he worked on weeknights. He was looking forward to the weekend. He had Saturday night off for a change. It was a cut in money, because on Saturdays he tended bar at a much newer and nicer establishment a few miles away, but it was Valentine's Day weekend and he didn't want to be around people. He was perfectly content with spending the evening alone. He had no wife or girlfriend; most of the few friends he had were already in relationships. "Fuck em," Ken thought, pushing away bitterness, looking forward to downing his favorite brew all night. The bar wasn't busy that Thursday evening, it never usually was. He was doing dishes, cleaning glasses, putting them away to dry; hoping time would flow faster toward closing. He looked over his shoulder every few seconds to make sure no one was at the bar. Restocking some vodka, he looked over his shoulder and saw a tall, short-haired blonde smiling at him. Ken did a double-take; he knew her. "Hey, Marie," Ken said, perplexed to see his cousin there. "What's going on? What are you doing here?" "Hi Ken. Just wanted to stop by," Marie nervously said. They hadn't seen each other in over a year. "Oh, alright. Well can I get you anything?" "Just a Corona," Marie smiled. "So how's your mom and dad?" Ken asked, opening the bottle, handing it to her, making small talk out of habit, asking about his Aunt Janet and Uncle Harvey. "Great. Dad had some kidney problems, but he's doing much better now," The 32-year-old, Marie replied. "Good, that's good to hear," Ken said, not looking at her, going about his busy work behind the bar. "Yeah," Marie smiled. Ken cleaned the bar top, nodding to a few leaving customers, occasionally glancing at Marie's Corona bottle. "You still live over near south beach?" Ken asked. "I do. But," Marie lowered her eyes. "Divorcing." "Oh shit. I'm sorry Marie," Ken stopped drying a glass, giving his cousin a sympathetic look. "It's fine," Marie said. "Things happen." Ken nodded, partly understanding, thinking back to his own failed relationships over the years. "Seen my mom much lately?" Ken asked. "You and her still close?" "Yes, we've been hanging out a lot in the past month or so," Marie replied. "Oh yeah? Going shopping or something?" "Some yes. Actually, that's why I'm here. I'm inviting you over Saturday night. My mom is coming into town this weekend, she wants to see your mom and I figured it'd be great if you came by to see her too," Marie said. "Uh, well, I'm not sure. I have plans," Ken lied. "Please? Stop by for lunch. It'll be nice," Marie patted Ken's tattooed forearm. Ken was in no mood to see his mother. They weren't exactly close. The last time he saw her was a few months prior at Thanksgiving. His mother, Darla, was too drunk to converse with him, much less stay awake. He remembered helping her to her bed, tucking her in. The last thing he saw was Darla drifting off to sleep in a drunken stupor. "I don't know," Ken shrugged, glancing at her bottle. "I know the family hasn't been very close since you and I were teens, but please? My parents are getting older, your mom is getting older, it'd be a great time to reconnect," Marie said, smiling softly at Ken. Ken looked away from her blue eyes. "I haven't seen Aunt Janet in awhile." "I know. She was asking about you. Remember we used to play together all the time as kids? She'd love to see us hang out as adults." "Alright, well, keep the alcohol away from my mom and I'll stop by to say hello," Ken agreed. "Great!" Chapter 2 They made more small talk while she nursed her Corona. He was surprised she remembered where he worked. Ken didn't charge her for the drink. He closed the bar after Marie left, thinking it was very odd to see her there. During high school, their lives diverged drastically. Marie was in the popular crowd, going out with friends, going to proms, dating and so on. Ken was the opposite. As much fun they had as kids, running, playing, laughing - when they hit their teen years, they couldn't be more different. Ken watched his cousin hang out with jocks and cool kids, only giving him a nod or slight wave when they saw each other in the hallways. As he and Marie aged, their family lives became noticeably different. Marie had a great life with her parents. Ken came from a broken home. His mother, in her psychotic ways, drove everyone away. His father left when he was 12. His twin sisters left two years earlier when they were 18. Ken was alone with his mom. Darla drank more and more, becoming clingy to Ken, often begging him not to leave her like everyone else supposedly did. Ken promised he wouldn't, staying with her until he was 20, and then moving a few miles away to an apartment with some friends. They stayed in touch regularly, but Ken saw less and less of her each year. One of his sisters took over, perhaps out of guilt, attempting to repair a broken relationship. Over time, that sister left her too, moving across the country. Ken's mother had no one. None of her sisters, besides Janet would talk to her, none of her own children, besides an occasional checkup by Ken, would associate with her. It was all her own doing, her own mistreatment of others, and always playing the overdramatic victim that drove everyone away. Darla's only friend was, for some odd reason, her niece Marie. Perhaps it was because Darla and Janet still got along, thus creating an obligatory friendship between her and Marie. Ken didn't know or care. When Ken arrived to his apartment after work, he flipped on the TV, grabbed a beer and channel surfed. News of Kim Kardashian and Kayne West was on a celebrity news report show. Ken extended his middle finger to their image on the television and changed the channel. He took several more swigs of his beer, thinking about his evening while finding the last few minutes of The Tonight Show to watch. Ken didn't hate his mother, but had no desire to have a close relationship with her. He turned off the TV, debated showering to get the cigarette smell out of his hair, ultimately deciding to shower in the morning. Sliding out of jeans, removing his t-shirt, he examined a new tattoo above his right pectoral. The skull with bat wing artwork was looking great. Ken climbed into bed, coughed a few times and rolled over. "Shit," he said aloud, remembering to put on a fake polite face tomorrow when he saw his Aunt and mother. ****** "Ken! Come in!" His Aunt Janet exclaimed, opening Marie's front door the next morning. "I love that beard!" "Thanks," Ken faked one of many smiles to come. He and his Aunt had the same dark red hair color, though Janet dyed hers regularly. "I'm so glad you'll be spending the day with us!" She led him into Marie's fairly large home, her soon-to-be ex-husband nowhere in sight. "Well, actually, I," Ken managed to get out before he was interrupted by a hug from Marie. "Good to see you again!" she said. When Ken arrived in the living room, he saw his mother sitting on the couch, smiling politely. "Hey Mom," Ken nodded, faked another smile, taking a seat next to her. Darla cleared her throat, "Hi Ken." He noticed she seemed subdued, giving off a calm aura. Janet brought out a tray of sandwiches she ordered from a nearby sub-shop. "Dig in. There's everything, turkey, ham, beef." As they ate in silence; Ken noticed his mother's hair looked different. Her long, bright red locks, looked brushed, cleaned, and healthy. He also noticed she smelled great -- not that she was ever stinky, but there wasn't a trace of wine or liquor on her clothes. "Her clothes," Ken thought. Janet was going on and on about the day ahead of them. Ken kept glancing to his left at his mother's clothes. They looked new, expensive even. She was wearing a nice, fairly tight, dress, similar to something Marie might wear. Ken glanced to Marie. She was indeed wearing something similar. So was Janet. Ken shrugged and kept chomping away at his sandwich. "How does that sound, Ken?" Janet asked. "Hmm?" Ken said, his mouth full of food. Janet laughed, "My Valentine's date night idea?" "Uh, what?" "He's been busy scarfing down that sandwich, Mom," Marie joked. "Ken, I was saying that tonight, you and your mom could go out to dinner for Valentine's Day," his aunt said. "Uh, well, I don't know," Ken glanced to his mother, awkwardly smiling at him. "Please? I think it'll be great!" Janet encouraged him. "It'll be my treat!" "Well, I just, I don't know," Ken shrugged. "We went shopping. We bought her some new clothes, I did her hair. She just needs a date!" Marie chimed in. "Ken, we don't have to, if you have plans," Darla spoke up. "No, no, Darla. We talked about this. You need a nice night out," Her younger sister, Janet, reminded her. Janet and Marie smiled brightly at Ken, nodding their heads. He looked to his mother: she shrugged, lowering her eyes. Then Ken felt it. His heart beat, causing pity to kick in. "Ugh, shit," he thought to himself. "This is the last thing I feel like doing." "Ok. Sure, we can go to dinner tonight," Ken said, nodding to his mother. "Great!" Janet got up from the couch across from him, giving Ken a huge hug. This was weird, something was going on. Chapter 3 The rest of the day was spent looking through old photo albums and reminiscing about older, better times. There were a few moments where Ken was genuinely laughing -- not faking it. Closer to dinner time, Janet asked Ken to go home and change. "Off you go! Change into some nice clothes, come back and pick your mother up," Janet shooed her nephew away. "You do have a shirt and tie, right?" "Yeah, I do," Ken chuckled. "Good, go change and come back in an hour to pick her up," Janet glanced to Darla. Marie was standing next to her, her arm around Darla's waist. "Alright, I'll be back," Ken nodded and left. "What a weird day," He thought on the way to his car. "See? You did great!" Marie assured her Aunt back in the house. "I agree," Janet added. "It's all about baby steps. Take things slowly. When the time is right, we'll tell Ken about Bob and his challenge." Darla nodded, sighing heavily, "We just aren't that close." "Hey, it's fine. We will show him you're different now. You and he will be closer in time," Janet said. "I promise. During dinner, just stick to the discussion topics we planned." Back at Ken's apartment, he tried on a green tie, one that matched his and his mother's eyes. Satisfied that it went well with his black shirt and khaki pants, Ken left to go pick up his mother for this date. He rolled his eyes, not looking forward to an awkward meal with her. When he arrived, Darla was presented to Ken, similar to how a prom date would be. He thought it was odd, especially when his cousin pulled his arm at the elbow and placed his mother's hand there. "Ok, so, you ready?" He sighed. His mother nodded and they left. Janet and Marie watched them leave, smiling, hoping, that their plan would come to fruition. ****** "I like the tie, Ken," Darla said after another awkward silence. "Oh, uh, thanks Mom." Most of the short drive to the restaurant was awkward, occasionally darted with small talk, about the weather, Ken's job and so on. Ken let her order first, thinking about what to say next while he glanced at the menu. He would not bring up the past. He would not talk about his father or sisters or anything that could cause anger to flare up. He decided to keep things light, taking his mother out as a favor for his Aunt and cousin. "Ken," Darla spoke up after they ordered their food. "Hmm?" "Thank you for taking me out tonight." "Oh, it's ok. It's no big deal," Ken replied, looking around the restaurant. "I know, but I appreciate it. I really do. I just," Darla paused. "You ok?" Ken asked. She seemed so different, much more calm and quiet. She took a deep breath, remembering what Janet had discussed with her, "I just want you to know that I'm different now. I was alone for Christmas, I drank myself sick, I wasn't in a good -- " "Mom, it's fine. We don't have to talk about that stuff." "No. We do. I need to say it." "Alright," Ken sighed. "I wasn't in a good spot. I haven't been in one for decades. I don't know how much longer I'll be alive, but I'm 55. It could be 15, 20, 25 years. Or it could be 40. Who knows?" "Mom, it's ok," Ken pleaded. "I just want to make things right," Darla held her hands up, stopping Ken from interrupting her. "I've made terrible mistakes, I've driven family and friends away, and I want to make amends. There's something going on with Janet and Marie that I'd rather not discuss tonight. Needless to say, I think this is a perfect open door for me to walk through and start making things better between you and me." "Mom," Ken paused. "I understand." "Can you and I do that? Can we rebuild a relationship? As friends?" Darla extended her hand, gently laying it on Ken's. Ken nodded, offering a fake smile. "Friends. Yeah." He thought about his sisters, witnessing them and Darla in their teen years -- the insults, the cursing, the fighting, the slammed doors. Ken thought about his estranged father next. He remembered similar fights his parents had -- the accusations, manipulations, the hatred. He had no idea how she'd ever make things right with them. Ken's heart beat a second time, a small, real smile formed on his face. He gently squeezed his mother's hand. "I like what Marie did with your hair. The bangs make you look younger." Darla chuckled, "Thank you. She's into all that stuff -- fashion, makeup and so on." "Have you lost weight?" Darla asked. "I think, yeah," Ken looked to his midsection. "And, uh, is that a new one?" Darla smiled, glancing at his right forearm, the edge of the entire tattoo-covered arm visible. "Oh. Yeah I had more work done on my arm and chest," Ken replied. "I'm sure it all looks nice," Darla said. "You like tats?" Darla looked to the side, "Well, I don't know." Ken chuckled, "It's ok Mom. I wasn't expecting you to be a huge tattoo fan." They shared a gaze into each other's eyes, the arriving meal interrupting them. Ken couldn't explain what was happening. He was seeing a different side to his mother, one not fueled by rage or alcohol. Darla was being sweet, complimentary, even normal during their meal. She invited him into Marie's home after dinner. Janet and Marie peeped around the corner into the living room, watching Darla move closer to her son on the couch. They traded a few smiles. "Ken? Can I?" "Hmm? Oh, my arm, sure." Darla motioned for him to open it, snuggling against him, "You smell nice." "Thanks," Ken said, her shampoo scent finding his nostrils. "So do you." They sat in silence for the next hour, Darla casually playing with Ken's hand. He was thoroughly confused and tense. His mother picked up on it, sitting up, "I guess I'll head to bed. I'm staying here while Janet is in town." "Ok, sure, Mom." They stood, walking to the door. Darla hugged him tightly, kissing his cheek for the first time in years. "Goodnight, Ken." "Goodnight," he smiled back. On the way home, he thought about the evening, wondering what had gotten into his mother, wondering what she was referring to in regard to Janet and Marie. He didn't know. The only thing he did know what they if she was serious about repairing damage she had done to her family, he was going to be mature enough to not hinder that. Ken was going to let it happen. Chapter 4 The next day, Ken was woken from his Sunday morning slumber by a phone call from his mother. She invited over to Marie's for lunch again. Telling himself to just go with it, he accepted. The three women all hugged him; all were wearing dresses which showed up their legs and cleavage. Ken noticed how nice Janet's looked for her age. Casually glancing to his mother, he saw hers were similar. The Challenge Ch. 06: Making Amends Ken got dragged along on a shopping trip. The three women were spending money like it was nothing, piling bags for Ken to carry all day. "Where are they getting this money?" Ken asked, tired, sitting down on a bench next to his mother while his Aunt and cousin shopped. "Janet's boss," Darla answered. "Must be a nice guy." "Yeah. Listen I just want to thank you again for coming with us." "Well you needed someone to carry all this stuff," Ken joked. "Yes, we did," Darla smiled, grabbing his hand, holding it on her bare thigh. "I'd love to reward you tonight with a nice dinner. I know I wasn't much of a cook when you were growing up, but Marie has been teaching me a lot during the past month." "I see." "Anyway, I'd love to cook for you tonight. Would that be ok?" Darla asked. Ken paused for a moment, "Sure, I think that'd be nice." "Bikini time!" Marie called out to Darla from the store, waving her Aunt inside to join their bathing suit shopping. Darla squeezed Ken's hand, released her grip, and joined her niece in the store. She glanced over her shoulder at her son and smiled. Several minutes later, Ken, playing with his phone, was startled by Marie. "Come here!" "Huh?" "We need your opinion on a bikini your mom picked out," Marie said. "Oh, no that's ok, I don't -- " "Come on!" Marie playfully grabbed his arm, pulling him up. "But all this stuff here." "It'll be fine, trust me," She smiled, grabbing his hand, pulling him along. Inside the store, she once again presented Ken's mother to him. This time she was wearing a simple, black bikini. "Well? Do you like it? As a guy?" Marie asked. "Wow," Ken's eyes shot open, he never recalled seeing his mother in a bathing suit. "Yeah," He cleared his throat. "That's a good choice, Mom." His eyes trailed over her body. She wasn't perfectly toned, some of her skin sagged, but for a 55-year-old woman, she looked great. Marie motioned for her to turn around. Ken watched her long, flowing red hair, twirl with her. His eyes went to her ass. It, too, was very nice for an older woman. "Ok, yep, good choice. Can I go now?" The women giggled, letting Ken go back outside. Darla changed back into her dress, Janet paid for everything with Bob's credit card. ****** The meal that evening turned out to be the best Ken had eaten in months. Going back for seconds, Janet and Marie traded looks with Darla. "You know Ken, I was thinking you could sleep here tonight," Marie suggested when he took a seat back at the table. "Well thanks, but I didn't bring anything to change in to and - " "That's fine," Janet interrupted. "I think it'd be great if all of us spent more time together before my flight in the morning. In fact, your mom and I could each take a couch, you and Marie could take the floor." "Well, I don't -- " "Yeah, we can build a bed like we did when we were kids," Marie added. Ken glanced at his mother. "If you want to, that is," She said quietly. He paused, "Sure I guess." "Great!" Janet said. After dinner, Ken helped clean and put away dishes. "Thanks Mom. Everything tasted amazing," he said, drying a plate. "Thank you for staying and eating with us," Darla replied, taking a step closer to her son. Ken picked up on her body language that she wanted a hug. Placing the plate on the counter, he wrapped his hands around her waist, pulling her against him. Darla's arms around his neck, she closed her eyes, breathing in slowly. She kissed his cheek, ending the embrace. "I'd love to cook for you every night," She said, running her hand up and down his t-shirt covered chest. "I guess to make up for all those TV dinners you had to warm up when you were young." "Mom, it's fine. You don't have to." "I know, but I want to," Darla stood taller, kissing his cheek once again, causing Ken's heart to figuratively beat a third time. "Mom," he whispered, staring into her eyes. "I think that'd be great," Ken agreed after seeing her smile. The strangest weekend of Ken's life continued later on. He and his cousin had made a pallet of quilts and blankets, but oddly, only one pillow. Marie said they only needed one. To Ken's dismay, he and Marie were going to share a pillow, which meant she'd be lying extremely close to him. The problem was compounded by the three women all wearing fairly sexy pajamas. Ken immediately felt uncomfortable, seeing their bra-less breasts, tightly hugging the fabric of their tank tops, and their legs going for miles in their tiny bottoms. Marie snuggled close against Ken, playing with his beard, her breasts pressed against his side, her leg crossed over his thighs. When Darla and Janet quieted down after chatting about random things, Marie whispered in Ken's ear. "This feels nice, doesn't it? It's so warm and comfortable underneath these covers." "Yeah. Yeah, it's nice," He said. "I think we're going to be spending a lot more time together in the near future. Do you have a girlfriend? I'd hate to make someone jealous," Marie whispered, her hand crawling over his upper body. Ken shook his head. "Good," Marie whispered. "It's going to be so nice to see you and your mother re-build your relationship." Marie reached around, grabbing Ken's hand, placing it on the small of her back, "Better. Now then, where was I? You and her can date some, if you know what I mean. She's really changed for the better." Her warm, soft body against his, her hot breath in his ear, her leg across his thighs, Ken found himself erect, struggling to calm himself down. He couldn't recall the last time a woman lay against him like this. Marie must've felt it, because she slowly moved her thigh across his erection. Ken rolled his eyes in the dark room. "I found her at her house after New Year's. She was a mess. She was depressed, crying, almost hysterical, rock bottom," Marie explained. "But now things are different." Marie slowly kissed his cheek, "Things are so much better. And will continue to get better." Ken was on the verge of shaking with tension. "Mmm," Marie moaned softly, her thigh no doubt feeling his erection through his pants. "I'll be right back." "Whew" Ken closed his eyes, relieved, using the reprieve to calm himself. A moment later, he groaned inwardly, feeling a warm body return to his side. This one was different. He opened his eyes. "Mom?" he whispered. Marie had switched places with her on the couch. "Hi," She whispered back, snuggling in close. She kissed his cheek, lying in the exact same position Marie was in. Ken's erection was now resting uncomfortably against his mother's thigh. Darla didn't speak or move, Ken held her. Finally, he was able to calm his penis down with labored breathing, remembering who he was holding. "What the hell is going on?" He thought to himself, just before sleep took him. Chapter 5 After saying goodbye to his Aunt Janet the next morning before her flight, giving a fake smile when she told him to take care of his mother, he went home. Ken bathed, ate some food, and got ready for his night at the bar, thinking the unusual weekend was over. When he returned home after midnight, he found a package at his door. Taking it inside, opening it, laughing when he saw it was cookies. "Marie must be teaching mom how to bake," Ken laughed, eating one. There was a note inside from his mother: "I'd love to see you tomorrow. Call me if you are available." Ken did just that. He called his mother when he woke up and they had lunch together. That night, after midnight, he saw a hand written card had been slid under his door. Picking it up, reading his mother's note, he couldn't help but smile. "Hi. I had a wonderful lunch with you. I hope to see you again soon. Call me." The next day, they went to the park, walked around, talking. Darla hugged him goodbye, kissing his cheek. That night there was another note on the floor just inside his apartment. Ken couldn't help but wonder if this was some method Darla read about on how mend broken relationships. Either way, he found the notes adorable. "Had a great time with you today. Can't wait to see you again. I'd love to cook you dinner Sunday." It was Thursday night. Ken hadn't seen or talked to his mother all day. Close to closing time a familiar face entered the bar. "You again. Are you going to make this a weekly thing?" Ken asked his cousin, Marie. "Maybe," She said, sitting on a stool. Ken handed her a Corona. "You better hurry. I have to close in five minutes," Ken said. "Aww. Alright," Marie replied. "Listen, your mother is happier than I've ever seen her. I'm happy too. This time you are spending with her is just what she needed." "Yeah, well, it's not so bad. At least not as bad as I thought it'd be." "She's really changed. She's staying with me mostly. Since the house is empty, it's kind of nice having her around," Marie said. "Right," Ken nodded, wiping down a counter top. He went about his closing routine while Marie finished her drink. "Ready?" He asked. "Yes," She grabbed his arm, following him to his car. "Where'd you park? I'll walk you to your car," Ken said. "I thought I'd go home with you," Marie joked. "Ha. Sure. You seem a little different too, you know? Really friendly." "Well, maybe I'm changing too," Marie grinned. "I see." "Anyway, I parked right over there. So I'll be ok. This is from me," Marie leaned, giving Ken a kiss on the cheek. "And this is from your mother," She did the same, except this time, kissing Ken's lips for a few seconds Ken blinked rapidly, "O-ok." "Call her. Spend time with her before you work tomorrow," Marie called over her shoulder, walking to her car. Ken did as was requested, eating lunch with Darla the next day. Darla grabbed his hand, "Ken, I was thinking maybe I could come over tonight. I could actually go inside your apartment." "Oh, right. Well I need to clean it first." "I'll do that," She blurted out. "No, Mom, you don't have to. I should be the one." "Please? I want to." Ken thought for a moment, "Well I guess. If you really want to." "I do." "Ok, I'll leave a key under the mat then," Ken said. His mother hugged him, holding him tightly against her. She ended the embrace and kissed his lips just like Marie had. "I'll see you tonight." When Ken returned home after closing the bar, he saw another note on the floor: "Welcome home. I'm in your bed. Hope that's ok. If so, please keep me warm." Ken took a quick look around. Everything was cleaner than it had ever been. There were neat little piles of items his mother didn't know what to do with. The kitchen was spotless, the refrigerator was clean, and the hall bathroom was perfect. Ken felt slight embarrassment thinking about what his mother had to clean. "She volunteered," he thought to himself, shrugging. Smiling as he removed his clothes down to his boxers, not bothering to bathe the bar stench off him, he climbed in bed behind his mother. She rolled over, half asleep, grabbing his face, kissing him hello and goodnight at the same time. He rolled onto his back, Darla trailing her fingers up and down his bare chest, kissing his shoulder. Ken smiled, placing his hand on the small of her back, feeling her bare skin, as her t-shirt had ridden up some. He moaned softly, feeling a warm woman against his body. "I could get used to this," he thought before drifting to sleep. Chapter 6 "So you ARE making this a weekly thing. Aren't you," Ken greeted his cousin the following Thursday at the bar, right before closing time. "I am!" Downing her Corona, before Ken locked up, Marie thanked him once again for spending time with Darla. The past few nights she had stayed with Ken. "You probably just want your house to yourself to do who knows what," Ken said, locking the door. "You got me. I do!" she laughed, grabbing Ken's hand, walking to her car. "Get home to your woman." "My woman?" "That's right. She's your woman now," Marie said, guiding Ken's hands to her waist, her arms resting on his shoulders. "I don't know about that." "She's a grown woman, she has grown woman needs. It'll be our secret," Marie joked. "Sure." "Alright. Get home. This is from me," She kissed his cheek. "This is from my mom, because she's happy that you are spending time with her sister," she kissed his other cheek. "Finally this is from your mother, because she's probably asleep at this hour," Marie kissed him on the lips, harder and longer than last week. Ken blushed, blinking rapidly again, "Alright, well, I better go." "Keep her warm. She said she loves to snuggle with you," Marie called out over her shoulder on the way to her car. Ken calmed himself down in the car, taking a few deep breaths. "Ok, relax, she's just being friendly." Ken drove off, fleeting thoughts of kissing Marie flashing through his head. When he arrived home, he discovered a fresh batch of cookies had been baked. He couldn't help but laugh. He ate one and headed to the shower. Drying off, he put some boxers on, his mother asleep in his bed. Ken paused, looking at her sleeping form, "My woman," he repeated Marie's words in his head. He thought of his father leaving her, wondering what sort of damage it did all those years ago, empathizing with his mother, climbing in bed to hold her warm body against his. Marie arrived at her house while on her cell phone, "Yes I'm getting naked. I'm home now." She pulled off her t-shirt and shorts, revealing her naked body; she wasn't wearing underwear. Walking to her bedroom, she continued her conversation. "Oh I know. I can't wait to meet you in person too. You'll be here in a few weeks and you're staying with me." Marie climbed into her bed, spreading her legs, playing with her clit, "Mmmm, Bob, I'm going fuck you so hard when you get here. You'll forget all about my mom. You'll want to give all that money to me!" Marie laughed a bit at something Bob said. "But anyway, yes my Aunt and cousin are getting closer and closer. It's only a matter of time before they go all the way. When you issue that challenge, it'll be extra motivation." ****** "I wished you didn't have to work tonight," Darla told her son Saturday afternoon. "Yeah, me too. But this place is pretty busy on Saturdays and it's extra money," Ken replied. Darla hugged him from behind, as he cleaned some dishes in his kitchen, "I'm so glad to be here. I'm glad you're letting me stay. I don't want to go back to my home." Ken turned around, hugging his mother, "It's no big deal. You seem happy. That's not something I've seen often, so I'm glad you're around." "You forgive me for being a horrible mother?" "I'm in my 30's now. I'm not going to cling on to the past. If you want us to be close like this, I'm ok with that," Ken answered. "You weren't horrible. You just had issues." "Yeah," Darla sighed, resting her head against his chest. "I'm so sorry for driving everyone away." "Mom, stop," Ken gently pushed her off him. "It's done. Let's focus on going forward." "Can I move in with you?" she asked. "Really? What about your house?" "I'll put it on the market. Sell it. Start over with you here." Ken watched his mother look down, "I won't get in the way. I won't be clingy or possessive. I just want to be normal with you. Who knows, maybe if your sisters find out how good we're getting along, maybe things can be rebuilt with them too." Ken sighed, "Ok Mom, go ahead and pack your clothes." "I have all new clothes. They're at Marie's house." "Aunt Janet's boss paid for them?" Darla nodded. "He seems like a really nice guy, buying you a new wardrobe," Ken glanced at her cleavage. "You're wearing clothes similar to what Marie is wearing." Darla smiled shyly, "Yeah. You like it?" "You look nice Mom. You look healthy and happy. You could easily get a boyfriend if you wanted." "Maybe you could be my boyfriend," Darla whispered, half smiling. Ken laughed, pulling her in for another hug, "Sure Mom. If I can get a night off work, we'll go out." Ken got home later than usual that Saturday, close to 3am. When he finally crawled into bed, lying on his back, his mother rolled over. She moaned softly, kissing his chest. Ken ran his hand up and down her back, his hand grazing the top of her underwear, noticing she wasn't wearing shorts. He thought nothing of it, loving the feeling of a woman in his arms, not caring it was his mother. He woke the next morning to the smell of bacon. Darla was cooking him breakfast. "Hope you don't mind my lack of clothes," She quietly said when Ken hugged her from behind, thanking her for cooking breakfast. "Nah, it's ok Mom. Whatever makes you feel comfortable," He said. "We're family after all," Darla turned around, running her fingers through his hair. "I don't remember the last time I had a scantily clad woman here anyway," Ken chuckled. "Well, one is moving in with you now," Darla smiled. Ken looked her over, his hands on her waist, "Yeah. That's right Mom. You look great too." Darla blushed, turned around, and finished cooking the bacon. They spent the rest of the day on the couch, cuddling, talking, and watching TV, his mother never bothering to put on pants. She cooked him a delicious early dinner before he left for work for a couple hours to tend a fairly deserted bar. Chapter 7 Marie's Corona was waiting for her Thursday night at the bar. Ken nodded to her, watching her sit and sip on it. "So, how are things going with your roommate?" Marie asked. "Heh. So far so good." "Is she getting on your nerves?" "Nope. Things are oddly perfect." "Why oddly?" Marie asked. "Well she's very affectionate. But it's different. It's not desperate, clingy, it's almost romantic if anything," Ken answered. "Good. I'm betting her kisses and embraces are her way of telling you she loves you. She just hasn't gotten the courage to say it verbally yet. I'm sure it's been a long time since she has." "Could be," Ken said, starting his closing routines. He walked Marie to her car after locking the bar. She smiled, scratched his beard, and kissed his lips. "Maybe this is how healthy mom and son relationships are," Ken said. "Maybe!" Marie smiled, getting in her car. When Ken got home, he showered, crawled into bed, smiling as he held a woman who gradually seemed more like a romantic partner. They kissed each other the lips hello and goodbye. Ken took her to a movie Saturday afternoon before his shift. They held hands while sharing pop corn. Sunday was another long walk in the park; their fingers entwined with each other's, trading glances and smiles. After an early dinner, Ken kissed her on the lips, a little longer than usual. "Thanks for dinner. It was great, as usual." "Thank you for letting me cook for you," Darla said, kissing him in return several times. "I'm really glad you're here." "Me too." ****** "I don't have to work Sunday, so I'm taking mom out," Ken told Marie the following Thursday night at the bar. "Good! Take her someplace romantic!" "Romantic?" "Sure! She'll feel so loved and special. Aren't proud of her? She doesn't drink anymore, she wants to spend every waking moment with you," Marie said. Ken closed and locked the door, Marie taking his hand. "It'll be so much fun. I've never seen her this happy." "Neither have I," Ken said. "Well," Marie stopped at her car, throwing her arms around her cousin's neck, "keep it up. Show her love in return. Soon, she'll be able to repair relationships with the entire family." "Maybe." "One big happy family. I know you've never had that, but deep down, wouldn't you like it?" Marie asked. The Challenge Ch. 06: Making Amends "I suppose so. Yes." Marie closed her eyes, kissed his lips, "Then make it happen." Ken's hands slid around his cousin's waist, pulling her against him, gazing into each other's eyes. His hands slide further south, resting on the rise of her ass. They closed their eyes, inching closer to one another. Marie's cell phone rang. "Ah," she laughed, startled by the phone. "I better get that. Think about what I said." "Yep," Ken hurried away, his erection pressing against his jeans. "Hi Bob," Marie answered her phone, starting up her car. "Yes, next weekend. I can't wait to meet you. All this talk about money and sex is making me so wet." Marie drove off, watching Ken's car do the same in her rearview mirror. "Yes, the seeds are planted. I think this will work out perfectly." She pulled up her skirt, revealing her bare pussy, rubbing her clit at a stop light. "She's moved in with him and everything. It's only a matter of time before they're sleeping together. My Aunt told me she wants it really badly too. Whatever buries her guilt for being a shitty mother, right?" Marie laughed, driving when the light turned green. "Ok Bob, have a safe flight down. My mom still doesn't know your coming to see me, right? Good. You have my address. I'll be naked and waiting for you." ****** "Mom, I don't know what's going on, but this is great. This time we're spending together," Ken said, sitting across from his mother, holding her hand at the dinner table. Darla didn't reply, squeezing his hand, smiling back at him. "You look happy. You look gorgeous," Ken stated, glancing over her pink dress and ample cleavage. "You really enjoy having me around?" She asked. "I do. I truly do. We had some bumps in the road during my younger years, but maybe now, that we're both older, we can forget all of that and keep moving forward." "I'd love that," Darla replied, still holding his hand when the check arrived, not letting it go until they left and she got into the passenger side of his car. Ken rested his hand on her bare thigh, driving to his apartment, his mother gently caressing his hand. He opened her door, grabbed her hand once more, led her inside; from there his mother guided him to his couch. "Hey," He chuckled, when she straddled him. Darla kissed his lips, wiping the saliva away with her thumb. "Is this ok?" she asked. "Mom, I don't know. But I don't mind it." "Good," Darla his whispered, giving him another loving kiss on the mouth. "Maybe this is normal. I always wanted a normal relationship with you." "I know. I was too angry all the time. I mistreated your sisters, your father, my sisters, everyone." Ken brushed away her long red hair, slowly pulling her in for another lip lock. "I just," he paused. "Just what?" his mother whispered, kissing the side of his mouth. Ken's hands found her waist, his hips instinctively, subtly flexed upward into her. Darla kissed the other side of his mouth. "Mom," Ken whispered, his erection at full strength. "Maybe we should," "What?" Darla asked, kissing his lips a few times. "Relax?" Ken said nothing, sitting up on the couch, his hands cupping his mother face, kissing her repeatedly. He kissed at her jaw line, her neck; his erection painfully throbbing against her panties. When his mother moaned, Ken froze, stopping his affection, sitting back, breathing heavily. "Ok, maybe we should calm down a bit." Darla smiled, kissing him once more, "Sure." She climbed off him and made her way to his room, "I'll be in bed, come keep me warm when you're ready." Ken gulped, nodding, watching her walk away. "Holy shit," he thought running his fingers through his hair, calming himself down. Chapter 8 The next several days, Ken played it cool. The romantic, nearly sexual, encounter with his mother after their date had him feeling uncomfortable, yet at the same time, he enjoyed the intimacy immensely. They spent their regular times together, before Ken went to work at the bar in the evenings. Neither initiated kisses, his mother never overstepping bounds or pushing him. They continued to share Ken's bed. He would snuggle with her, keeping her warm, pretending like nothing had happened. Thursday evening arrived and Ken was in an even better mood than he had been all week. He warmly greeted Marie when she stopped in for her weekly drink. "I want you and your mother to come by the house on Saturday. There's someone that wants to meet you two," She told her cousin. "Oh yeah? Who and why?" "Let's just say it's someone who is very interested in relationships," Marie answered. "I'm confused," Ken said, Marie grabbing his hand, walking to her car. "It'll all make sense this weekend. Trust me," Marie said, kissing Ken on the mouth goodnight. ****** Ken and his mother arrived at Marie's, holding hands, on Saturday for lunch. Marie greeted them and led them into the living room where an older gentleman, Bob, stood to shake Ken's hand. "Hi, I'm Marie's boyfriend." "He is not!" Marie swatted his arm. "This is Bob, he's my mom's boss." Bob shook Ken's hand, then gave Darla a brief hug. "Good to see you again, Darla." Ken raised an eyebrow, wondering when his mother met this man. Bob smiled, watching Darla sit close to Ken, her arm wrapped around his. Bob leaned back on the couch across from Ken and Darla, his arm extending around Marie, his hand resting on her hip. "Ken, you're probably wondering why I wanted to meet you. I'm not sure what Marie told you, but I love to bring people together. Particularly relatives. Perhaps it's to make up for my own dysfunctional relationships in my younger years. Either way, I love seeing you and your mother close like this. I only want to make you two even closer." Ken glanced to his mother; she was smiling as though she knew what this meeting was about. "I'll cut right to it. Ken, I am offering you and your mother a large sum of money to become even closer. So close in fact, your relationship will transcend all others," Bob removed his hand from Marie's hip, sitting up on the couch, leaning closer to Ken across from him. "I want you and your mother to become one," He added. "Uh, excuse me?" a confused Ken asked. "I want to give you 20 million dollars if you make love to your mother," Bob flatly said. "You can do it right now, here, on that couch in front of us. Or you can do it in private and record it on a camera I provide. Whatever you prefer." Ken's mouth hung open, he had no words. "Think about it if you want," Bob smiled. Ken glanced to his mother once more, she squeezed his arm, and nodded. "It's up to you. Darla thought it was a wonderful way to -- " Bob said. "You knew about this?" Ken asked his mother. "That's what this is about?" Ken withdrew his arm from her and stood. "You mean all this is for money? This is why you've been spending time with me?" "No, Ken, it's not like that," Darla said. Ken bolted for the front door. "Wait!" His mother called out to him. "No! I want you gone! I want you out of my apartment tonight! You manipulated me just like you did dad. You got close to me so you could, so you could," Ken hard trouble spitting it out. "Seduce me for money!" "Ken, wait, please," Marie followed Darla. "Shut up! You egged her on, you instigated this shit!" Ken glared at his cousin. "What is wrong with you people?" "Ken! Don't leave!" Darla called to him, following him out of the house. "I want you gone. I want all your clothes out of my apartment. I can't believe you did this!" Ken opened his car door, looking back at Darla. "No wonder everyone left you," he glared at her, slammed his car door shut, and sped off, leaving his mother in tears. Ken gathered all her clothes and various toiletry items his mother brought to his apartment, throwing them in a pile by the door. He sat on the couch, in the very spot he shared intimate kisses with Darla the previous weekend, shaking his head, disgusted at himself and her. Ken showered, got ready for work, and left. When he returned home after midnight, he saw the spare key was under the doormat, her things were gone, in their place on the floor was a note, written by Marie: "Ken, please call me or your mom. We need to talk about this. She's a wreck." Ken balled the note up and threw it away. Chapter 9 Ken was angry all week, barely able to focus on work. He thought about his mother's past manipulations, always playing the overdramatic victim, instigating fights at home, and doing who knows what else behind the family's backs, driving everyone away. In his mind, this was all another game she was playing. Ken figured she wanted that money, perhaps promising to share some with Marie, buttering up to Ken, playing nice, putting on a show to make amends for being a bad mother. Ken felt used and abused. Her kisses seemed real, her loving embraces seemed genuine. Ken told himself it was all a lie. He felt sickened that it could've led to incestuous acts with the woman. "What do you want, Marie?" Ken snapped at his cousin when she appeared late Thursday night. "I just want to talk," she answered. She sat on a bar stool, straightening out her short dress. "I have nothing to say to you or my mom. Leave," he started wiping down the bar. "Just hear me out. You don't have to say anything." Ken shook his head, ignoring her, putting away dry glasses. "Your mother isn't manipulating you. It's all real. When I visited her at New Year's she was a mess. She was crying, going on and on about how everyone left her. I couldn't leave her in that drunken state. I took her home with me, cleaned her up and took care of her. When she sobered up, she talked about how she failed as a mother and wife. She said she hated herself and how she treated others in the family. I listened to her and was there for her. I convinced her to make things right with you first, because you two had the least damaged relationship. She agreed. Then Bob called." Ken, his back to Marie, closed out the cash register while she kept talking. "He's a pervert, yes, but he's giving away lots of money to families that have sex with each other. My mom works for him. He paid her to tell him everything about our family. She told him about her sister and you. Bob must've thought it'd be great if you two became close enough, repaired your relationship, and made love to each other. The money would be a motivator." Ken walked around the bar, making his way to the door. "It was a coincidence, I swear," Marie said to Ken as he brushed by her. "She was going to contact you and initiate all of this with or without being offered money." Marie got off her stool, as Ken opened the door, gesturing her to leave. "Please believe me. This challenge, incest for money, came after she decided to make amends." "Leave," Ken pointed to the sidewalk outside the bar. Marie didn't budge. "She wanted to make a better life for you and her AND repair the relationship. The money could help with all of that. $20 million, Ken." "Leave," He said again. Marie started getting angry. "Don't tell me to leave! You're saying you wouldn't do that for millions of dollars? I don't believe that for a second! All that money all for you, if you give in, forgive her, make love to her and move on." Ken shook his head, sighing heavily. He turned to face his cousin, "Marie, I don't -- " Ken's mouth dropped, Marie had slipped out of her dress and stood at the bar, naked. "I'm not leaving right now, Ken. I may be only a cousin, but I'm willing to bet you will fuck me right here in this bar for free," Marie said. Ken slowly closed the door, locking it from the inside. He looked to his cousin again, his eyes drinking in her body, her curves. "Well?" Marie asked. "Would you cross the line with your mother for millions of dollars? Would you cross the line with me tonight, for free?" "You're damn right I would," Ken said, rushing to Marie, pulling her naked body in for a hard kiss, her hands busy unbuttoning and unzipping his pants. He pushed her away, sliding his pants and boxers down, stepping out of them. He grabbed her once more, tongue kissing her hard, Marie pulling his shirt off. Ken bent at the knees, wrapped his arms around her, picked her up, and slammed her on the bar. "Yes," She grit her teeth, urging him on, moaning once he entered her. "Do it!" Marie wrapped her long legs around her cousin, holding him in place. Ken began pummeling in and out of her on top of the bar, angrily fucking her. He watched her gorgeous tits jiggle with each impact. "Ah Ken!" She cried out. Ken reached for the nearest vodka bottled, removing the top and taking a huge swig. Marie arched her back, offering her breasts to him. Ken instead poured the rest of the vodka bottle all over her. "You're making a mess," Marie said in between Ken's hard thrusts. "Fuck this place," he answered. Marie pulled him in for a kiss, her feet locking behind his pistoning ass, "Fuck me too." Ken kissed her again, pulling out, and then moved to licking the vodka off her neck, breast, nipples, and tummy. He licked down to her engorged clit, and then reentered her, thrusting harder than before. He wanted to cum, not caring if she did or not. The hot chick from high school, who hung out with jocks and the cool kids, was covered in liquor and getting fucked on a bar, by her cousin. Ken couldn't help but grin when he felt his climax approaching. He pulled out, pumped his cock several times, aimed and sprayed semen all over her stomach and tits. When he was done, Marie sat up on the bar, bringing him in for another kiss, "Go home, shower, rest, and go see your mother. She's at her house. Be gentle and loving with her." Ken nodded, helping Marie off the bar. He wiped her down with a dish rag, tossed it on the floor, not bothering to clean up the mess they made. Chapter 10 After Ken showered at his apartment, he grabbed some clothes, a few toiletry items and headed to his mother's house. He was going to wake her up, apologize for lashing out at her, and then talk about this money and challenge. When he arrived, the front door wasn't locked. Ken shrugged, figuring she may have forgotten to lock up. Entering the living room, he saw the lights were on, the TV was as well. "Mom?" he called out to her, receiving no answer. Ken made his way down the hallway, "Mom?" Again, there was no answer. He saw her bedroom light shining into the hallway, his heart racing. "Mom?" he said one last time, before reaching her room. Ken saw her body, lying motionless in a fetal position, next to a small pool of vomit. "Mom!" he cried out, going to her side. He nudged her gently, there was no response. Her lips had a slight bluish tint and her skin was pale and cool to the touch. He checked her pulse, relieved to find a very slow one. He listened to her breathing, it was slow and shallow. Ken frantically looked around the room, seeing empty liquor bottles, thinking she drank herself sick. He'd seen people vomit and pass out, but never anyone this bad. He called 911. ****** A few hours later the doctor was talking to Ken about his mother's alcohol poisoning. Ken was nodding his head, not taking his eyes off his sleeping mother. "We pumped her stomach and have an IV of fluids and vitamins going in her to keep her hydrated. Her breathing was slow and shallow but she didn't need a tracheotomy. The amount of alcohol she consumed lowered her body temperature. It has since risen. We'll keep her here for a couple days," the doctor explained. Ken nodded, not saying a word. The doctor left and Ken went to her side, his hand resting on hers, fighting back tears. He lowered his head, closing his eyes, trying his best not to break down. As dawn approached, Marie arrived, placing her hand on a sleeping Ken's shoulder, causing him to stir. He was still sitting by his mother's bed. "How is she?" Marie whispered. "Alcohol poisoning. I think she'll be ok," Ken sighed. "If I hadn't went by there, if I hadn't gotten to her in time," Ken said. "But you did. You went right by there after work like I told you to," Marie patted his shoulder. Ken turned, looking up at her smiling face. She bent down to hug him, kissing his head. "I'll let my mom know she's ok," Marie said. After lunch, Ken called his boss, the tavern's owner while getting some fresh air. "I can't close the bar tonight. My mom is in the hospital." "What? Well who's gonna close the bar? What the hell man. You can't come in at all?" his boss complained. Ken paused a moment, gritting his teeth. "Fuck you and your piece of shit little bar," he hung up on his boss and headed back inside the hospital. Back at his mother's side, the afternoon crawled on, approaching dinner time. He was drifting in and out of sleep, his hand resting on hers. Then he heard it, a whisper. "Just wanted to make things better," Darla said. Ken stirred, looking to his mother, "mom?" "Just wanted us to be happy. I thought the money would help. I thought it'd make you love me," She slowly whispered. "Mom, I do though. I do love you," Ken, grabbing her hand, kissing it. "But I was horrible to your dad, sisters, and -- " "It's in the past," Ken said. "I just wanted things to be better. The money could've helped," Darla said. "Made things right again." "No, no it wouldn't have helped. Mom, please, being genuine and making a real attempt to mend things was working. It was working! I was so happy to have you around, to have you staying with me," Ken said, choking up. "Please believe me; you didn't need to bring in a bunch of money to buy love or forgiveness. You were already doing just fine without it," Ken kissed her hand. "Ken, I'm so sorry," Darla started crying. "I know it was wrong, perverse even, but I thought if you and I did that for money we'd fix everything. We'd have sex one time, get paid, and move forward, happy." "We don't need that money mom. Just talking and spending time together could fix things," Ken said, wiping away a tear from his eye. "It was working too." Darla told him something she hadn't told her son in a few years, the last time was after a quick Mother's Day lunch he took her on a while back. This time it wasn't just a quick mention or something said to thank her son for lunch, but was far more real, her eyes locking on his. "Ken, I love you. So much." Ken nodded, sniffing, kissing her hand again. "I love you too, Mom." Chapter 11 A couple days later, Ken took his mother home from the hospital. He took her to his apartment, saying she wasn't going back to her home, until the following week. They agreed to go there, clean it up, throw out a lot of junk, and put it up for sale. Ken made her a nice, warm, bubble bath in his tub, ordered some take out from her favorite restaurant. He kissed her forehead, her body obscured by fluffy bubbles, and left to pick up their meal. They sat across from one another, eating, smiling, Darla in a white, fuzzy bathrobe. At bed time, Ken put on clean sheets on his bed, his mother looking on, still in her robe. "So I'm guessing you aren't working tonight, either?" "Nope. I'm guessing I'm unemployed. I didn't bother calling into the newer bar last night. I didn't answer their calls either. I don't really care," Ken said, fluffing a pillow. "Maybe we can move in with Marie," Darla suggested. "Maybe," Ken smiled, walking over to her, standing in front of her. "Maybe buy our own place." "Ken?" His mother asked. He chuckled softly, running his fingers through her long red locks. He kissed her cheek, then her lips, "How about we see if that Bob guy is legit?" The Challenge Ch. 07: Fernanda's Turn Author's note: Like the other Challenge stories, this takes place in the same year. If you read part 6, Bob was in Miami for a quick visit. This story begins during the same Miami trip. There are a couple of cameos of minor characters from previous Challenge stories. Obviously the special resort in the Bahamas is here too. Themes throughout this story include: aunt/nephew, uncle/niece, mom/son, and light father/daughter. When I say "light" I mean mentions of sex, alluding to it happening, cut scenes etc. I don't feel fully comfortable writing a dad/daughter themed story. So I have it taking place in the background of this one. Other themes include group sex and bondage, girl on girl, and femdom. The final Challenge story (part 8) was written awhile back. It'll be posted soon. Finally, any and all stories of mine which feature Fernanda as a minor character happen before the events of this story. The Challenge 7: Fernanda's Turn Chapter 1 One by one, the men took her, Bob watching from his seat in the corner. Senior, middle range managers, a few directors and vice presidents, even a couple of the new guys that were able to suck up to their bosses, were all in on it. She was tied up, wrists and ankles bound to special rings that were installed to her new desk. She was standing, bent over, as man after man, 20 of them, fucked her, making sure to ejaculate in a wine glass on the desk. After they all left, it was her and Bob. She nodded to him, he stood, removed his belt, smiling as he walked toward her helpless body. She cried out from pain when the belt landed against her ass. Then Bob did it again, and again, and again. It hurt so good. Bob fastened it loosely around her neck, moved behind her, unzipped his pants and took her for himself, tugging at the belt as he worked. When he was ready to cum a few moments later he pulled out, grabbed the wine glass and added his spunk to the mix. He removed his belt from her neck, undid the ties, poured himself some wine in another glass and smiled at his employee. "Congratulations on the promotion, Fernanda," He said, dinging his wine-filled glass with her cum-filled glass. Bob watched her drink the semen of 21 men like it was water, taking a few sips of his wine. "No, thank you," she said. "For all of this, for indulging me." "My pleasure," Bob smiled, taking the six foot tall, Puerto Rican in his arms. This was all her idea - being tied up, whipped, fucked like this on the day of her promotion. Hugging Bob, she loved every minute of it and knew that evening, during Bob's quick trip to Miami; she'd spend it in bed with him. That evening at Bob's hotel, Fernanda was on all fours, urging her employer go harder, to go faster. Bob slapped her ass, still red from the earlier belt lashing, when he felt an increasingly frequent pain in his chest. He pulled out of Fernanda, sitting on the side of the bed. "Bob? Are you ok?" She asked the older man, putting her arm around him. "Yes. I'm fine, I," Bob had trouble breathing. "Are you sure? Should I call 911?" Fernanda asked. "No, no, it's fine," he answered, calming himself down. "Too much excitement," he joked. Fernanda retrieved some water, Bob admiring her long legs, tall, light-brown body, long, black hair, and sizable handfuls of breasts. "There. That better?" she asked. "Yes. I'm ok now, just need to take it easy for a bit," Bob answer. The tightness in his chest subsided a moment later. He felt better, chuckling softly at Fernanda. She was so incredibly wild in bed. He wondered if the 36-year old was too much for him. Deep down, Bob knew the reasons for his chest pains. "I need your help with something, Fernanda," Bob said lying back on his bed. Fernanda joined him, curling up in his arms, rubbing his belly. "Anything." "I want you to oversee a challenge to someone of your choosing," Bob said. Fernanda thought for a second, wondering if it was pertaining to an employee or manager Bob needed to work harder. She figured Bob wanted her to motivate and challenge this person to meet certain goals within the company. She thought about that new hire, a photographer, a cute guy. "I wonder if it involves - " she thought. "Sex. It involves sex," Bob said aloud, answering the question she was asking herself. Fernanda giggled, "I see. Well what sort of challenge?" "Fernanda," Bob sat up, sipping more of his water. "I'm going to honest with you." "Sure, Bob, what is it?" He looked into her brown eyes, not missing a beat and bluntly informed her. "I want you to challenge someone to commit incest. If they are successful, you will pay them $20 million dollars. You'll also be paid $20 million dollars." Fernanda's mouth dropped open. "You will handle everything. You will arrange everything. If this person needs money to buy gifts for their family member, to buy new clothes for themselves, or needs anything to help them seduce their family member - you will have the resources to make that happen, my resources. For proof, you can use a camera, the person can film it on their phone, or if you prefer, you can watch them commit the act in person." "Bob?" Fernanda asked. "Yes I'm serious. Yes I want you to do this. Yes I trust you enough to not to tell anyone. Yes this is all worth it in the end, but only if they are successful." "Why me though? Why did you choose me?" she asked, in her thick accent. "Because I know you. I know of your sexual adventures with me and others. I know how huge a role sex plays in your life. I want you to experience this, to see two family members come together in the ultimate way. You may think it's sick at first, but trust me, like I trust you." Fernanda paused, staring off into space for a minute, a million thoughts running through her head. She sighed heavily. "I'll do it." Chapter 2 The next morning she arrived home, having thought about her assigned challenge all morning. Fernanda shook her head in annoyance, her son, Jonny, wasn't home again. She knew exactly where he was. Fernanda took a shower, deciding to call him and order home after it. Jonny was spending way too much time at his aunt's house. Fernanda found herself getting more and more annoyed by this. She knew why too, but was unable to admit it to herself. Sitting naked on the edge of her bed, rubbing lotion onto her legs, she reached for her phone, calling her son. ******* Claudia laughed at her nephew. He was flirting with her again, just like she instructed him too. He tickled her sides, held her hand, and complimented her. "Now can I grab it?" Jonny asked. "Ugh, patience!" Claudia smiled at him. Jonny's phone rang. "Crap, it's mom," he said. "You better answer it. Remember, you came over for breakfast. You didn't spend the night," his aunt reminded him. "I know. Hey mom," Jonny answered. "Yep, we went out to breakfast. Sure I'm on my way. Later." "Good. Now go home," Claudia said. "Can I grab it though?" Jonny asked. "Fine! Give me a hug," Claudia said. "Good, now just move your hands down to it." Jonny bit his lip to keep from giggling as his hands traveled down his aunt's back, arriving at her juicy ass, squeezing it. "Wow." "Very good, now then, off you go." "No, wait," Jonny said, squeezing it, almost inspecting it. "So nice." "Ok!" Claudia said, pushing him away, smiling. "Can I grab it bare one day?" "Maybe one day," she winked at him. "You have to at least kiss me first," she said, closing her door on her nephew. "No, no, no wait!" he tried to get her to reopen the door. Jonny was too slow, the rock hard, 18-year-old stood on his aunts door step. He laughed at himself, replaying Claudia's words in his mind to be patient. The flirting banter the last few months was going to pay off - he knew it. He just had to wait. Jonny arrived home, finding his mother, sitting at the kitchen table, going through the mail. "Hey," he told her. "At Claudia's again huh," Fernanda said, not looking up from her task. "Yeah, we went to breakfast," Jonny grabbed some water. "I need you to mow the yard today," Fernanda called out to him as he walked out of the kitchen. "Ok," he sighed. Fernanda shook her head, hoping what she feared wasn't real. Thoughts of finding someone to challenge them to commit incest left her mind, replaced by thoughts of her teen years. Staring off into space once again, she remembered her uncle in Puerto Rico, on top of her, grunting, moaning, fucking her. Fernanda's mouth hung open, a climax building. "Yes, yes," she thought, while her uncle came inside her. Fernanda wasn't far behind, her body shaking with pleasure, one man on her mind - it wasn't her uncle. Snapping herself out of her walk down memory lane, she threw away the junk mail, and started on dinner for Jonny. Fernanda had a busy night ahead of her and wanted him to have stuff to warm up, hoping he wouldn't hang out with his aunt again. She could order Jonny not to, but she had no valid reason or proof of anything inappropriate to do so. Plus Fernanda and Claudia were very close. ******* Later that evening, Fernanda was helping herself to the catered buffet dinner on a section of South Beach where several photo shoots were occurring. She was overseeing all of it. "So from New York, yes?" Fernanda asked one of the models, a new girl, mid-20s, who moved from there recently. "Good, good. We are glad to have you, Dolores" Fernanda said, moving down the dinner line. "I think this 'Lovely Latinas' special will be a success." "Please, call me Dolly," she smiled, piling up some fruit on her plate. "And yes, I'm very excited to shoot with Elite Magazine." The two women sat at a nearby table, chatting more about their background. Fernanda noticed Dolly, of Venezuelan decent, had a perfect body the demographic of Elite Magazine would love - curvy, ample backside, nice sized breasts. An hour later, the sun starting to set, Fernanda was behind a tent, making out with a model. He was doing a shoot for the first time with Elite Magazine as well. It was for their fitness section. "Fer-Fernanda, I have - " he managed to get out. "Just let me take care of you real quick," She said, running her hand up and down his bulge. "I can't. I have to go," he said, moaning at her kisses. "Ah shit." "Feel good?" She asked, squeezing his erection. "Yeah, but I gotta go!" "I won't take me long to make you cum." "You're the boss lady. If a shot gets ruined due to lack of light, that wouldn't look good," he said. "Fine! Go," she rolled her eyes. "Ulysses," she called out to him. "It's been a few months." "I know. We'll meet up later tonight. Deal?" Ulysses asked. "I look forward to it," She grinned. Fernanda stepped out from behind the tent, making her way to the other photo shoot that was going on at the same time. She smiled, watching Dolly turn around, wearing a hot pink thong bikini, sticking her butt out. Rodney, the model Dolly was shooting with, crouched next to her, his hands reaching around her hips, going to her ass. Flashes went off from the cameras; Rodney pulled Dolly's ass cheeks apart. If she wasn't wearing a thong, her puckered asshole would be on display. More flashes, Rodney not smiling. Fernanda got an idea. Chapter 3 After some paper work, meeting with a few photographers and editors, Fernanda caught up to the newest model for Elite Magazine - one of the many publications Bob's company produced. Dolly, a beach towel wrapped around her body, was chatting and thanking a photographer after the session. "Dolly, may I have a word?" Fernanda asked. "Yes ma'am," Dolly smiled, making her way to the newly promoted senior manager, Fernanda. "Please, do not call me ma'am! I'm only, what, 10 years older than you?" Fernanda joked. "I'm 27, so maybe?" "Ah. Nine years then. Anyway, how was your first shoot today?" "It was great! The photographers were so nice." "Good. That's what I like to hear. How was the model you worked with?" Fernanda asked. "Rodney?" Dolly shrugged. "He seemed nice, I guess." Fernanda knew Rodney all too well. He wasn't the most friendliest or talkative person. "I see. Did he make a pass at you?" She winked. "Ha! Well, sorta, I think. He kept his hands on me a little longer than I thought was appropriate." "I see. Did it bother you, because if so, I will see to it that - " "No, no, it's fine," Dolly said. "Let me know if you ever have any problems." "I will, I promise." "Good. I know Rodney goes out on Saturday nights a lot. Would care to join him? Perhaps we can both go out and meet up with him," Fernanda asked, knowing Dolly's answer. "Uh, no, no thanks," Dolly turned, looking to the hulking man. "To tell you the truth. He seems kinda," Dolly paused, "ugh." Fernanda erupted in laughter. "That's a term I have not heard used to describe someone before. But yes, there isn't much to him, is it?" Dolly smiled and shook her head. Fernanda cleared her throat, leaned in to whisper, "I know a very, very nice man who is shooting down the beach a little ways. Perhaps we can meet up with him later. You and I." "Are you suggesting we, uh," Dolly gulped. "I think you know what I mean. And I also think you would like this man far more than Rodney," Fernanda smiled, hoping the younger lady would pick up on her suggestion. ******* Seven hours later, just after two in the morning, Dolly stood, nude, tired, and sweating in front of a bed. Ulysses sat on it behind her, slowly licking up her lower back, kissing her ass, rubbing his hands all over it. Her legs were trembling, her spine tingling Fernanda approached her, kissing her lips tenderly. "See. I told you you'd enjoy him." "Uh huh, yes, very much," Dolly struggled to say, as Ulysses licked at her ass-crack. "Good. Let's get him inside you again," Fernanda said, gently pushing Ulysses onto his back, going to her knees, giving several, long licks to his cock, tasting her and Dolly's mixture of pussy juices. Dolly turned around, slowly climbing on Ulysses. Fernanda guided his cock back inside her, and then climbed on the bed, throwing her leg over Ulysses' face, sitting on it. "Ready? Just like before, we'll cum at the same time," Fernanda instructed. Dolly nodded, the two women held hands, grinding against Ulysses cock and tongue, working toward another mutual orgasm. An hour later, Fernanda climbed off Ulysses to join Dolly, still nude, outside on the hotel balcony. "It's a beautiful night," Fernanda said, switching to her native Spanish tongue, slipping her hands around the shorter Dolly. Dolly chuckled, resting her head back against Fernanda, "It certainly is. The last time I spoke Spanish was in a dream I had a couple weeks ago." "I do in my head all the time. When I'm thinking it's never in English," Fernanda said. She looked over to a sleeping Ulysses. "Looks like we wore him out." "We sure did," Dolly turned around, kissing Fernanda's lips. "I had no idea how much of a freak you'd be. But it looks like you are quite a wild girl. You remind me of myself," Fernanda said. "Except you probably have better taste than I. Avoiding Rodney proves that." "Thank you for introducing me to him," Dolly nodded in the direction of their sleeping friend. "There's something I want to talk to you about," Fernanda said. "Something I'd rather he not know. Hence, why we're speaking Spanish now - in the event he wakes up." "Ah, very clever," Dolly smiled. "Yes. Well, it's about sex," she replied. "Sex and money," Fernanda cupped Dolly's ass. "A lot of money." "You want me to be a prostitute?" Dolly joked. "No! Not that. I want to give you a large sum of money if you are able to do something for me," Fernanda said, lightly tugging at Dolly's long, black hair, causing her to arc her neck. Fernanda planted several kisses there. Dolly moaned, "How, how much?" Fernanda trailed her hand down Dolly's stomach, arriving at her trimmed bush, "$20 million." Fernanda slid her fingers down further; rubbing them against Dolly's hooded clit. "Ahhh," she moaned softly. "R-really?" "Mmhmm. All yours if you can do one simple thing for me," Fernanda said, her middle and ring fingers sliding against Dolly's wet pussy lips. "Anything!" "Seduce a family member," Fernanda said, her fingers entering Dolly. "Yes! I mean, uh, I don't know," Dolly said. "That is a lot of money. Who?" Fernanda paused, thinking for a moment. Flashes of her uncle, slamming into her as hard as he could, then flipping her over, bringing her hips back to him, taking her doggy style, danced through her head. Teenage Fernanda was cumming again and again on her uncle's cock. But he wasn't who she wanted. He wasn't the man she wished was teaching her all about sex. "Your father," Fernanda answered Dolly's question, thinking back to her younger years and how much she desired her own father - how many nights she stayed up wide awake wishing he was the man, not her uncle, making love to her. "I, I don't know." Fernanda resumed fingering Dolly, "$20 million, all yours, if you do it. I'll help you anyway I can. I'll buy you new clothes, I'll give you money to buy him gifts, I'll send you two on trips, I'll arrange everything." "Fer - Fernanda," Dolly struggled to get out, feeling her manager's fingers curl upward inside her. "How will you, ah! Proof?" Dolly was on the edge of climaxing again. Fernanda paused, thinking if she was sure about what she was going to tell Dolly. She told herself yes. "I want to see it. In person. You two will do it in front of me." She resumed her finger fucking of Dolly, causing her to climax, "Yes! Yes!" she cried out in the humid night air, 10 stories above ground level. "Good," Fernanda pulled her fingers out. Still speaking Spanish she ordered Dolly to follow, "Let's go shower." She grabbed her hand, leading her to the bathroom. That very same moment, across down, at Claudia's, Jonny was having trouble staying away, fighting with all his might to keep going, to keep kissing his aunt, to keep holding her gorgeous face, locking his lips with hers. "Jonny," Claudia broke the kiss. "Let's go to sleep. We're tired." "I know, but this is so nice," He pleased. "Jonny," Claudia gave him a look a mother would give. She was his aunt, she loved him like a mother. "Fine," he sighed. "You were really good. You did a great job," Claudia said, getting under the covers. "I did?" "Of course. The way you held my face, the way your hand roamed over my body. Girls like that." Jonny smiled, "Cool." Claudia fell asleep minutes later in her nephew's arms, happy to teach him all about sex, just like her and Fernanda's uncle did when she was younger. Chapter 4 Fernanda drove home at 11 am, wondering how and why Dolly was so eager to take her up on her challenge. She wondered if Dolly and her father had a great relationship. Maybe her family was poor and really needed the money. She wasn't sure, but couldn't get her own father, a man she lovingly called Papi, out of her head. In fact, he was always on her mind. Every man she slept with, she pretended it was him. She loved him more than anything. Her predator uncle, who looked like a younger version of her father, had no trouble getting into his niece's pants - telling them he could be their "teacher" when it came to sex. Jonny arrived moments after his mother, seeing an annoyed look on her face. "With Claudia again?" she asked. "Oh, yeah," he shrugged. "Just hanging out some during the weekend." Fernanda, older, wiser, and now knowing what their uncle was up to, wondered how easily it'd be for Claudia to prey on her nephew. Claudia was beautiful and slightly shorter than Fernanda. She had a curvy body, Fernanda got her sister a few modeling gigs with Elite Magazine. Her face reminded her a little of someone not of Hispanic decent; she could easily pass for Lebanese or Israeli. The Challenge Ch. 07: Fernanda's Turn She didn't know if Jonny had a crush on his aunt, but she couldn't blame him if he did. Somewhere inside her, she was extremely jealous. This pattern had been happening for several months now. Jonny and his aunt spent more and more time together, since late the previous year. It was usually during the weekend, which is when Fernanda worked the most. "Are you going to prom?" Fernanda asked Jonny. He shrugged again. "Not sure. Maybe," he said. Taking a chance he added, "Claudia might go with me." "What?" Fernanda said flatly. "Maybe. We were talking about it some. It'd be kinda cool. She said she never went to her prom. I offered to take her to mine. She looks young enough I guess." Fernanda was fuming, but tried to remain calm. "Jonny, I think it would be best if you took a girl from school. One your own age." "We might not even go. It's just an idea. She's a really cool aunt." Fernanda grit her teeth, and then took a deep breath. "I have no reason to suspect anything. No proof. Maybe she's just being sweet to him," she told herself, calming her anger. She said nothing and headed to her bedroom. Pushing anger aside, she called Dolly. The two women had dinner that night. They talked about their plans. Fernanda was happy to learn Dolly was serious about it and it wasn't just something she agreed to in the heat of an orgasm. Dolly's father moved back to Venezuela a few months prior after Dolly's mother passed away. He was 60 years old, and apparently, a wonderful father to Dolly and her sisters. Fernanda said she would send Dolly to Venezuela, authorize and excuse her time off from the magazine, and wire money to her, should she need any to help her seduce him. Dolly's visit would be a surprise, she would stay with him, take care of him - hopefully in every way. Fernanda took Dolly to get her hair and nails done a few days later. She even arranged Dolly's apartment rent to be sent to her while Dolly was away. They had no idea how long it would take Dolly to accomplish her mission. A few days later, Friday night after dinner, Fernanda had Dolly pinned against her apartment door, kissing at her neck. "My flight home is early tomorrow. I need to go to bed soon," Dolly said. "Mmhmm," Fernanda ignored her. "Ulysses isn't in town this weekend either. As gorgeous as you are, I'd prefer to have a cock," Dolly said. Fernanda turned Dolly around, slamming her against her door, rubbing her crotch into Dolly's ass. A shocked Dolly gasped, "Fernanda is that a - " "A big dick? Yes," Fernanda stepped back, pulled up her long, flowing skirt and revealed a strap-on dildo easily concealed. "I'll stay with you tonight. I'll make sure you don't miss your flight. Maybe you can sleep on the way there," Fernanda winked. "You're insane," Dolly giggled, looking to the strap-on. "I am. And I'm going to fuck you. Get inside," She ordered. ******* At that very same moment, Jonny was sitting on his aunt's couch, eyes wide. "Can I do it?" he asked her. She was standing in front of him. Claudia giggled, wiggled her hips from side-to-side, "Sure." Jonny put his hands on her hips, hooking his thumbs in to her gray yoga pants. He took a deep breath and slowly slid the pants down revealing little-by-little of her juicy bare ass, until it was fully revealed, no underwear, just inches in front of his face. "Wow," he said, staring at it. "You like it?" his aunt asked. "Uh huh. It's beautiful." "Jonny. Kiss my ass," she pretended to fuss at him. "Ok!" he said, immediately diving in, kissing, grabbing all over her ass cheeks. "Yes, that's it. Just like that," his aunt instructed. "Wait," she told him to stop. "Kiss it deeply," She bent over, reaching back, pulling her butt cheeks apart. "There you go." Jonny watched her puckered hole clinch before him. "Holy shit," he thought, before diving in, his tongue licking all around it. A few moments later, she stopped him, made him sit back and lowered herself onto his lap. His throbbing erection painfully begged to be free. But Claudia wouldn't free it. Instead she slowly dragged her bare ass across his tented pants. "Feel good?" she asked. "Yep!" "Good," she moaned. "I can feel that you enjoy it." "I do. Very much." "Oh Jonny," Claudia said, loving the way her nephews erection felt sliding in between her butt cheeks. "I, I, I think I'm gonna - " he said. "Cum? It's ok, do it," Claudia finished his sentence. "Yes! Yes!" Jonny cried out. "Don't be embarrassed, just do it," she reassured him in the event he had doubts. He, of course, didn't and has wanted her since he became interested in girls. His cock erupted in his pants, Jonny threw his head back on the couch, moaning. "That's it, that's it. Let it come out," Claudia said, feeling a damp spot against her ass. Jonny gripped her butt cheek, squeezing once more, as the orgasm coursed through him. "Very good, Jonny. Very good," Claudia said, turning around, sitting on his lap, kissing his face. Chapter 5 Fernanda arrived home early the next afternoon after dropping Dolly off at the airport and doing some shopping. Jonny wasn't there, no note as usual. She knew he was with Claudia though. Jonny was at the mall with his aunt. They were looking at girls, Claudia asking him what he thought of the ones that walked back. He said some were cute or ok looking, but overall wasn't too interested in them. His smiles and glances at his aunt gave away his true desires. "So prom, or no?" Jonny asked. "Oh right. Yeah I don't know about that Jonny. I mean, look at me. I'm too old!" she laughed. "You could pass for a senior. Trust me." "You're just saying that. But it would be nice. No one would know who I was," Claudia said. "Yeah I'd have the hottest chick there." "Sure," she rolled her eyes. "It would be a special night though," she added glancing to his crotch. They smiled, their eyes meeting. Jonny's phone rang, distracting him. He answered it, saying hello to his mother. "Yeah we're just hanging out at the mall. Probably going to come home soon," he told her. "Yep, I will. I know," Jonny said, remembering tests to study for. "Ok, bye," He ended the called, annoyed. "You better get home," Claudia said. "Can I come see you tomorrow?" "I don't know about that. I don't want your mom getting annoyed with me, distracting you from studying." "All right," he sighed. Claudia held his hand to his car, kissing him on the cheek goodbye. "I'll see you again soon. We'll work on other things." "Other things? Claudia nodded, her hand grazing against the bulge in her nephew's pants. "Uh huh." She kissed him once more and went home. Fernanda was waiting, thinking, wondering about Claudia, her uncle, and always her father. She called her Papi, chatting briefly about Jonny finishing high school, her promotion, and other general things. It was like all their phone calls, somewhat boring, and obligatory. She wanted to tell him she was in love with him, but never did, throughout all these years. Jonny arrived later, his mother telling him to study. That evening Fernanda got a text on her phone from Dolly. She was there with her father, they were going to dinner, and he was very happy to see her. She added that she'll send emails to Fernanda to let her know of her progress in this $20 million dollar challenge. Fernanda sighed, horny, bored, thinking of calling Rodney for a good fuck session, but ultimately decided against it. She instead curled up in bed, did some work on her laptop and watched a movie. ******* The emails came on Monday. Fernanda sat at her desk reading one she received before lunch. "Things are going great so far. I've helped him move some old items and belongings of mom's out. I cleaned the house. I took him to dinner. He's been so happy to see me; it was a total surprise. The best part was last night. I went to sleep in his arms. He asked me if I was seeing someone and I said that he was the only man I wanted to spend my time with. I laughed and held me closer. I was only wearing a large t-shirt, so when he finally went to sleep, I slid out of my thong and pulled my shirt up a bit, exposing my butt. This morning his hand was resting where my butt started. I don't think he noticed. I'm going to take him out again tonight. I want it to be romantic. Maybe we'll take a nice long walk and then, who knows!" Fernanda found herself imaging it was her and her father instead. She closed out of the email, frustrated, but confident Dolly would be successful - thus earning $20 million for herself in the process. That evening Jonny was late getting home from school. Fernanda wondered where he was, but deep down knew. What she didn't know is that her son was busy kissing his aunt, grabbing her butt and dry humping her until he came in his pants again. Fernanda ate dinner alone, hoping her sister wasn't taking the role of their uncle. The next day, another email. "I told him how much I loved him last night. We have often told each other that, but this time it was different. I think he could tell. I curled up in his arms again, wearing only a long t-shirt. I kissed him. I don't mean a peck, but a long kiss on the mouth. He was surprised by this, but didn't seem too unnerved by it. I will make this a habit - kissing him. We're going to the beach tomorrow. I only have tiny thong bikinis used from my Elite Mag photo shoots. Fernanda, I must admit, this is turning me on so much - this challenge and the money from it. Like I said before I left, you're insane, but I suppose I am too." It was another repeat of her night before; home alone, waiting for Jonny to arrive for dinner. He never did though, saying he ate at Claudia's when he finally did show up. He said goodnight to his mother and went to study. He failed to mention his aunt let him see her breasts that night. Claudia let him fondle them, kiss them, suck them. It felt so good that she ground against his erection causing them both to climax. "Fernanda, I'm playing with my pussy as I type this email. I showered with him! I actually bathed him and we were both naked and it was amazing! It felt natural. We were at the beach all day. He joked about my butt, saying it appeared to be a handful. I grabbed his hand and put it there. He squeezed it a few times, we laughed about it. Then after dinner, I suggested we shower. He was reluctant, which was no surprise. I told him it was just me and that I'd scrub his back. We stood there naked, not caring, while I cleaned his back. Then he sat on the small bench and I washed his hair. He rested his hand on my waist. It was so cute. He wasn't erect, but it just felt so normal. I'll let you know how things go in a few days. We're going sightseeing." Fernanda shook her head, "So easy for her." She shut down her laptop and headed home for the day. She sat alone, thinking of her father, still in Puerto Rico, thinking about calling him, but not wanting to bother him. She often wondered if he knew his younger brother was fucking his daughters. If he did, he never brought it up. Jonny was at home, studying once again. Fernanda peeped in on him; he smiled, nodded and went back to his book. Her phone rang, it was Claudia. She invited Fernanda out Saturday night to a new club that was opening. She declined, ending the brief and slightly terse phone call. She didn't want to see her sister. Chapter 6 "Where are you going?" Fernanda asked her son Saturday night. He was adjusting his tie. "Claudia invited me out with her friends." "Oh no, no, no. I don't think so," his mother replied in her thick accent. "What? We're just going to hang out." "Then I'm going too," Fernanda blurted out. She wondered why she didn't just order him to stay home. Part of her wanted confirmation for herself of what her sister was up to. The night was fairly miserable for Jonny. Claudia was fine with it, assuring her nephew that everything was cool and to relax. They went to an 18+ club and Fernanda was all over her son - he was thoroughly embarrassed. She wouldn't allow Claudia near him; she wouldn't give her a chance to touch her nephew in anyway. Rodney showed up alone. He approached Fernanda, asking her for a dance, putting his hand on her ass. She swatted his hand away, adjusting her short dress, "No!" "What the hell?" he asked; stunned. "No," Fernanda gave him a stern look. Rodney shrugged, walking over to Claudia next, she politely turned him down, explaining she was hanging out with her sister and nephew. Rodney went home alone. So did Claudia. Fernanda made sure of it. The hug between aunt and nephew was interrupted by an increasingly jealous mother. "Get in the car," she ordered her son. He shrugged and waved goodbye to Claudia. "You ok?" she asked Fernanda. "Fine," she lied. She was far from fine. Knowing what Dolly was up to in Venezuela, suspecting what Claudia was doing with her son, and still wanting her father made her miserable. They were silent on the way home. "You aren't going to compliment me?" was the only thing she said to her son. "Uh, well, you look nice mom," Jonny said. Fernanda shook her head. There was nothing in his reply, no emotion, no desire. Desire. That's what it boiled down to. Jonny didn't desire her, like she desired her father. Now she suspected Claudia was filling the role of their uncle. ******* "It's amazing here. But I think I can convince dad to move back to America and be with me there, live with me that is. I just need a little more time. But we are so much closer now. We bath regularly together. It's all very innocent, but I can tell that he finds me sexually attractive based on the way he looks at me in the shower. He's even flirted with me - making a joke about being my boyfriend so some scumbag guy doesn't take me away." Fernanda teared up at her desk the next week. She thought about her Papi. Why it couldn't be him, she wondered. Why couldn't he be the one to take her virginity? She wondered if this challenge to Dolly was a mistake. Another few days, more emails. Fernanda had a throbbing headache sitting alone at the dinner table, wondering what her son was doing. He said he had a study group to go to, but she didn't know if that was a lie. It was. "Yes! That's it, Jonny!" his aunt exclaimed on her knees, her hand gripping the base of his cock, watching it spurt semen. "See? Wasn't that nice? Plus, I love giving hand jobs," She said, wiping her hand clean, giving Jonny a paper towel. "Yeah," the teenager said, out of breath. "Nice." Claudia sat next to him, leaning against him. She moved his arm, positioning it around her. "We're going to have so much fun in the near future." "Uh huh," Jonny said, still in shock. Another morning; another update from Dolly. "I don't even care about the money anymore. I'm having such a wonderful time with him. To think he and I could be like this, just the two of us, together. I could never replace my mother, but I think he knows I could be something of a substitute, a companion. We've been kissing more and more. Not just pecks, but long kisses on the mouth. I sat in his lap last night after dinner, running my hands through his hair, just kissing his face, his mouth over and over. I found myself, lying in his arms the other night, wanting to pull his shorts down and take him in my mouth. I actually wanted to drink his cum. I'm sitting here typing this email, soaking wet. I want to swallow every drop of him, knowing that I caused it and I'm taking care of him." Fernanda closed out of her email program. She had a busy weekend ahead of her. She had to meet with a new photographer and attend an event the company was holding. She looked out her office window, wondering what Jonny would be up to that night. She cringed thinking he would rather be with Claudia than his mother. ******* Claudia's mouth filled with semen that night. It didn't take long. A few long licks and several hard sucks on Jonny's cockhead and he erupted in her. She smiled inwardly feeling his warm seed coat her throat, never taking her eyes off her nephew. She swallowed every single drop, then sat next to him, whispering in his ear, "You're going to stay with me tonight. We'll shower in a little bit, and then I'll suck your cock all night." At the event, Fernanda turned around when hearing Rodney's deep voice behind her. "Oh hi," she said. Rodney waited for her to be alone, seeing her coworkers leave to refresh their drinks. They were in a corner of a hotel banquet hall, turned to a temporary dance room. It was low lit, strobe lights flashing. "Right here, right now," Rodney commanded. Fernanda's eyes trailed down to his crotch. Rodney's cock was hanging out. She sighed and shook her head. "What's gotten into you?" he asked. The only thing on her mind was her father, her son, and her sister. Jonny said he was staying home that night, but deep down she knew he was lying. Back at Claudia's apartment, they were in the shower, kissing, hands roaming all over one another's body. "I want you," Jonny said. "I want to go all the way." "I know you do. But not yet. I have plans for you," Claudia said turning around, grinding her butt against his erection. His hands cupped her breast. "Prom night," she said over her shoulder. "We'll go all the way then. For now, give me your hand." Jonny did as his aunt commanded. She guided his hand to her pussy, "Right here. Rub just like this. Keep going until the water runs cold." After turning Rodney down, along with a few others, Fernanda left, almost in tears. She called her father, there was no answer; he was probably in the bed. She thought about calling Bob, letting him know Dolly was close and the challenge was almost complete. She decided not to. It reminded her of how close Dolly and her father were becoming - jealousy growing. She went home instead. Jonny wasn't there, just as she suspected. She called him, no answer. Finally after midnight she got a text from him. He said a buddy invited him over to spend the night, they were playing video games. Jonny was still at his aunt's of course, lying on her bed, naked, watching her show him all the different cock sucking techniques she had picked up over the years. Fernanda cried herself to sleep. She didn't care about the money anymore either. Chapter 7 "We did it," was the only line in Dolly's email Fernanda received at work a few days later. She sat, silently staring at it, reading it over and over again. "It's done then," She got up, took the elevator to the ground floor, and got some coffee. She had nothing to say, she felt numb. That night at home, Jonny said casually that he was indeed going to the prom in a couple weeks and that Claudia was going to "tag along." He played it down, like it wasn't anything serious. "It'll be cool I guess. I don't know. She said she never went back when she lived in Puerto Rico. So whatever," he shrugged, as if it was nothing. His mother didn't reply, she only nodded, almost not caring anymore. The next morning she received another email from Dolly. "It was incredible. It was perfect. I told him about the money, he laughed and agreed we could do it. He even said that without this challenge, he probably would've been ok with making love to me. He said he would never initiate it, but if I did, he'd let it happen. I can't believe it! Thank you, Fernanda! We'll be arriving in Miami in a couple weeks. We look forward to seeing you. Also, I'm not sure he'd want to have sex with a stranger watching, so we'll have to work something out. Anyway, take care!" ******* Jonny asked his mother if she was ok several times over the course of the next week. She lied, saying she was just tired. He continued visiting his aunt, loving her pussy eating lessons. Jonny became quite good at it, making his aunt cum easily. The Challenge Ch. 07: Fernanda's Turn Fernanda did nothing. One phone call to her father ended with her telling him how much she loved him, thinking of Dolly and her father, on the verge of tears. "Are you alright?" Fernanada's father asked. "Yes, I just miss you. I need to fly you here to visit soon." There was a brief pause, "I miss you too darling. I'll see you again before Christmas." That night, along with several others, Fernanda had a recurring dream. She was on her back on a beach, her uncle on top, fucking her. She felt nothing. She looked to her left, seeing Dolly, naked, holding hands with a man Fernanda assumed was Dolly's father. They were laughing, happy, in love. Fernanda turned to her right. She saw Jonny and Claudia, nude as well, holding hands, walking along the beach. They were laughing, happy, in love. She turned to her uncle. He grinned and stuck his tongue in her mouth. When he ended the kiss, he went to his knees, stood and started jacking his cock, aiming it at Fernanda's face. Then he started changing. He got a little older, hair slightly grayer; he was morphing into Fernanda's father. "Si! Si!" she called out in Spanish, but her father stopped stroking his cock, shook his head and moved away from her. Fernanda chased after him, but moved much slower in this dream. She watched him walk into the ocean, fading from view, the dream ending. ******* Fernanda sat across from Dolly and her father at lunch the following week. They held hands, looking like more of a couple than parent and child. Fernanda did her best to be polite, even though on the inside she was miserable. That afternoon, she adjusted Jonny's tie, sighing heavily. "You sure your ok, mom?" "Yeah, just work has been really rough since the promotion. I'll be fine," she said. "What are you doing after the prom? "Probably drop Aunt Claudia off, and then head over to my friends. He's having a few folks over," Jonny lied. "I see. Well have fun," She said, seeing him off. She had a busy night ahead of her, one she was dreading. Fernanda was going to meet Dolly and her father for a nice dinner, then walk around South Beach to check out some of the night life. Fernanda would claim she felt ill, Dolly would sneak her a spare key to her apartment, and Fernanda would go there, waiting for them to return. Dolly suggested hiding in the shower. Dolly's bed was arranged so the large bathroom mirror caught its reflection. She'd have a perfect view of them. Fernanda waited about 30 minutes, feeling slightly foolish, but needing to see this as proof and possibly needing to see this in order to live vicariously through Dolly. The two lovers wasted no time getting to the action. Fernanda peaked behind the shower curtain, watching them reflected off the bathroom mirror. Dolly practically tore her and her father's clothes off. She mounted him, she rode him, and she came so very quickly. Fernanda was wet, watching them, unable to look away. The bed shook, banged against the wall. Dolly's ass slammed down on his cock over and over again. He rolled on top, kissing at her as he rolled; slamming his hips into her. He was an older man, but he went at Dolly like someone much younger. Jonny entered Fernanda's mind for a split second; she wondered how good he'd be in bed, if she would ever be able to teach him anything. Her attention went back to the Dolly. She was on all fours, saying how much she loved him in Spanish. He pulled out, and Dolly cleaned his cock, pulled him on top of her and kept going. Finally, he came inside her, both of them climaxing a final time, whispering sweet nothings in the other's ears. Fernanda was on the verge of tears, she couldn't even masturbate while watching it. Dolly held her father, his face turned away from the bathroom entrance. Fernanda tip toed out of the shower, holding her shoes, slowly, quietly walking by them, the carpet hiding any sounds she might make. She opened the apartment door, closing it as quietly as she could. She slipped the key under the door and left. Sitting in her car, she looked at the check for $20 million of Bob's money she wrote earlier. She sealed the envelope it was in and walked back to Dolly's door, sliding it underneath. Fernanda left the complex, driving home. She changed her mind halfway there, sadness turning to anger. She drove to Claudia's instead. "Eat my pussy, that's it, just like that," Claudia ordered her nephew. She was on her back, her legs hooked around his shoulders, holding Jonny in place. They had no idea Fernanda was on the way. "Why couldn't I just tell Papi how I felt?" She asked herself, speeding to her aunts. "Why couldn't I say something? I was too scared." She pulled into Claudia's apartment complex. Inside the apartment, Claudia was cumming hard on her nephew's face. She got up, pulled him to the living room, pushed him on the couch and grinned. "Ready?" she asked. "I am," he grinned back. Fernanda stared at her son's car in the parking. "I knew it." She angrily slammed her car door and marched toward Claudia's apartment. "This is going to be so good," Jonny said, watching his aunt mount him, grabbing the base of his cock, guiding it to her pussy. "Yep. Remember, it's ok if you don't last long at first. We got all night," she rubbed her clit with the tip of his cock. "Mmm," she moaned. Fernanda burst through the door, mistakenly left unlocked, by her sister. She stood watching in horror as her son's cock was resting at the entrance of her sister's pussy. All three were paralyzed, shocked looks upon their faces. "Get off him! Now!" was all Fernanda managed to yell. Claudia complied, unsure of what to say or do. "Get dressed!" Fernanda grit her teeth, staring at her son. She looked to Claudia, shaking her head, while Jonny hastily put on his clothes. "Sit in my car, wait for me," his mother ordered. Jonny ran outside, thoroughly embarrassed. "How could you?" Fernanda asked her sister, tears streaming down her face, her suspicions proving true. "Fernanda, I can explain, I thought I would - " "Be like our uncle?" "No! Nothing like that, not like him, it's different," Claudia pleaded. Fernanda sat on the couch, holding her head, crying. "He's never asked me. He's never said he wanted me. He's never shown interest." "Who?" Claudia said, sitting next to her sister, rubbing her shoulder. "Jonny!" "Oh Fernanda, I'm sorry," Claudia said. "Here you were teaching him everything, just like our uncle did." "I know how much you love Papi." "The whole time I wished it was Papi doing it," Fernanda cried. "I know, I know," Claudia hugged her. "I wished Jonny was Papi's son, not - " "Our uncle's. I know," Claudia kissed the side of her sister's head. "And now Jonny and you. He's never once came to me about sex or asked me about it. He's never desired me at all," Fernanda managed to get out in between sobs. "You've already taught him everything!" "No, I haven't though. Honestly. There's one thing that we haven't done," Claudia said. She tipped her sister's chin to face her. "He never penetrated me. We were going to, but," she shook her head, "you walked in and it didn't happen." "You can teach him that," Claudia whispered in Fernanda's ear. "You can be the one he goes all the way with. Just like how you wanted to with Papi." "But how? He doesn't want me like that." Claudia giggled, "I think you'll find a way to make it happen. You've been known to be domineering at times. Take that boy and make him yours." Fernanda wiped her tears. "I do it. Yes." They both stood. "I'm sorry, Fernanda. I hope you can forgive me," Claudia said. "I can. Just stay away from my son. Do you understand me?" Fernanda pointed her index finger in her sister's face. "At least until after I fuck him." Chapter 8 Upon entering the car, Fernanda told her son that his ass was hers; Jonny had no idea it was a double meaning. He became her house slave for the next couple weeks. He cleaned the house from top to bottom. Jonny also was made to apply lotion to his mother's long legs after her shower. She smiled watching him work, sitting there in her robe. She made him feed her grapes, moaning suggestively with each bite, sometimes nibbling at his fingers. She made him mow the yard, but didn't allow him to shower afterward. Fernanda ordered him to remove his shirt if he was hot. Jonny shrugged, following orders, fearing the punishment could be worse. She made him rub suntan lotion onto her back, telling him to unhook her bikini top. He fumbled but did so without complaining. At night, after studying for his final exams, she made him rub her back while sitting on her butt. She was naked and was covered by a thin sheet. He massaged her back until his hands were tired, never once complaining about the sexually charged moans his mother was making. After his high school graduation, Fernanda ordered Jonny to take her out - secretly celebrating his achievement, but not telling him that. As Fernanda predicted, Rodney was at the club, looking for pussy. "See that guy there?" Fernanda pointed Rodney out to her son. "Defend me from him." "What?" he asked, his mother not answering, making her way to the bar. She hiked up her already short dress, waiting Rodney to make his move. The pinch on her ass let her know he was behind her. "Hi," she smiled, looking over to her son. Jonny watched his mother, take Rodney's arm, following him on the dance floor. "Defend her?" he asked himself. Moments later, he put two and two together. His mother was facing away from Rodney, grinding her butt against him. Jonny watched Rodney grab her breasts from behind. "Crap," he got up, realizing the game she was playing. He tapped Rodney on the shoulder, "Excuse me." "What?" he turned around, releasing a handful of tit. "Um, she's with me tonight," Jonny awkwardly said. "What did you say?" Rodney glared at him, his mother smiling from behind the huge man. "I s-said, she's with me." "Fuck off. This pussy is mine tonight," Rodney said, turning around groping and dry humping his mother. "Oh crap," Jonny was scared. Scared of the large man and scared that his mother would be even more difficult to deal with should he not do what she commanded. Jonny grabbed his arm, quickly moved to Rodney's other side, put his arm around his mother's waist, pulling her tightly against his body. "I said," he glared back at Rodney, "she's with me tonight." Rodney chuckled, looking around, not wanting to get arrested for beating up some young guy. He glanced at Fernanda who nodded her head. "Alright. Fine. Take her then. Bitch ass." Jonny watched Rodney walk way, his heart racing. "Very good," his mother said, throwing her arms around him, hoping he'll dance. "Can we go home now? He could've hurt me." "Not yet, I'm with you tonight. Remember?" Fernanda said. She grabbed her son's hands, guided them down her sides, and placed them on her ass. His eyes widened with embarrassment. She held them there for the rest of the song. "No, he wouldn't hurt you. Trust me." Back home, a small towel draped over Fernanda's nude body. "This time rub my legs too." Jonny did the best he could, getting reprimanded for not massaging hard enough. He ran his hands over the back of her thighs, listening to his mother moan seductively. He had no idea what sort of game she was playing, but mustered all the will power he could find to keep his cock from getting erect. ******* She made Jonny accompany her to Atlanta the following week. They flew up in Bob's private jet. Fernanda had money to collect. "Congratulations," Bob said, handing her a check for $20 million. "What's wrong?" Fernanda looked at it, shaking her head, thoughts of her father popping into her head again. "Bob," she opened up. "My uncle took advantage of me and my sisters at a young age. It became very consensual. I loved it. I needed him regularly. Do you know why?" Bob, a concerned look on his face, asked her to go on. "Because I wished it was my father who I was with. I pretended it was him for so long. When my uncle impregnated me with Jonny, I wished my father had done it. But he never knew about what happened. My uncle died in a drunk driving accident when I was 19, my father never knew about us." "Fernanda, I'm so sorry," Bob said. "It was why I challenged Dolly to seduce her father. It's like I could experience it with her. But I never did. It only made me long for him more. There's more. My sister started showing signs of acting like my uncle with Jonny. I walked in on them, they were naked, and she was on top of him. Nothing had happened yet, but a second later - " "I see," Bob said. "I was more jealous than angry. I wanted Jonny to desire me like I did my father when my uncle was taking me," Fernanda shook her head, looking down at the check. "Here I am, a millionaire thanks to you, and I'm thinking more and more everyday about seducing my son. Taking him, fucking him, just like I wanted my father to do to me." "Then do it," Bob said flatly. "Do it. Go back to your hotel room, undress, and take him." Bob rummaged through his desk, finding a brochure, tossing it to Fernanda, "Hell, go there and do it. Take time off if you want, go there this week." Fernanda looked at the brochure. It was for a resort in the Bahamas. "After you make him yours, move away from Miami. Move somewhere special where you and he can be together, just like you wanted you and your father to be. I know just the place." "I don't know what to say," Fernanda sniffed. "Go. Take the boy, make him a man, make love to him, and make him yours." Fernanda started smiling, then laughing. She stood, hugging Bob, kissing him over and over, "I could fuck you right now. But I have a flight to book!" "That's the spirit!" Bob said, slapping Fernanda's ass as she turned to leave. Chapter 9 "Mom, what are we doing? Why are we going there?" Jonny asked, loading the car to head to the airport in Atlanta. "Shut up," his mother snapped. "You and me, vacation, don't ask questions." Jonny shrugged, wondering if this was part of his very, very bizarre punishment. ******* The resort was an immaculate, newly renovated, vacation spot. It had its own staff and the rooms were basically villas - each having their own back courtyard with a bubbling hot tub. But Fernanda didn't care. She had one thing on her mind. Jonny followed behind her, making their way to their villa. Upon entering, he set their luggage down and checked out the bathroom after noticing there was only one bed. He felt like pointing it out, but kept his mouth shut. Jonny noticed the shower was huge and there was a hot tub in the courtyard out back. "I guess this is nice," he thought, turning to re-enter their room. He was met by his mother, slamming and pinning him against the wall. "Mom?" Jonny watched his mother practically tear her blouse off, revealing large bare breasts. She quickly slid out of her skirt, kicking it aside. "Mom! Are you insane?" Jonny cried. His question was met with a slap to the face by his mother. "Yes! I mean, no! I mean," Fernanda paused, eyes darting to the side. She grabbed her son, kissing him as hard as she could. "Mmmph," Jonny tried to speak, his mouth covered by his mother's. He struggled to push her away, but she clung to him tightly. She was moving backward, dragging him to the bed. She turned, pushing him down onto the mattress, breaking the kiss. "Mom! What are you doing?" Jonny yelled. His mother pounced on top of him, straddling him, pinning him down. "No talking," She said, tugging at his belt. "No, wait! Please!" Jonny pleaded. "I said no talking," Fernanda grabbed his face, staring into his eyes, inches from his lips. She kissed him again, a slow, long, soulful kiss. "I'm going to finish what your aunt started. I'm going to be the one you give everything to. I'm the one whose name you'll scream. Me, your mother. Do I make myself clear?" she demanded. Jonny's mouth hung open as he slowly nodded his head. "Good. Now be still while I fuck you," she said. She dragged her breasts across his chest, down his mid-section. She pulled at his shorts, Jonny watching on in disbelief. He pushed away from her, but it was no use. She pounced on him again, holding him place. "Mom," he whispered, Fernanda tearing his t-shirt down the middle, ripping it from his body. She kissed him again as hard as she could, forcing her tongue into his reluctant mouth. "Shhh," she silenced him again, breaking the kiss. Squatting over him, she grabbed the back of his head, pulling it to her chest. "Suck," she commanded. Jonny paused a moment, looking at her large, round breasts. They were a little bigger than Claudia's. "They're nice," he thought, talking himself into doing it. One final look to his mother's face, she nodded, and Jonny grabbed both her tits, bringing one to his mouth, licking and sucking the nipple. Fernanda closed her eyes, head arching to the ceiling, "That's it, just like that," she said. "Very good," she said, releasing her son's head, she slid down his body, finishing her task of removing his pants. "Lift," she told Jonny. He did as he was told, allowing his mother to remove his shorts and boxers. "Mmmm, beautiful," Fernanda said, grinning devilishly at the erect cock revealed to her. "I see it's ready for mother too." Jonny backed away, reality kicking in, "No, wait, we can't." "Yes we can. You were about to with your aunt," Fernanda said, crawling toward her slowly backing away son. "But that was different," he pleaded. "Incest is incest. Now let me take you how I always wanted my Papi to take me," Fernanda said. "Wait, what?" Jonny's eyes widened, but didn't receive an answer. His mother buried her tongue in his mouth, her hand stroking his cock, guiding it to her waiting pussy. They kissed and moaned throughout the entirety of Jonny's penetration into her. When he was balls deep inside her, Fernanda broke the kiss, arching her back, "Yes!" "M-mom?" Fernanda came to, reality kicking in for her next. She snarled like an animal at Jonny, grabbed his hands, pinning him down. She went to her feet in squatting position and proceeded fuck Jonny's brains out. "Yes! Yes!" she cried out with each bounce. She impaled herself on his cock over and over, Jonny, helpless, watched this woman, his beautiful mother, take him, making him hers in every way. "I, I'm, c-c," Jonny stuttered. Fernanda released his hands, grabbed his face, "Cum inside me. I want your perfect cock to fill me up!" she said in between bounces. "Ahhh!" he cried out, wrapping his arms around her, holding her tightly, while she completed the sex lessons his aunt started. "Yes Jonny!" she yelled, feeling his cock erupt inside her, filling her with its warm, teenage sperm. It sent her over the edge. Their bodies tensed up, convulsed, as orgasmic wave after wave washed over each of them on that bed, in each other's arms. Just like Fernanda wanted with her father. Jonny fell backward onto the bed, looking to the ceiling, out of breath, his mother lying on top of him, kissing his face and neck. "Every day," she spoke up, in between kisses. "I want you every day." Jonny, still in shock and panting heavily, "ok." She kissed her way down his body, taking his weakened cock in her mouth, cleaning it lovingly. She smiled, stood, extended her hand to Jonny and led him to the huge shower. Fernanda guided his hands to her ass in the shower, continuously kissing him. Jonny just went with it, no longer seeing this as punishment, but accepting that his mother wanted to fulfill this sexual role instead of his aunt. The Challenge Ch. 08: To The Haven Author's Note: This is the final chapter of my Challenge series - another one where everyone has sex with everyone. Many of the characters are already in secret taboo relationships with close family members. Below is a list of stories you may want to check out before or after reading this one. I explain which characters are established etc. 1. "The Long Absence: Allen's Story" - introduces Robin, her daughter, Krista, and her grandson, Allen. Bob appears there too. 2. "Denise's Year" - Introduces Robin's other daughter, Denise. Reading that will explain how Denise ended up with her son. 3. "The Long Absence: Ted's Story" - involves Robin's youngest sister, Nikki, explaining how she ended up with her son, Ted. It takes place during the same time as this Challenge story. 4. Other related reading (though not as important) is: "Dahlia and Darren," "Former Playmates Pt 3: Diane and Son," and "Juicy J." Finally, cameos of the other families from the previous Challenge stories appear in this one too. This piece also explores the relationship dynamic between a mother and son with the theme of unconditional love. Most of it is my opinion, of how I imagine things would be in reality. As a result, this story contains a parent and child having sex with other people for various reasons, after their incestuous relationship was established. ******** The Challenge 8: To The Haven Chapter 1 - What About Bob Bob pulled his fiancée, Robin, closer against him on the couch with one arm, his other pulling in Robin's younger sister Joanne. "Why don't you two young ladies go ahead and suck my dick right now," he joked on the last evening of his week-long visit with Robin. "Bob!" Robin cried, swatting at his arm. "You've had a bit too much to drink for tonight." "Yes, and we aren't exactly young," Joanne said. "Well you certainly look it," The 70-year-old Bob smiled appreciatively at his 62-year-old wife-to-be. Robin looked far younger with dark brown dyed hair, amazing body, large breasts, and very few wrinkles. "You too," Bob glanced at Joanne. She was 52, had equally thick, luxurious dyed brown hair, few wrinkles, and like Robin, a body some women in their 30s would love to have. "At my age, an erection should never be wasted," Bob pulled them in closer, their large breasts smashing into him, his hand traveling down Robin's back, cupping her toned butt. "I think that's a great idea," Joanne said, catching Bob and Robin by surprise. Robin coughed, "Uh, you aren't actually thinking about - " "Going to see Krista while you two have some alone time? Yes," Joanne said, removing Bob's hand from her hip, bending down to put her shoes on. She hadn't had any wine and could easily drive the few miles to visit her niece, Robin's daughter Krista, for a little while. Joanne shook her head, backing out of Robin's driveway, thinking about how silly Bob was sometimes. There was something off-putting about him though. She couldn't put her finger on it, assuming she didn't know him well enough. Joanne arrived at Robin's seven months earlier, in January, seeking asylum after her marriage fell apart. Joanne has thoroughly enjoyed living and reconnecting with her older sister. Joanne's niece, Krista and her son Allen, had recently moved back to town after a brief tenure living in another city due to work. Joanne always thought of Krista as her favorite niece and was glad to live closer to her now. ******** "AH!! Yes!!" Krista screamed and bellowed her answer to her son, Allen, simultaneously cumming again on his cock. "Who?" he grunted back, on top of her, slamming into her, their bed banging against the wall. They were playing a game. Allen would ask his mother about her sexual past during sex and "punish" her either through royally fucking her, or a far more torturous method he sometimes used. Krista was too busy climaxing to answer right away, her eyes rolling in the back of her head. Allen stopped his powerful thrusts, giving her time to calm down. "Who? What family member, other than me, have you fantasized about having sex with?" he calmly asked, catching his breath. Krista panted heavily, smiling up at him, caressing his face. "Joanne," she quietly whispered. "Really? Your aunt, huh?" "Mmhmm. I always thought she was gorgeous. Her breasts were, and possibly still are, very impressive. Nothing ever happened of course, but in my teen years I'd pretend that she would be my first lesbian encounter during a few of my masturbation sessions. That's all that ever became of it," Krista explained. Allen smiled down at his lover, kissing her forehead, "That's kind of cute, I guess." "Aren't you going to punish me?" his mother asked. "Oh, right, yeah," Allen replied, his mouth going to her neck, pretending he was taking a bite out of it. Suddenly the doorbell rang. Krista's eye shot open. "Quick, go to the shower!" she told her son. Krista hopped off the bed, grabbed a bathrobe, and closed the bathroom door, hiding Allen in there as he started up the shower. "Oh hi!" Krista said to her aunt, Joanne, greeting her at the door. Her face was slightly flushed and her hair disheveled due to the hours of sex with Allen. "Hi!" Joanne replied, stepping in and giving Krista a hug. "Hope it's ok that I dropped in." "Oh sure, it's no problem at all, come in, have a seat." "Are you sure? Looks like you are getting ready to go somewhere," Joanne noticed, sitting on the couch across from Krista. "Oh yeah, no, I'm not. I'm waiting for Allen to get out of the shower. He has a date tonight," Krista said. This was a true statement and a girl Krista handpicked for Allen to date, in order to throw people off the scent of their secret taboo relationship. The girl was nice, but it was all a sham, orchestrated by mom and son. Joanne and Krista chatted briefly about mundane things, Krista occasionally glancing at her aunt's cleavage, giggling inwardly at herself over what she admitted to her son during sex. "Have you noticed anything unusual about Bob?" Joanne asked after a moment of random chit chat. "Hmm, no, I don't think so," Krista replied, gulping, looking to her side. "What about him?" "I don't know. He seems very sexual and flirtatious. It just makes me wonder if he's completely faithful. He's got all that money you know. Maybe I'm just paranoid after what happened with my ex-husband," Joanne shrugged. "Bob is quite a character, but I think he's just having fun with his jokes and flirts. But as a randy old man, who knows? He may be having fun on the side. My mom might even be ok with it," Krista said. Just then Allen appeared, dressed and ready for his date. He nodded at Joanne and feigned nervousness, asking his mother how he looked, if the shoes were ok, if the shirt was right. Krista played along, acting motherly, saying her son looked great. Allen waved goodbye to Joanne, Krista walking him to the front door. Hugging her son, she whispered in his ear, "Try to save some cum for me to suck out of that big dick of yours later tonight, sweetie." "Ha, ok mom, I'll try," He kissed her on the lips and left. Returning to the living room, Krista smiled at her aunt, "I'm going to grab that shower and I'll be right back." "Oh, I can come back later if you want, I didn't mean to barge in," Joanne said. "No, please stay. He's going out on a date, so maybe you and I can have our own date," Krista smiled, thinking about her teenage crush on her aunt. Joanne chuckled, "Ok sure, that sounds great. It'll be the first date I've had since leaving Tony!" Krista turned, making her way up the stairs, disrobing as she was half way up. "Two secret relationships to maintain? No thanks! She's probably not even bi-sexual anyway," Krista thought to herself. When her hand brought about her own orgasm in the shower minutes later, aided by thoughts of her aunt, she couldn't help by laugh at her silliness. "I haven't thought of her like that since before college!" she said to herself. Chapter 2 - His Final Challenge "Uh! Ahh! Yes!" Robin was grunting every time she bounced up and down on Bob. She was straddling him on the couch, riding his cock like a teenager. Bob gritted his teeth, squeezing one of her massive melons, "Yes! Ride it baby!" "I'm cumming!" Robin cried out. Bob grabbed her ass, squeezing it as his own orgasm approached. Bob moaned, filling her womb with semen, Robin shaking with pleasure, "That's it, yes, baby." He kissed her lovingly as their orgasms subsided. "We really need to get your sister in on this," Bob said, he wasn't joking. "No, I don't think so," Robin rolled her eyes, getting off him, cum dripping out of her pussy. She stood in the kitchen, pouring more wine. "What if I paid you?" "Paid me for what? And why?" Robin asked. "What if I paid you," Bob said, turning around to face her from the couch, "a large sum of money to seduce your sister which would, in theory, lead to the three of us having many incestuous sexual romps." Robin burst into laughter, "Ok, Bob, sure!" "I'm not joking. Do you know how erotic it would be to see you and your sister having sex in front of me? The three-way aspect would be nice, I suppose, but just to witness you and her together. Wow." Robin shook her head, taking her seat next to Bob on the couch, both still nude. "I think you're losing your mind." "Robin, what if I gave you $45 million dollars to have sex with Joanne. This would be in addition to the $30 million dollars I have in my will for you, amongst other things," Bob said, gently caressing her hand. "Bob, no, that's silly." Bob nodded and stood, walking to his duffle bag in the bedroom, pulling out a device that looked like a web camera. "See that?" he placed it gently on the couch cushion in between him and Robin. "It would record it. Set it up. Then you can record it with this, or this option here," Bob pointed to a button on the side "would allow you to live stream it to my computer. In the event I'm in Atlanta if it happens. This way I would have proof of it happening." "Bob, I don't know what to say," Robin replied skeptically. "You're serious about this?" "I am." Robin chuckled again, "You're weird. No thanks." "Suit yourself, I'll leave this here," Bob said, a sneaky smile appearing on his face as he grabbed the remote control. "I'll also provide you with any resources you may need to accomplish this. Clothes, gifts, vacations with her. Whatever you need. When you and Joanne go to the Bahamas next month, you could become intimate there." "Great idea. Joanne and I going to the Bahamas. But your 'challenge' is pretty ridiculous," Robin said. Robin couldn't believe she had just been challenged that. He was actually serious. She thought about why, wanting to ask him, but was too embarrassed for both of them. They sat in silence watching TV for the rest of the evening. Her mind was racing as one show ended and another began. Incest was something she had no experience with, though watching her hunky grandson, Allen, grow and mature, occasionally having inappropriate thoughts that were quickly vanquished was all she had ever done. She wasn't a lesbian or bi-sexual, actually having sex with Joanne seemed so wrong. As the night progressed, she wondered more about Bob. Was he a sexual deviant? Did he have a secret life? Was he visiting hookers? Robin felt very uneasy at bedtime. Chapter 3 - Telling Joanne Joanne and Krista were asleep on the couch, the movie they were watching was almost over. Krista was lying against her aunt's shoulder. Joanne had her arm around her niece. Both women stirred when they heard Allen get home, stretching, smiling at one another. Allen didn't bother coming to say goodnight. Instead he went straight to his and his mother's bedroom, stripped naked, and waited for her. Krista chuckled, listening to Allen climb the stairs, "Must've been a bad date." "Yeah, poor guy," Joanne chuckled back, grabbing her purse and keys. "Our date was fun, even if we did fall asleep," Krista joked. "Yes it was! Walk me out?" Joanne asked. Krista giggled, bending and extending her arm, her taller aunt sliding her hand through it. Standing at Joanne's car, Krista hugged her aunt. "I had a wonderful time tonight. I think we should do this again sometime." "You know, I think that's a great idea!" Joanne said, pulling Krista in for another hug. "I know I haven't mentioned this before, but I'm so sorry about what happened with your marriage," Krista said, brushing a lock of brown hair behind her aunt's ear. "Oh sweetie, thank you," Joanne smiled. "I've always thought you were so gorgeous. You really are so very beautiful," Krista smiled softly at her. "So are you," Joanne smiled, touched by her kind words, pulling her niece in for another embrace, ending it with a slow kiss on the cheek. "I'll see you later." Krista waved goodbye as Joanne backed out of her driveway . Turning to go inside, she giggled at herself once again, blaming Allen for asking that question during their sex game. She closed the front door, locking it, then headed upstairs. She was naked by the time she reached the top step. "You know I ought to punish YOU tonight. You asked me about family members other than you, that I fantasized about. Well Joanne happened to show up and I luckily didn't do anything stupid. Having to have two secret loves would be really difficult," Krista explained. "Yes it would. For now you're stuck with just one, me," Allen said. "What about you? What other family members have you fantasized about?" Krista asked, climbing on the bed, grabbing his erection. "Someone I spent most of my childhood and teen years with while you were working or out with friends," he answered immediately. "I figured as much," she chuckled. "Your grandmother is quite a knockout for someone her age." Engulfing his cock, slobbering all over it, they began their marathon nightly sex session. ******** "HE WHAT?!?" Joanne whisper yelled at Robin after she was told of Bob's insane challenge. "Shhh, yes, he's serious," Robin replied. She was sitting on the edge of the bed in the guest bedroom Joanne had been staying in. Bob was asleep in Robin's bed. "You told him no, right?" "I did," Robin confirmed. "That's a lot of money, but that's still very strange." "I know it is. It makes me wonder about him too." "How so?" Joanne asked. "He is rich, he challenged me to do this, I don't see him everyday, and he could be up to other perverse activities in Atlanta. Who knows," Robin replied. "He's always been flirtatious, but it's always been in good fun. Challenging me to commit, um, incest, that's a little extreme." "Yeah really," Joanne rolled her eyes. "When does he go back?" "Tomorrow. I can't help but wonder though," Robin looked away, shaking her head. "It's just so bizarre. It's like I thought I knew him. Some screws would have to be loose for him to challenge me to do this." "How much money did he offer?" Joanne asked. "$45 million." "Wow. That's a nice chunk. But still you'll get money when he dies, right?" "$30 million." "So a total of $75 million if we did this. Hmm." Robin looked at her sister skeptically, "You aren't thinking about going through with it are you?" "No, it's just, that's a lot." "I wonder if he's giving money away to other people too. He seemed like he had it figured out, even providing a camera of sorts. He said I could keep it and film us doing it so he'd have proof." "Ok that is odd. If he's that prepared, then something is definitely going on that you don't know about," Joanne said. "How do I find out though?" "If you had a spy of sorts that can relay information to you about what he's up to, that would be ideal," Joanne suggested. "Yes it would," Robin smiled. "They could go to Atlanta and maybe snoop on him. Who knows? If someone worked for him they could keep an eye on him. If they got close enough, they could really gather some great intel!" "Who though?" Robin answered immediately, "Krista." Chapter 4 - Asking Krista Krista and Allen's bedroom was dimly lit with candles. Allen was sitting in a large chair in the corner. His beautiful mother was straddling him, his cock embedded in her all the way. The silk, black tie of her robe was loosely tied around her neck. The robe discarded, lying on the carpet next to the chair. Allen gently tugged on the tie, pulling her head back, arching her neck to him. He slowly kissed and licked along it, sending shivers down her spine, causing her to moan, torturing her. He was playfully interrogating her about her past sex life again a few nights later. "You've been with eight women, huh? That's a lot, I guess," He shrugged, resuming his kisses, his mother's eyes to the ceiling, fluttering shut when his lips made contact to her neck. He released his pull on the silk. "I suppose," Krista smiled at him. Running her hands over his muscled arms, she kissed his lips, savoring his taste. Allen broke the kiss, "What's the youngest guy you've been with?" "It was over 10 years ago. He was 19. He was home from college for the summer. I worked with his stepmother. She admitted to me that he and she had been having a sexual relationship for a few years. She invited me over. I knew why. The night was spent with the three of us in bed. Then next morning it was just me and him. His name was Ulysses," Krista explained. "Very bad," Allen teased, pulling the silk tie back once more, his mother arching her neck for him. He licked and kissed all the way from her nipples up to her jaw line. She shivered as the tingles went down her spine to her ass. The upward thrust of his cock nearly caused her to climax once more. "Anyone else worth confessing?" He asked, ending his pleasurable torture for a moment. Krista paused, glancing to a burning candle next to the bedside table. She thought about her younger years, she thought about the company she used to work for, she thought about the man she used to work for. Brief images flashed in her mind of his huge master bedroom, a roaring fire in the fireplace, his king sized bed, the silk sheets she gripped while her pussy was eaten out, lowering herself on his cock, crying out with ecstasy. "Bob," she said. "Huh? What about him?" Allen asked of the man his grandmother was engaged to. "Bob," His mother said once more, a slight smile appearing on her face. "You mean, you and him? You worked for him and - " "Yes. When I was in Atlanta on business, we'd have meetings, afterward he took me to bed," Krista explained, caressing her son's face, moving her hands over his neck, and arms. "Does grandma know?" he asked. "No. Bob and I played it off like we never did anything. He'd flirt with me and I'd flirt back. It made things come across as though we never did anything - like it was all just playful fun," Krista explained. "Wow." "Yeah, I was a very different person back then. But you are all I ever need and want now. You feed my addiction," she said, kissing his lips. Allen smiled, "Thanks for telling me." "You aren't upset?" "No. It was in the past. Like you said, you were a different person back then. I'm still going to punish you though," Allen grinned. He untied the silk cloth from around her neck and stood, guiding his mother to the bed, her legs wrapped around him. "But not for sleeping with Bob. I'm going to punish you for making us move back here, closer to grandma. Because now," Allen said, grinding his cock deep into Krista, "it's more difficult to keep our lifestyle a secret." "I know, I feel bad about that," Krista moaned. "But you have another date tomorrow night. While you're on it, I'll be spending time with your grandmother." The Challenge Ch. 08: To The Haven "Uh huh," Allen said, another hard thrust into Krista. "Ahhh!" She cried. "Maybe take your date back here and sleep with her. Just not in our bed." "You won't be upset?" another hard thrust. "Yes!" she moaned from pleasure, "I mean, no, I won't. Because you are mine in every way, forever. I love you unconditionally. If you have sex with some girl your dating, it's nothing compared to making love to me. You'd just be using her for a quick fix." "What if my little sham girlfriend wants to get married one day? How do I handle that?" Allen asked thrusting again. "You marry her, and on your wedding day, you and I would make love. At the reception we would sneak off and do it again," his mother said. "You could get married. I have no desire to. But we would always have this," She added. "Wouldn't you be sad? I would. I don't mind going out on a date every once in awhile to throw people off, but the thought of moving away from you, getting involved in a sham marriage," Allen cringed at the thought. "We could always tell your grandmother and other relatives that you're gay," Krista smiled, attempting to alleviate a bit of tension. Allen laughed, giving his mother a few more hard thrusts, "Yeah let's wait and see how things are in a few years before spreading that lie, ok?" "Ok, sweetie," Krista kissed along his jaw line, while Allen guided her hands above her head, tying them together with the same silk belt from her robe. "Now, then, let's continue," He grinned down at her and resumed his methodical, hard thrusts into her, never taking his eyes off hers. ******** "No, I can't. I won't," Krista told her mother the next evening. Robin had asked her to speak to Bob about getting her old job back, or at least seeing if there was another position that was open in his company. The last thing she wanted to do was go back to the sex-filled corporate life she once led that took her away from her beloved son. Krista was done with that, admitting to herself that the hypothetical marriage situation she and Allen discussed last night would be heartbreaking. She could never be separated from him again. "I understand that you want to keep an eye on him, that you're suspicious of him, but I can't be your spy. I'm sorry," Krista added. Thoughts of her secret sexual relationship with Bob, before she introduced him to her mother, flooded her mind. Krista's aunt, Joanne entered the room with more tea, "Are you sure?" she asked, having heard the conversation from the kitchen. "I'm sorry, I just can't. I've settled and calmed down. Working at the company is not something I want to go back to. My life if simpler now, more enjoyable," Krista said, thinking of the love of her life, Allen. Robin and Joanne traded looks. Joanne spoke up, "Who else? Do you have any friends in the Atlanta area that could get closer to him?" "No, I don't," Robin replied. "What about Nikki?" Krista asked of her youngest aunt. "I don't know if she could infiltrate his company. Plus she may have a hectic work schedule, but you never know. It wouldn't hurt to ask her." "She would probably love to do something like this," Robin thought out loud. "She and Bob don't know each other very well, but she always flirted back with him." "She's a bit of a tease and, well, she gets around," Joanne added. Robin took a deep breath, "Yeah, I guess I'll call her then." Chapter 5 - Nikki's Input Nikki was so excited about this spy and infiltration plan that she decided to drive down from Charleston, South Carolina the following weekend to discuss the details in person. "Now then, let's begin," said the butt-length, long haired brunette in her late 40s. "I can't do it, but we can talk about who can." "Wait, what?" Robin asked. "I thought you could and that's why you're here." "Oh, no, I can't. I'm going on a 10 day singles cruise this month, plus a few extra days off here and there. I'm tapped out for days off," Nikki explained, gulping down her wine. Robin and Joanne sighed, sharing another look. "Ok, that's fine; maybe you could share some insight with them?" Krista added. All four women sat in the living room with their wine glasses in hand. Nikki brought several bottles with her. "Oh I will, sweetie," Nikki winked, taking another gulp. "Bob is up to something. You want someone to stay with him, to get close with him, to SLEEP with him," she smiled. "You want someone to gather intel. I love this! We, I mean, you, will use what you gather to CRUSH him on your wedding day," Nikki added. "Wait what?" Robin asked again. "No one said anything about sleeping with him." "I've been thinking about this all week," Nikki grinned. "On your wedding day, you say 'no!' when asked if you want to marry him. At that point, whoever we can find to go up to Atlanta will come forward, bringing photos, documents, and other files incriminating him. The police will show up, he'll be arrested and maybe, just maybe, you can sue him for millions for emotional damages." "That sounds ridiculous," Robin shook her head. "And I said nothing about sleeping with him!" "Nikki, you still have an active imagination I see," Joanne added. Nikki rolled her eyes, sipping more wine. "Why do you think he's up to something anyway?" Robin glanced to Joanne, who nodded her head, downing her own glass of wine. "Nikki," Robin sat on the edge of the couch, "Bob issued a challenge to me. One that I didn't agree to. This challenge made me think about what sort of perversions Bob may have. It was one that made me question how he feels about me." "What sort of challenge?" Nikki asked. Robin took a deep breath, glancing at Joanne once more, "He challenged me to have sex with Joanne." "What!?!" Nikki exclaimed. Krista's face reddened, her eyes widened. "He offered me a large sum of money to cross that line with Joanne," Robin added. Nikki settled, quietly pausing for a moment, "How much?" "$45 million," Robin answered. Nikki's eyes widened as well, "And you said no?!? Are you crazy?!?" "Well, I mean, come on. You don't expect - " Robin tried to answer. "For that amount of money? Yes! Yes to anything!" Nikki shook her head, disappointed in her sister. Nikki got up to retrieve more wine, coming back to the couch, "Close your eyes and go at it. It's as simple as that." "No, I don't think it's that simple, "Joanne said. "We've never been with a woman before. You might have, but not us. Plus she's my sister." "Right, and that's a lot of money," Nikki said flatly. "Listen, he gave me a web camera thingy to record it, should we decide to go through with it. If we don't, then we don't," Robin said. "Look, I know he probably has you in his will and all that, but that's even more money on top of whatever you get when he kicks the bucket right?" Nikki asked. "Yes, but," Robin said. "Then do it! Turn on the camera thingy, close your eyes, and go at it! Pretend she's someone else!" Nikki said. "Listen, you're missing the point," Joanne said. "No you two are," Nikki glared at her older sisters. "That rich scumbag is giving away money, or should I say, even MORE money than you would get when he dies. All you have to do is get it on with a woman you love and care about. Right? You never have to do it again, and you collect an extra $45 million," Nikki said. "This seems like a no brainer to me." "We aren't lesbians! We aren't bi. Or whatever it is you are!" Joanne fussed. Krista remained perfectly still and quiet, hoping her red flushed face wasn't noticeable. Nikki went quiet for a moment, "Is that the only issue? Sex with a woman?" Joanne glanced at Robin, the two women shrugged. "You didn't state the incest part was an issue. I'm just saying," Nikki added. "Nikki, please," Joanne shook her head. "Why don't we take baby steps. Alright? I can help. Maybe, just maybe, that large sum could be yours. You could split it with her, deposit it, and invest it, whatever. It'd be yours. Then at some point down the road, when Bob passes, away, that'd be even more money. I'm sure he's got other people he'd be giving his fortune away to. Well, you'd have a little extra, if you went through with this challenge," Nikki calmly explained. Robin sighed once again. Nikki got off the recliner she was sitting in, taking a seat next to Robin. She put her arm around her, pulling her in tightly for a hug. "You could even give me a couple million if you wanted," Nikki whispered, quickly bringing a hand to grab Robin's nearest breast. "Nikki!" Robin pushed her sister away. Retrieving more wine from the kitchen, "Just think about it. It'd be a onetime thing. You don't have to give me any, unless you wanted to." Chapter 6 - Their Plan "You know what we should do," Nikki said after taking another sip. "We continue with your infiltration plan. Get someone to get close to him. Find out what we can. IF he is indeed very shady, we expose him at the wedding and get as much of his fortune as possible." "Nikki," Robin sighed. "Expose him AFTER you two get it on. You'd collect $45 million. At the wedding, whatever crimes or shady things he's up to you expose, then you try to get even more out of him. Did you sign a pre-nup?" "Yes and it wasn't anything that I could use against him. It was basically saying in the event of divorce, I get a smaller sum of money - $10 million. I'm old, I'm not young, and I don't have many years left. I'm not too concerned with trying to bleed him dry." "I understand that," Nikki said. "But what about your children and grandchildren?" "You could leave a lot for them," Joanne said, glancing at Krista. "Ugh, now you're on me about it as well," Robin chuckled. "I'm just thinking that maybe he could be investigated. It couldn't hurt," Joanne stated. "If whoever we get to go to Atlanta, we can see if Bob seduces her, then she could get closer enough to snoop around," Nikki added. "There you go again with wanting someone to sleep with him," Robin sighed. "Maybe we could say he assaulted this woman or drugged her. First collect the challenge money, expose him at wedding, sue for some BS reason and get even more money!" Nikki explained. "I don't think that's how it works. The cheating exposes what kind of person he is, yes. But I don't feel like accusing him of crimes he wouldn't commit," Robin said. "Ooh! How about blackmail? We find out what he's up to, then blackmail him to give you everything in his - " Nikki said, before being interrupted. "No! Enough," Robin said. "This is getting silly. I'm ok with someone going up there, one of you, and seeing if he'll cheat, I guess. If so, maybe even snoop around a bit to see what you can find. I'm even ok with," Robin paused, turning to Joanne, "attempting to take baby steps toward, well, you know." "Um, what? Really?" Joanne spoke up, her eyes widening. "It's the wine talking, right?" Robin shrugged. "IF we find out what he's up to, I'm even ok with saying 'no' on the wedding day, AFTER we get the $45 million," Robin continued. Krista still remained quiet, watching her mother and aunt's plan and scheme, her insides tightening. "I don't want to blackmail, I don't want to expose and sue and get him arrested. If he is indeed up to something, I'll want that money and then end it with him on the day of the wedding in front of everyone." "The money we'd get if you and I," Joanne attempted to ask. "Yes! Now then, let's drink some more wine and think about who to send," Robin said, Joanne quietly sipping her wine in shock. "Krista is out, so she's can't go. Nikki, you said you couldn't due to work and time off. Joanne?" Robin asked. "If you go there, would you be willing to do what we discussed?" "Well, she can't go," Nikki spoke up just as Joanne was about to. "We have to work on getting you two to feel more comfortable about sex with each other." Robin and Joanne both sighed heavily, "Oh yeah, that," Robin said. The women thought for a moment. "What about Denise?" Nikki asked, referring to Robin's younger daughter. "She lives in Miami though," Robin said. "Maybe she could take a long vacation from work. Perhaps she'd be willing to spend it in Atlanta, claiming she's looking for a new job in the area. Staying at Bob's could be cheaper than a hotel," Joanne added. "She did go through a horrible divorce; perhaps taking some extra time off work would be great for her. Plus I don't think she's seeing anyone. I know she's only met Bob a couple times, but I know for a fact she's always been attracted to older men. Her first husband was considerably older," Robin explained. "It could work," Nikki added. "If she's single and willing to help us with our little plan, then call her up!" "Krista you've been quiet. Everything ok?" Robin asked her daughter. "Yep. Just mulling this over," Krista replied, thinking about Allen and wondering if he was home from his date yet, her pussy starting to ooze. "How's Allen by the way?" Nikki asked of her nephew. "Oh. Um, he's good. He's actually on a date tonight," Krista said, hoping her and Allen's little strategy would keep their incestuous relationship a secret. "Great. He's a hunk of a guy," Nikki said, causing Krista to blush again. Luckily no one noticed. "I do need to call Denise anyway. We haven't spoken since her birthday last month," Robin said. "You do that. In the meantime, I want you and Joanne to work on getting more comfortable with each other. Kissing, hugging, undressing in front of each other, all of that," Nikki said. "I'm going on a singles cruise this month; you two better be getting more acquainted with one another while I'm gone." Robin and Joanne shared another look, attempting to hide a giggle. Chapter 7 - An Excited Mommy "Ahhh!!" Henry screamed in agony. "Get off me! Get off me!" "What! What happened?" Denise yelled back. "Henry!?!" "It's hurt mom! Something happened," Henry said, sitting up, throwing his legs over the side of their bed. "What do you mean?" Denise asked, going to her knees in front of her son. "Let me look!" Henry winced, removing his hand from his cock, "We, we, gotta go to the emergency room," He struggled to say. "Let me look," his mother said. Denise carefully removed his hands from his penis, going in for a closer inspection. "Oh my." "What? What is it?" Henry shut his eyes, the pain radiating over him. "It's red and swollen," She said. "I heard it pop. It made a popping sound when you landed on it that time," Henry tried getting out. "Ok, let's go. Hurry," Denise grabbed their clothes, helping Henry dress, his hands cupping his injured penis once again. Helping him to the car, Denise sped to the nearest emergency room. The last several sex-filled months have been amazing. Henry's cock was usually inside Denise every second they were at home together, before and after work. "Still hurt?" She glanced over at her son on the way. Henry closed his eyes, nodding his head. "Almost there, I'm so sorry baby," she said, tears streaming down her face. "It's ok mom, just please hurry," Henry replied. They rode in silence the rest of the way, Denise ducking and speeding around the slow drivers. After some paper work, Henry was taken by a nurse, leaving his mother alone in the waiting room worried sick. She was worried that it was damaged permanently, all because she got too excited and wild with her baby boy. The hours crawled by. Thoughts of surgery entered her mind. She came down with all her body weight onto it, Henry's cock wasn't aligned perfectly to re-enter her, and then they heard it - a popping sound, followed by Henry's scream of agony. Henry emerged, finally, with the aid of a nurse. She helped him to his mother. "Well?" Denise asked, meeting them in the middle of the waiting room, running her hands up and down his arm. "The doctor said it's severely bruised. The urethra wasn't torn or damaged. There didn't appear to be any nerve damage. He said it bent," Henry paused, cringing over visualizing his penis bending, "sharply, but the damage doesn't appear permanent and I should be back to 100% in several weeks. I won't have a crooked penis or anything. He gave me a prescription for pain. He said to ice it down too." "Whew, ok, good," Denise said, running her hands through her thick mane of brown hair. "Henry, I'm so sorry." Henry made sure the nurse was out of earshot before speaking Denise's title. "Mom, please, it's fine. You got really excited. You do that often," Henry said, turning to her, smiling weakly. "I'll tell my boss I injured my leg." "Good idea," Denise answered, mom and son sharing a chuckle. She drove back, holding her son's hand on the way back to their home. She helped him inside, slowly guiding him down on their bed, taking his shoes off, climbing in next to him, kissing his cheek several times. "Please forgive me," She pleaded. "Mom, I do, it's fine," Henry caressed her face. "When I get all healed up, we need to remember to take it easy, to make sure I'm lined up perfectly if you want to start bouncing on me like that again." "Mommy was very excited," Denise kissed at Henry's ear, "a very naughty mommy." "Whoa, whoa, hold on. We can't be doing anything that'll get ME excited," Henry moved away from his mother. "Awww, no kissing?" She pouted. "No. And don't even think about walking around naked like you usually do. Getting an erection is the last thing I want to do in my injured state." His mother was tearing up again, "Henry." He shook his head, pulling his mother close to his body, smelling her hair, breathing her in, kissing her head. "I'll be fine. We just have to wait for it to heal." "Do you think we're being punished for, you know, having this type of relationship?" Denise asked, wiping away a tear. "Ha! No. We're being punished because you got too excited during sex and we weren't paying attention. You were practically jumping up and down on me," Henry said. "Mmm, I sure was," Denise smiled seductively. "No, no, no sexy talk. Tomorrow morning is going to be a nightmare when I wake up." "Morning wood eh?" his mother asked. "Yep. So you wear a bunch of baggy clothes, we'll keep the affection light. No mashing those big boobs against me when we hug. No talking about your big boobs either. Nothing to make the blood flow to my injured little guy," Henry said. "Well, I wouldn't say he's little," Denise licked her lips, glancing at his crotch. "See? You can't stop being sexy can you?" Henry joked. "In all seriousness mom, please, let's hold off for awhile. An erection will be extremely painful for me." Denise sighed, snuggling into her son, "I know. No flirting, teasing, and so on, I'll let it heal." Chapter 8 - Asking Denise The next few days Henry rested, icing his injured penis, while his mother waited on him. She worked half days, leaving after she saw he was comfortable and watching TV, coming home to prepare dinner. Mornings were the worse, as he predicted, his mother offering to assist him with urination, to which he declined. Denise was growing more and more anxious. With each passing day, she wanted to pull her hair out. Sex with Henry had been constant in the last several months. It was what she needed, it was what she craved. As his mother, he was her most prized creation, as his lover, he was her everything. Suddenly, she was without the cock she craved most, her addiction wasn't being fed. She was miserable, but also felt bad for injuring her son. She had trouble thinking straight, work was difficult, her mind often visualizing his penis - then eventually any penis. She was incredibly horny. She wanted to ravage him, but knew he had to heal first. "You know if you want to, you can go out on a date or hang out with someone," Henry suggested Friday night as the two lovers were lying in bed watching TV. The Challenge Ch. 08: To The Haven "You're suggesting I find a man to sleep with?" Denise asked. "Well, I mean, I'm out of commission. Why don't you have a friend to, uh, provide a little relief," he winked. "You wouldn't mind?" Denise asked, curious about his proposal. "Nah. What am I going to do? Dump you?" Henry laughed at the absurdity. "If you're horny, I'm not available and you have sex with a friend, am I going to not want to be your son anymore or love you any less?" "Well, no," Denise smiled. "What would you do if you walked in on me and some chick?" "I'd probably laugh, and say 'excuse me,'" Denise answered. "Right. You wouldn't end our relationship," he said, waving his hands in a mocking way. "That would be impossible." "I know. What we have transcends everything. If you were some girl I was dating, then yeah I'd be upset that you would be cheating on me. Same goes for my wife. But you are more than that. You gave me life, you love me in every way a woman can love a man. So no, I don't give a crap if you find some dude to take the edge off, or at least buy some toys to use on yourself," Henry explained. Denise looked at her son, eyes watering at his words, running her hands through his hair, "It's unconditional love. That's what I have for you." "Would you be in love with the guy? No. Just using him as a substitute while I heal up. If you were a just a wife, yes, I can see myself getting angry. But like I said, you transcend that. So yes; unconditional love." "You know I'd still love you if you went on some sort of killing spree rampage. I'd be heartbroken, but I'd visit you in prison as much as I was allowed to," Denise said, causing Henry to laugh and slightly wince in pain. They paused for a moment, gazing lovingly into each other's eyes, "Look why don't you call someone and see if they're busy. Go out to dinner, maybe dancing, and who knows, you could get laid and think of me the whole time," Henry suggested. "Just make sure I'm not around, because seeing you in action, well, I can already feel blood flowing to my cock." Denise laughed at her son, "Well the thing is I don't have many friends anymore. You and I haven't socialized much. Most of our time has been in bed. Plus I don't have many male friends, and no, I'm not into women." Denise shot her son a look, anticipating his suggestion. "I know, I know. I don't regret our lack of getting out though." "Me neither," Denise smiled. "What about that Ulysses dude. You and him are friends right? Maybe hangout with him?" "He lives in Atlanta. He's not in Miami as often anymore," Denise said. "I'll just buy some new toys; I can't find my old one. I'll be sure to use them out of ear shot," She added, winking at her son, climbing off the bed. Denise took a shower, careful not to undress in front of Henry, attempting to avoid causing blood to flow to his injured member. She gently circled her engorged clit as the warm shower water rained down on her. "He loves his mommy," She thought, now sliding her fingers in between the slit. Pushing two of them inside her, "I need a cock so bad," she whispered. The thought of a substitute never occurred to her. But Henry was right. There was no way their bond would be broken or their relationship could end now that it's evolved to the highest form possible - parent and child lovers. ******** The next morning Denise received an unusual phone call from her mother, Robin. She slowly entered her and Henry's bedroom, sitting on the bed next to him, her mouth open. "Something wrong?" Henry asked, sipping on his orange juice, his legs propped up on pillows. "Well, no, not really. That was your grandmother and she asked me to do something very strange," Denise answered. "Like what?" Henry asked, sitting his juice on the bedside table. Denise explained everything Robin said, including interruptions from her Aunt Nikki when she grabbed the phone from Robin, going into details of the plan. "Seduction, sex, and spying! Denise, this would be so much fun for you," Nikki said before Robin took the phone away from her. "Yes, well, that may be a part of it. Are you seeing anyone? I wouldn't want this to interfere with your relationship with him," Robin said. "Oh, um, well, I kinda," Denise paused thinking about her secret relationship with her son. She then thought about staying in Atlanta for a few weeks, away from Henry, letting him heal up without accidently turning him on, giving him a painful erection. "You don't have to, Denise. We can find someone else," Robin said. "So you want me to see if Bob will try to seduce me? Should I let him?" Denise asked. "It's not key that you sleep with him. But if you allowed something to happen, IF he makes a move on you, you may be able to find out if he's doing anything illegal or shady as well. There's something else too," Robin paused, not wanting to share the incestuous challenge Bob issued her with Denise. "But I'd rather not get into that right now. Suffice to say, I'm very suspicious of him and what he's up to sexually." "I see." "He may not be doing anything, but I just have a hunch that he's up to something. I figured you'd be sort of like bait, but you could also see what you can discover about him," Robin said. "I just know you haven't gotten to know him much, plus you always seemed to be attracted to older men, maybe it'd be enjoyable if he took the bait so-to-speak." "You wouldn't be upset if we did?" Denise asked. Her mother was right. She had always been attracted to older men, especially ones that had a father-like aura about them. The couple of times she met Bob, they shamelessly flirted, deep down feeling attraction, curiously wondering about his skills in bed. "I'd be upset that he would do this yes. But not with you. I just know he's up to something, and you'd be helping me find out what." Nikki grabbed the phone from her older sister, "I can see it now. You and Bob having amazing sex. He goes to sleep, you sneak into his office, you find files and evidence of money he's embezzled or people he's had killed. He wakes up. He nearly discovers you going through his things. You smile and take him back to bed. So sexy and hot!" "Ok that's enough out of you," Robin took her phone away from Nikki. "Denise, just think about it ok? Let me know later." "Wow, that sounds insane," Henry said, after his mother explained what she was asked to do. "You gonna do it?" "I don't know. I could take off work for that amount of time. Mom suggested a leave of absence, blaming it on my divorce or something." "I think you should. By the time you get back, I'll be all healed up. You could tell me stories of your adventures. You could be a sexy spy," Henry joked. "It sounds like you WANT me to leave for a few weeks," Denise pouted. "It is pretty difficult to look at you knowing I can't perform right now," Henry said, patting his mother's hand. "So would you stay with Bob or Ulysses?" Henry casually asked. Denise had forgotten about her fitness model friend, Ulysses. "Oh right, I'm not sure. I may stop by to visit Ulysses, I guess." "So you're going to do it? Whoa this is getting me a little aroused, thinking of you coming home and I'm all healed up, us going at it like animals," Henry said. "Well then, I guess it's settled. I'll let your grandmother know," Denise winked at Henry. "If I hadn't injured you, I'd probably say no." "Well I'm unavailable, so you better pack, get up there and seduce that old rich bastard and find out all his secrets," Henry teased. "You remind me of my Aunt Nikki," Denise rolled her eyes, grabbing her phone to call Robin back. Chapter 9 - Arrival and Progress A couple weeks later, after setting up her time off at work, Denise drove to Atlanta from Miami. She wanted time to think about everything. She thought about Henry's recovery, how she would get closer to Bob, the possibility of sex with him, and what it all meant. Her mother arranged everything. Robin asked if Denise could stay with him while she went on job interviews, lying to him, saying she was looking to move to Atlanta. Bob, of course, was as friendly as always, agreeing to let Denise stay as long as she wanted, suggesting it would be a great opportunity to get to know his future stepdaughter. Denise and Bob spoke on the phone a few times before she left Miami. It was all very pleasant conversation about her plans and what's going on in her life. Glancing to her injured son, she chose to leave out a few details. Especially the detail about how horny she was, how she wanted cock more than ever, how she injured the one cock she loves most, how she masturbated as often as she could, sometimes at work, and finally, how her fetish was mature men, ages 60-75. She also failed to tell Bob that the idea of living with one for a few weeks, him, excited her beyond belief - especially in her heightened horny state. When she left Miami, Henry kissed her hard, lovingly, grabbing her butt, squeezing her breasts, moaning as he kissed her. Just as he felt blood flow to his penis he ended the kiss. Denise glared at him and sighed, knowing he had to end it to prevent pain. His bruising was still pretty gross, a dark purple and blue, but the area was getting a little better. Some of the bruise was green and yellow, a sign of improvement. Denise drove as fast as she could; only stopping once. She arrived in Atlanta early and decided to take the edge off with the help of a friend. "Denise! Hi! You're early, are you - " Ulysses was interrupted by Denise lunging at him, kissing him, pushing him back into his apartment. The fitness model moaned, bending down to scoop her up, her legs going around his waist, still kissing him, relief via cock was the only thing on her mind. Ulysses took her to his bedroom, sitting her down on the mattress, undressing frantically. "It's good to see you too, friend," He smiled, watching Denise tear off her clothes. It was going to be a long night. ******** "You mean you haven't made any progress while I was on my cruise?" Nikki asked, annoyed at her sisters. "Calm down, ok? We have plenty of time to ease into this," Joanne said, rolling her eyes. "Have you two even kissed?" Nikki asked. The two older sisters shrugged. "A couple times. To say hello, things like that," Joanne answered, flipping through a magazine. "Ugh. It's early August. The wedding is in late September. You two need to work on getting that money before then. From the sounds of it, Denise's job in all this might be the easier one," Nikki fussed. "Has Krista been over at all to help you two?" Nikki continued. "No, I think she's a little freaked out by the whole incest thing," Robin answered, unbeknownst to her, Krista had just had another orgasm with her son, Allen, a few miles away in their home at that very same moment. "Whatever. Alright, let's keep working. Kiss for me," Nikki ordered. "Nikki, come on, is that necessary?" Joanne asked. "Yes it is. Now do it." "Oh alright," Joanne stood, walking to her sister, quickly grabbing Robin's face pulling her in for a hard kiss on the lips. "There, see?" "Good. Robin, you kiss her now," Nikki ordered. Robin sighed, rolling her eyes, pulling Joanne in for a similar hard kiss on the mouth. "I want you two to both kiss again, except this time more slowly," Nikki instructed. Robin and Joanne sighed together, shrugging, "Just do it!" Nikki raised her voice. The two elder sisters smiled at each other. Joanne ran her fingers through Robin's hair, their eyes meeting. Slowly inching toward each other's mouths, Robin and Joanne kissed, their lips interlocking, pressing against the other for several seconds. "There, see? Not so hard. Keep it up. I'm here this weekend. We'll get a lot done. I'll make sure of it," Nikki grinned devilishly. "Let's get Krista over here. All of us will be involved to help get you two in bed." "I'll call her," Robin chuckled, somewhat amused at Nikki's dedication to this little challenge. She was far more interested than Robin and Joanne were. Krista was lying in Allen's arms, catching her breath. She had just decided to lick her son's sweat from his chest when her phone rang. It was her mother. She figured she'd answer it since she and Allen were taking a break before another round of lovemaking. "She wants me to come over tonight? I'm not sure how I feel about that whole incest thing," she grinned at Allen, climbing on top of him, straddling him. "She does? Yeah I don't mind hanging out, but don't you think it'd be weird to have me watch you and Joanne kiss?" Allen ran his hands slowly up and down her torso, gently cupping her breasts, while Krista listened on the phone. "Yeah. Maybe. Nikki does like being involved. For all that money, we probably should all come together to support you two. No, not at all. If you two go through with it, I wouldn't think any less of you," Krista told Robin, while running her hands up and down Allen's chest, winking at him. "Ok, well I have some laundry to tend to, so I'll come over later tonight," Krista ended the call, tossing her phone to the side, bending down, kissing and licking at Allen's muscular frame. "Maybe grandma and Joanne doing this could open doors for all of us. You and I could be honest about our relationship. Maybe if Joanne is into it with her sister, you and her could - " "Stop," Krista smiled, putting an index finger on her son's lips. "I agree with you, but let's not assume anything like that." Allen nodded, pulling his mother's face to his own, kissing her passionately. Krista had finished the laundry hours earlier. Chapter 10 - Nudity "Oh good, we're all here," Nikki stated after Krista arrived. To their shock, Nikki began undressing. Robin looked on, "What are you - " "Getting naked. All of us," Nikki replied, tossing her shirt aside, unzipping her shorts. "Uh," Krista's mouth hung open. "Just do it. Relax, we're going to drink and share stories. No need to freak out. We're just going to sit around naked. It's no big deal," Nikki explained, unhooking her bra, letting her medium sized breasts breathe. The other three women glanced at each other, sharing uncomfortable looks, silently agreeing to go through with it. "That's it, good. I leave Sunday. We will remain nude until then," Nikki said. Krista spoke up, "But what if - " "If your son shows up? Well then I guess he'll be in for a nice little surprise," Nikki winked at her niece. Several minutes later, all four women were naked, sitting on either the couch or chair. Krista blushed, glancing over to Joanne's large breasts, thinking about how amazing they still looked. Glancing at her mother's, she noticed hers were similar, though slightly more saggy. Both had fairly large nipples. Nikki walked around, grabbing wine from the kitchen, as if she were clothed. Coming back to the living room, she told Robin and Joanne to sit closer together, to relax. "Now then, let's talk about sex. Not with each other, but just sex in general," Nikki said. "Go around the room and tell everyone what the wildest thing you've done sexually is." Krista's gulped, shrugging nervously, not wanting to go first. "Robin I think I know what yours would be. Why don't you go first," Nikki suggested. Robin sighed, "Fine." She took a large gulp of wine. "You were there after all." "Go on," Nikki grinned. "Forget that we're all naked, just relax and share the story." "Well a few years ago, before Bob and I started dating, you and I went to Atlanta for some conference thing for my former work. You just had to drag me to some dance club, you just had to buy me a bunch of drinks, and you just had to get me talking and dancing with this younger guy." "Mmm, I knew you'd pick this story," Nikki grinned over her wine glass. "Yeah. Anyway, that was the first and last time I was ever in a three-some. It was a blur of bodies, mostly yours, unfortunately, and it was awkward. I tried focusing on the guy as much as I could, but you were all over him. After you had your, um, turn, you passed out and I was able to relax a little bit. It wasn't all that great. Had you not been there egging me on that night, I might've had a more enjoyable time with him," Robin said. Joanne chuckled, "I bet he had a good time." "Oh he did. I almost wore him out though," Nikki added. "He was very sweet and polite to me. Uly, Ulysses, I think was his name." Krista's eye's shot open, Joanne nearly dropped her wine. "Was he a fitness model? Did he have dreadlocks?" Joanne asked. "Yes, how'd you know?" Robin asked. Joanne took a large gulp of wine, sitting her glass on the table next to the couch. There was only one Ulysses she knew. "When I left Tony, my stepson, TJ, was so wonderful and sweet to me. He's nothing like his father. I stayed with TJ a few days, but knew Tony would suspect I was there. So TJ sent me to Atlanta for a week or so, before I came here, hoping it would throw Tony off in case he checked here first. I stayed with his half-brother, a fitness model, with dreads, named Ulysses," Joanne admitted. Nikki's eyes brightened, "And you two?" "Oh yes. I was so angry about Tony, he was there, and he was sweet to let me stay there. I went for it," Joanne said. Krista cleared her throat, "Um, around 10 or so years ago, I had a threesome with a woman named Devin and her stepson. The next day, he and I, spent time together, just us two. He was 19 and home from college break. His had just started to grow his dreads." Krista paused, taking a deep breath, "His name was Ulysses." The other three women erupted in laughter, calming Krista's nerves, causing her to smile a bit. "He must get around then!" Nikki joked. ******** Denise collapsed on Ulysses' chest. She was exhausted. They had been going at it for hours. "Are you sure Henry doesn't mind you being here?" Ulysses asked. "No, not at all," Denise replied breathlessly, kissing Ulysses. His cock was still embedded in her, he hadn't cum yet. He broke the kiss, "I mean I would hate for him to be upset." Denise smiled into his face, "Henry and I have a very special relationship. Perhaps I'll share that with you one day, but please know, to tell you I love him more than anything would be a huge understatement. Our love transcends everything. I told you how much I need sex from him, I told you about his injury, and I told you why I'm here in Atlanta. With that said, I want you to keep fucking me until the sun comes up," Denise ordered her friend. "Yes ma'am," Ulysses sat up, bringing Denise with him, taking one of her large breasts to his mouth. ******** Back at Robin's the four women were getting drowsy. The wine was kicking in. Nikki was curled up on the recliner, asleep. Krista was dozing off in the other one. Joanne was lying against her sister, trying to stay awake. Robin kissed her head, whispering in her ear, "You think we can do this?" Joanne shrugged. "I mean it's just us, you know?" Robin slurred. Joanne nodded her head. "I do love you very much," Robin slurred again. "I know I haven't said it much, but I really, really do." Joanne sat up, turning to face her sister, "I love you too." She giggled, falling over on her, their large breasts pressing against each other, Joanne giving Robin a sloppy, drunken kiss before resting her head on a breast, falling asleep. Robin closed her eyes, holding her sister tightly against her body. Chapter 11 - Bob's House "So you're going to meet Bob today?" Ulysses asked, yawning and stretching the next morning. Denise did the same, saying she might stay there awhile, but would be back at Ulysses' apartment that evening. "I'll give you a spare key then," Ulysses said, sitting on the side of his bed. Denise sat up, thanking him, kissing him along his shoulders. "You think that old guy can resist those?" Ulysses asked when he felt Denise's breasts against his back.