10 comments/ 129468 views/ 34 favorites Switching Sides By: Bruno1027 At first it was a joke, something she brought up in soft, warm words they shared after making love that became a recurring joke between them. She would whisper in his ear as he entered her or the moment after their kiss broke. "I mean it Andres," she'd say is a sultry, practiced voice. "You wait. One day it will be your turn." He would turn and see the look in her eyes. "I'm serious." He'd laugh it off, never believing the day would truly come but those nights, when she clenched the full tightness of his ass, pulling him deeper inside her, she couldn't ignore the fantasy. She knew he'd never give in easily. This took some patience and some careful planning. He loved her. He'd come around. It was easiest when they were intimate. Then she knew he would do anything she asked. If she wanted him to eat dirt all she had to do was hand him a shovel. Especially as she handled his cock. When she touched him he was helpless. And so it was that night. Lying prone between his legs, she focused all her attention on his member. She loved how he was; long, thick and so responsive. Sometimes she would swear it had a mind of it's own, inflating at the sound of her voice, pulsing and beckoning for her touch. It seemed to know her personally and Greta adored it. It was perfect for pleasing her, just the right size and always hard whenever she liked. Always so warm and satisfying, it brought her to climax dozens upon dozens of times. She pondered this as she lovingly licked and stroked his cock. As always, he was very vocal, moaning, gasping and whining with each calculated touch. With a gentle push, she lifted his legs and brought his knees to his chest. Without a thought he did as she hoped, putting himself in her favorite position. Below her laid his asshole, an area he was usually so protective of. Caught in the teasing ministrations of her tongue, he didn't notice as it opened to her. His ass was another of her favorites. It was the first thing she usually noticed in a man and what made her go up and speak to him after class that day. She was drawn to his ass, perfectly round and tight, as she liked, and still enjoyed looking at it, grabbing it and touching it whenever she had a chance. She enjoyed his body thoroughly but his ass was an area he seemed very reticent about. She took him whole in her mouth, his considerable length traveling down her tongue, filling her throat and pressing further. Mouthing him had taken some practice but she worked at it as she was desperate to make him happy. He was large and after all the effort she had she had gotten more accustomed to him. Her mouth fit easily over her shaft, soothing and pleasuring it in the warmth of her lips. The act always made her mouth water, coating him in a thick mixture of precome and saliva. It dripped down her chin and along his shaft to collect between the firm cheeks of his ass. With her pinky finger she massaged the wetness into his tight hole. He usually stopped at this point but she caught him as he tried to sit up. Her fingers never leaving his body she reassured him and slowly eased him onto his back. The head of his cock pressed brusquely between her lips, begging for reentry. Slowly, so slowly, with the slightest pressure, she pressed against his back passage. He was tight and she knew he'd resisted anything like this before but she was lovingly persistent and, after a great deal of gentle caresses, the very tip of her smallest finger penetrated him. He seemed not to notice, her mouth still happily circling his cock head. She pressed deeper into him and felt him tighten as she was a knuckle deep in his ass. Her other hand gently rotated around the base of his shaft, squeezing him slightly, the way she knew he liked it. Slowly her pinky finger pressed further and she felt the tightness of his ass loosen, almost inviting her to explore further. Drool, mixed with his arousal, dripped from her mouth and slickened his shaft. It reached her finger and eased her entry as she explored his ass. With an up and down motion, her other hand pumped the base of his cock as his climax approaced. Andres was writhing. He moaned and gasped, his torso gulping lungfuls of air as his body prepared itself to ejaculate. His reaction just before peak always got her wet. She felt his prostate, a tiny walnut shaped bump inside his back passage. It had clenched, eager to expel the seed that currently churned and frothed in his body. He was on the brink but, rather than push him towards ecstasy and open the gates for his orgasm, her finger scooted past his tiny gland, exploring further. At that moment she felt his entire body stiffen. The interlocking muscles in his abdomen became rigid and he gripped the sheets with white knuckles. His cock in her mouth, the back of her tongue teased the heated the throbbing head. His body stopped, every muscle held at its utmost tension as he let out a slow, deep wail. The ring of his anus clamped around her tiny digit, holding it firmly. Bullets of semen struck the back of her mouth and flowed down her throat leaving a trail of heat as it slowly passed down to her belly. It was a heavy load, greater than she was used to and she was certain he never experienced an orgasm like this before. His body, now on its third cycle of gesticulations, was flushed a deep pink from forehead to pubic bone. She slurping him quickly, vainly trying to capture the unexpected amounts of his come. It pushed out her mouth, dribbled down her lips and traveled slowly down her neck. It took some time for them to recover. His body slowly descended, coming down from the intense pleasure that had just passed. His breathing slowed until he was still, almost asleep. She swallowed quickly and enjoyed the thick pools of warmth as they filled her belly. He was sensitive now and she took her mouth from his organ, admiring its slightly weakened state. Resting peacefully on his opened thigh, she gently covered it with kisses of admiration. Her finger, now free from the restricting grip of his asshole, slid from his body easily. As it came out he made a sad sound of loss, as if taking a favorite toy from a child. She doubted he even realized it. Tonight they shared something special. Neither of them said a word but both were aware a special point in their relationship had been breached. It would be much easier for her now she knew, and he would be so much more appreciative when she did. She wasn't sure what time it was, or how long they had been there, all she considered then was how at peace she felt as she dozed against his sleeping body. As she had hoped, their relationship continued perfectly. In the evenings they made love, each time more passionate than the last. Together they shared uncounted orgasms and pleased each other in ways they never thought possible. Never one to be shy about how she felt, Greta couldn't restrain herself from letting her feelings known to him each time they met with a kiss, a touch or sincere words that caused him to float through the day on clouds made of untouchable air. He was ecstatic and believed he found the one woman he'd always hoped for. The most skilled lover he'd ever encountered, she was also the most intelligent, warmest and most loving woman he had ever met. He opened to her in ways he never had, bringing her into all aspects of his life. They shared days, weeks and months together in happiness that astounded both of them. Never had they felt more fortunate. When she called him at work to schedule a date he thought nothing of it. Taking her instructions, he arrived home early to prepare for their evening together. After showering, shaving and applying her favorite cologne, he chose the shirt and tie combination she selected, along with his best shoes, pants and was applying the finishing touches on his hair when he heard her at the door. His shirt was untucked from his pants as he allowed her in, apologizing and running back to the bathroom to finish preparing himself. "Though I'd come early," she called from the vestibule. "Didn't know you'd still be getting ready. Should I come back?" "No no," he called as he ran a comb through his freshly spritzed hair. "It won't be too long." "Isn't that just like a man- always keeping a woman waiting." He acted like he didn't hear her and worked quickly to finish. She grew aggravated and watched him, tapping her foot against the hardwood floor. "Hurry up, sweetie, we've got reservations for eight." He turned to see her slightly harried expression and took her offered hand. "Come now, let's go." She pulled him behind her, out the front door and opened the passenger door for him. He was confused by her actions, not even receiving a hug or a welcome home kiss. Inquiring as much, she stuck her head down as he sat and offered her lips. With a tentative peck, he placed a perfunctory kiss on her. "Now then," she said, buckling herself in and checking to make sure he was secure. "Let's get some food." She revved the engine, shifted the stick and pulled out of the driveway with a charge. There was a definite change in her, something Andres had never seen. It quieted him and he found himself sitting with his hands in his lap and gazing aimlessly out the window. As she drove, she flipped through the stations of the radio, passing through hard rock, alternative and finally settling on the classic rock station. Aerosmith was playing. He recognized it as a single they released in the late eighties. "Like this one?" She asked. "It's one of my favorites." She hummed along as he listened to the song. Eventually they pulled into the parking lot of an expensive Italian restaurant. He beamed as she opened the car door, helping him out. Holding the door for him, she allowed him entry and spoke to the hostess. "Welcome, Ma'am," said the young girl, a pretty blond with crisp blue eyes and hair pulled back in a ponytail. "We have your table all ready." She led the couple, with Andres following in the rear, to a secluded corner of the restaurant. The lights were dimmed and the two candles on the crisp while silk added to the ambiance. A fresh rose in a thin glass vase completed the setting. "Oh, how romantic," gushed Greta. "Isn't it beautiful sweetie?" "Lovely," he answered, still unsure of the evening. In no time at all their server appeared and as he finished describing the specials Greta asked about the cuts of meat. Andres couldn't get a word in. She ordered a salad for him, followed by salmon with fresh vegetables and wine. He tried to protest, growing upset that she hadn't even asked what he wanted but a stern look silenced him. As they waited for the food they talked. She led the conversation, asking him questions and listening as he responded. When the food came, neither spoke but instead ate happily, the long day adding to their hunger. When she finished Greta called the waiter over and asked for the bill. Andres had eaten his fill so she politely asked for a doggie bag to take home and, signing the bill, left a generous tip and stood up. He followed her lead and, as before, she took his hand and led him from the restaurant. "Did you enjoy the meal, honey?" she asked sweetly. He nodded and thanked her but asked why she had paid. "It's my responsibility. You paid last time we went out." She chuckled to herself, "And maybe I'll pay the next time and the next time and the time after that..." Seeing his look of confusion, she placed a hand on his thigh and added; "Don't you worry about it, sweetie. It's your night. I want you to feel special." He thanked her and she responded with a possessive squeeze of his inner thigh. They pulled into a nightclub he'd never visited before. "The Oak Room," she said, escorting him out of his side of the car. "The finest couples dancing on the East Coast. I've always wanted to go here." "Greta, I don't know. I'm not much of a slow dancer." She shushed him with a quick plant on his lips. "Just be quiet, darling. Leave everything to me." Andres was shocked to learn what a great dancer his girlfriend was. She must have taken lessons without him knowing because as soon as she walked on to the dancefloor, grabbed his wrist and pulled him into her, she seemed in her element. He felt awkward and certain everyone in the room was watching him and sneering at the unprepared newcomer. The room was darkened and illuminated by a large chandelier that hung above their heads. Faceless couples swerved around them appearing like spirits to Greta and Andres. He took notice that they were the youngest couple in the room. Noticing his trepidation, Greta pulled him close and rested his head on her shoulder. He sighed warmly, allowing himself to be taken into her arms. Her hand rested on the back of his neck where she stroked him tenderly. His body swayed, mimicking her motions. As they danced he felt at peace and extraordinarily calm. The scent of her perfume, a heady, feminine scent, lulled him into a state where he thought of nothing but being immersed in her. Her soft, fragrant skin, her full, sweet lips, All seemed so intoxicating to him. She was placing tiny kisses along the side of his neck, allowing him to slip deeper into her. Her hands rested on the seat of his pants, kneading the strong flesh of his ass. He sighed contentedly. It didn't seem so strange at first, he thought he imagined it but, as she pressed his pelvis against her he could feel it pressing back. It was real- a firm stiffness pressing threateningly into his groin. He raised his head to look at her but she held him close. "Greta...?" "Shhhh," she whispered, laying soft kisses around the rim of his mouth. "Just dance with me." He was scared now, she could tell. "I don't think I can. I won't." Her opened mouth was at his ear, breathing hot air against it. "Dance with me. There's nothing to be scared of. This is my night. Don't ruin it." Reluctantly, he gave in and pressed against her, becoming docile. She undulated her crotch against his, her member a threat of later that night. For the moment he put it out of his mind, enjoying the feel of his girlfriend, this woman he loved pressed against him. Her breasts felt full against him and, despite what he knew she had planned, he felt himself stiffen at the thought of laying with her. As the night closed both bodies, wearied from a long night, made their way to the parking lot. She gripped his wrist, keeping him close amongst the heavy crowd. His legs felt like cement, he knew he was shaking and did his best to hide it. When she opened the door, he meekly entered without a word. For much of the drive there was silence. She broke the tension by asking him one simple question. "What are your feelings?" He didn't know how to respond, not sure if he knew them himself. "I don't know Greta, I really don't," he sighed fretfully. "You know I love you and would do anything to make you happy but this...this...I don't know." "And why not?" "I'm not gay, Greta." She laughed quickly at this, unable to hold the outburst but quickly catching it before it upset him. "Andres, of course you're not gay. Do you think a gay man would have sex with a woman every night, sometimes two or three times, for months." "Exactly. I mean, what is your obsession with my ass? Why so eager for this?" "I wouldn't know if I'd call it an obsession," she said, trying her best not to sound amused by his choice of words. "I just think you have a beautiful ass, like every part of you; your cock, your chest, your eyes, chin, fingers, earlobes- all beautiful. I want to touch it. I want to taste it. I want it to feel good." "I mean, what do you get out of it really?" "Jason," she said, reaching over to run her hand through his light brown hair, "I enjoy making you feel good. That's always been my goal when we've made love." It was his turn to laugh. "Make love? Is that what you call it?" "Jason," she said, growing firm. "I'm tired of this. If you don't trust me enough to make you feel good than I'm really disappointed. I love you and I want you to enjoy yourself in every way. I know men are shy about such things but a man's butt can be a great source of sexual pleasure. It takes a good woman to show a man just how wonderful she can make him feel." She switched gears and looked into his eyes. "I want to be that woman. I want to be the one that makes you feel like you never knew you could. I want to be the one that takes your virginity." He swallowed hard, considering those words. His virginity? He felt like he was getting in way over his head. As they pulled into his driveway, she walked beside him and stood on the porch as he unlocked the door. Before he entered, she pulled him to her and kissed him deeply. He gave in to her and allowed her to slip her tongue between his open lips and stroke his gently. Her hands reached behind him and caressed his backside. Though she was frenzied and her body pushed her to take him, she paced herself, enjoying the man in her arms. As they broke, she looked at him sweetly. "May I come in?" "Honey, please...not tonight." She pulled him close again and he showed token resistance. He was hard- she felt it against her and beneath her clothes, behind the member she tucked comfortably along her thigh, she was warm and wet. With a few soft kisses, he was hugging her. The tips of his fingers skated down her lower back, feeling the muscles along her spine, down to the giving swell of her ass cheeks. She knew it was his favorite part of her. Bending down to feel her lips against his ear, she whispered to him. "Let me make love to you. Give yourself to me," he sighed happily, warming to the idea. "You sweet, beautiful man." He couldn't hold her eyes and, with her hand placed firmly on his backside, he turned and led her into his home. She took his hand and led him behind her to the bedroom. It was neat with fresh sheets that smelled of him. Sitting him down, he hugged her waist as she lightly ran her fingers through his hair. He adored her, that was very clear, and though he was very nervous and more than a little afraid, he would acquiesce to her for tonight. It made her love him that much more. Reaching down, she pulled off his tie and began unbuttoning his shirt. He leaned back to give her access, his eyes never leaving hers. A warm sound of approval came from her lips as she took it off and slid her hands down his chest, tweaking his nipples with her thumbs. The tight muscles of his belly flexed in anticipation. She was awed. "Beautiful..." She whispered. Making for him to stand, she dropped to one knee and looked up at him. With a gentle urge, she placed his wrists at his sides and unbuckled his belt. He was trembling visibly now, both from excitement and anxiety of what was about to happen. She calmed him with the softest of kisses above the waistband of his briefs, causing him to exhale slowly. "That's it, baby. Just relax. I'm here for you." As she pulled the briefs off his body, he stood still. She was glad to see his cock erect, a sure sign of his acceptance of his position. She held it in her hand and enjoyed the feel of his girth. Her moist lips pressed against the head and she tasted the thick, male flavor of his leaking arousal. She cradled his shaft, stroking him up and down while her lips slid against the soft skin. Looking up at him, she could see he was getting better. He seemed to be relaxing and enjoying himself more. Which she thought very important. He reached to stroke her hair as she opened her mouth and bobbed it on his cockhead. This brought a deep groan of relief and his body responded. His hips pressed forward yet she held him. His balls, warm and full in his sack, rested in her palm. "Easy now, baby," She held his cock head between her closed lips and swirled her tongue around the rim. He squirmed out of need but she held him fast. Her hand left his balls, moving slowly underneath and between his legs. As she continued teasing, her finger found his hole and slowly pressed into him. This time he welcomed the intrusion and gasped in pleasure as she entered him. Her right hand squeezed his shaft in time with his penetration, allowing him to enjoy it further. Switching Sides The night was cold, and a little damp. Hamish was going to a party at one of the nicer pizza palaces in town. He was single, a bit larger then average in body size, but a decent looking guy. Miles deep blue eyes, dark brown hair that reached almost to his ass. It was a party for a local bulletin board computer group he belonged to. One of the girls there had a super crush on him, and was wanting to get to know him better. She was an attractive lady, but Hamish just wasn't interested in Dee. He liked her as a friend. He did however have a major crush on Sally. Known online as Nightstalker. She returned a little bit of his flirtation, and was interested, but not ready for anything at this time. Hamish had brought along a friend of his, someone whom he'd introduced to the group online and brought in as a friend. Hamish was looking for a girl. At least until Sally came up free. So Hamish's friend, Darren was there for moral support. While waiting in line to pay their bill Hamish noticed one of the waitresses. She was unbelievably beautiful. Long straight black hair that was just past her shoulders, and just slightly curled under. It shined almost dark blue under the light, almost a comic book look, but much more beautiful. She had small but full red lips, and some of the most beautiful green eyes he had ever seen. Hamish was almost in love. However he hadn't the guts to say anything himself. He was quite shy in person, but a regular Don Jaun over the phone or over the net. His friend Darren however, would do almost anything, say almost anything to anyone. So Darren had walked up to her and said asked for her phone number for his friend Hamish. She got this very flattered but sorry look on her face, and turned to Hamish, and said, "I'm so very sorry, you're really kinda cute, but honestly, I'm gay, and have no interest in men." This caught Hamish a bit off guard, and he somehow gained a sudden confidence, handed the money to his friend to pay, walked up to her and ask, "So why is that?" "Because a man doesn't, well...... Doesn't really know how to properly please a woman." "You might be surprised." "I doubt it." "I bet you 200 dollars, I can prove you wrong, and I won't have to open my pants, and use that equipment." "Normally, I'd slap you and tell you to fuck yourself, but I'm feeling like a real bitch today, and am up for putting a man in his place, and getting money to do so, you're on. Here's my number, I'm off work at 8:00, I expect my phone to ring at exactly 8:20, or the deal is off." "Great, see you at 9:00." "Right........... Oh, don't forget to stop by the bank to get my money." Hamish laughed, and turned back to Darren who had finished paying, and was looking at Hamish with an astounded look on his face. "What are you looking at me like that for?" "I've never heard you do or say anything like that before, that's something that would come out of my mouth, and get me a busted jaw, where the hell did that shit come from?" "Well..... It pissed me off, and at that point I figured what did I have to lose. She talked down to me like I was some kind of lower life form." "What if you can't perform your miracle pussy eating?" "Fine, then I still win." "How do you figure? Dude she's way out of either of our leagues." "Simple, you saw how gorgeous she was, I saw you looking at that body." "Yeah no shit, talk about a tight little ass, and perky tits." "Yup, worst case scenario, I go to her place, I get to see that body, those tits, that ass, and best of all that pussy. Someone that looks like that, and not only do I get to see all of her, I get to feel her, and I get to taste her." "Yeah, but yer out 200 bucks." "So what, I may not be the richest guy in the world, but I have everything I need, except a woman, my bills are paid, it's only fuckin money man, and I've worked plenty of overtime this month. Besides look at her." "Yeah, I guess yer right. Lets blow this popsicle stand huh?" Hamish didn't figure on headed home just yet, it was only 5:30, and he felt like being out. So they drove down to the Mall in Hamish's Camaro, so he could pick up a new game, and few new items of clothing. After buying what he was after, Hamish noticed it was 7:00. "Time to jet man, I don't want to miss my, uh, date with um what was her name anyway?" "HAHAHA Her name was Lindsey. You make a bet and a date to eat this Lesbians pussy, and you don't even get her name?" "Well I was too pissed off at her attitude, and besides I was admiring her uh yeah. WOW." Darren just started laughing hysterically at this. Hamish smacked him upside the back of his head. "C'Mon Darren you jackass, lets get moving, I don't wanna miss this chance and I want a shower, before I go." Hamish had taken a shower, and and dressed. He was looking fairly nice in his new digs. "Whaddya think?" Darren looked at him and said, "You look fine, but she's a Lesbo, clothes ain't gonna get your dick in her pussy, or get you a second date or a girlfriend. How you lick her will." "True, but I don't want to show up looking like a slob, and have her shut the door in my face, I REALLY want to see her." "Well it's 8:19 Romeo might want to pick up your phone." "Right." Hamish grabbed his cellphone, and called Lindsey. "Hello?" "Hey there Lindsey, it's 8:20, ready to lose that 200 bucks?" "Hey look I was just in a fucked up mood earlier, I'm not really into this shit, so why don't you just imagine how I look naked, and go in your bedroom and FUCK YOURSELF." Then she hung up. "Fuckin bitch, told me she isn't into this shit and hung up on me." "HAHAHAHA, Now that's some funny shit man." "Yeah like hell, watch this." Hamish Dialed her again, it rang 5 times and she picked up. "Look here whatever your name is I told you....." "No you look," Hamish started, "I will not be treated like some lower fuckin life form, just because you feel all high and mighty because you only munch carpet, I don't give two shits if you are gay or not, but just because I'm not doesn't give you the right to treat me like a piece of shit, now either hold up your end of the bet, or drop off your fuckin money." "Well I see someone's panties are on too tight and they aren't mine, since I don't generally wear any, but fine. My address is 3375 North Lyndon Avenue." "Nice, the other side of town." "Really? Well in that case you have 15 minutes to knock on my door, I know you won't make it, but I'm gonna get ready anyway, because in 2 hours I'm calling my girlfriend and going out on a date, and I'm gonna get some pleasure tonight." "Yes you will be getting pleasure, and you might be getting it from her, but you'll be feeling my tongue first." "Yeah right, your time starts now, clock's ticking bitch boy." With that she hung up. "My god she's a major BITCH, but I think I like her." "HAHAHA Oh great, douche boy is in love with a lesbo. Enjoy your lick while you can because it's the only one you're gonna get." "Yeah eat shit, I best get out of here she lives on the other side of town and now I've got less then 15 minutes to get there." "Heh, you used to drive racecars, and you have a fast, car man, but I don't know that's pushing it." "Well if you don't hear from me in 15 minutes, just know that in 20 I'm in her bedroom." "Later." 12 Minutes later, Hamish arrived on her doorstep. Turns out she lives in a house. A rather nice house. Hamish thought she must have rich parents. Hamish walked up to the door and rang the doorbell. Lindsey opened the door dressed to kill. She was wearing VERY tight black minidress, with a slit going up one side and a zipper going down the other. It had a nice low neckline, showing just a hint of cleavage. Her hair was mostly down, but held back out of her face with a couple of clips on the side of her head just above her ears. A gorgeous diamond encrusted, 2 inch wide, black leather choker adorned her neck, and the entire ensemble was topped off with a pair of black fishnet stockings. "HOLY SHIT, how in the hell did you make it here so fast?" "Well," he said pointing to his Sapphire blue Camaro Iroc, "That's my personal car, and I used to drive racecars." "SHIT. Uh damn I didn't want to get out of this thing until tonight, but a bet is a bet, and I WON'T go back on my word. Come on." "Lead the way love." Hamish followed her into her bedroom. Once they entered, Lindsey closed the door tightly and spun around. "Now look, the deal is you are ONLY eating my pussy. I've never had a dick inside of me, and don't plan on ever having one there. If I could just hike my dress and spread my legs I would, but this thing is too tight to allow that so you get to see the whole package. I need to be a little bit turned on, before anyone gets anywhere near my pussy. So you have feel around, and you can suck on my tits a little bit, before you eat my pussy, but THAT'S IT! PERIOD! If anything other then your jacket and your shirt come off, I'm going to assume you intend to rape me. I have a gun where I can get to it, and I will shoot you, I will not be raped, got it?" "Look, it's my bet, I bet you 200 bucks, I can eat your pussy as good or better then any woman, and that's all I intend to do. Granted you are one of the most beautiful women I've ever seen, but I'm not a rapist. Although later on, I wouldn't mind knowing what kind of piece you have, I'm a collector of guns, but don't worry I don't have anything with me." "Sorry, I'm just a little defensive you know. I had some guys back in highschool thought they were gonna rape me. The groundskeeper of the school came just in time, and hit the guy who was about to put his dick in me with a shovel. I've never trusted men since." "Is that why you're a Lesbian?" "God I can't stand that word, but more or less that is why I am gay. I used to like both men and women, but after that, I've stuck with women. Before that I wanted a boyfriend and a husband, and all that good stuff, with an occasional woman to join us." Hamish walked up and gently laid his hands on her shoulders, "look Lindsey, a lot of men are scum, but not all are. My friend who asked you for your number for me, is a bit of a jackass, but he's no rapist, and neither am I. There are quite a few decent guys out there, and I'm one of them. I can't stand rapists, or woman beaters, or anything of the like. I may yell, I may swear, sometimes when I'm extremely pissed off or treated like shit, but that's the extent of it." "I'm sorry, I guess I kind of deserved it, I was a bit of a bitch to you." "A bit?" "Ok a big bitch to you." "Yeah you were." "You just don't pull any punches do you? Just straight to the point with no sugarcoating eh?" "Yeah I guess so sometimes, but I forgive you." "Yeah fine whatever." Lindsey began unzipping her dress, "Now just stand over there and watch, and get prepared to lose 200 bucks. I might even be nice enough to let you look at me naked and beat off." "Gee thanks, but I'd rather not get shot." "Look I know now you aren't a rapist, but still unless I let you beat off, the pants stay ON, and your dick stays in them." "Of course, I understand you're are technically a virgin, so if you change your mind, I won't be rough, I'll be really gentle, and I promise to go at your pace and not hurt you." "Thanks, but don't get your hopes up, don't even pray because it's not gonna happen. I don't now, nor do I ever want a boyfriend or a husband, let alone to have sex with a man." With that Lindsey began pulling her dress down, revealing that surpisingly she wasn't wearing a bra, let alone a pushup like Hamish thought she was. He would guess if she wore a bra it would be about a 36 or 38, and a C cup. MAYBE a D, but more likely a C. They were unbelievably smooth, with dark pink nipples, and small dark pink areola. Her stomach was flat and she had a slight sixpack. Despite her extremely slim body, she had some shapely full hips on her, and she wasn't boney anywhere. She was wearing black lace panties, despite her claim of not wearing panties, but then again she said generally, not never. As she slipped them off she turned around fast enough where he couldn't see if she was hairy, trimmed, or bald. He did however gasp when he saw her bare ass. It looked even better nude. "What was that for?" "I don't mean to sound crude, but you have perhaps the nicest ass I have ever seen. I mean it looked GREAT in your uniform, but never in a million years would I have guessed it looked THAT good nude." "HAHA, thanks, I never really liked it, I always thought it was too small and scrawny, but if you like it, I'm glad I can be of service, now take off your jacket and if you want your shirt, and get over here and lose your money." With that she turned around as she lay down on her expansive bed, and laid back on her pillows, and gently spread her legs. Hamish could see she had a short but defined black heart shaved in above her pussy, and that her pussy itself was completely hairless. "I can see you shave the heart in, but do you shave your pussy too?" "No I don't, it's naturally like that. I do grow quite a thick bush if I let it, but it's an almost perfect triangle, and is above my pussy, the hair doesn't extend down to it." "Nice, I think I'm in love." "Keep wishing, it's NOT going to happen. You can however start at any time." Hamish, climbed up over her, and began to rub her breasts gently, and Lindsey began to respond a little by moving slowly. He then leaned down and started licking around her nipples, and occasionally flicked his tongue across them. He then took one nipple into his mouth and sucked gently, while flicking his tongue back and forth across it. Lindsey let out a soft moan and whispered, that it felt good and he was doing a good job. He slowly began to lick down her body and across her stomach. The flicked light kisses down the inside of one of her legs until he got to her ankles, and then switched sides and kissed up the inside of her other leg, until he got to her ultra smooth pussy. He noticed that her labia didn't stick out of her slit, but were just inside, making a very nice looking pussy. He licked in between very lightly with his tongue, from bottom to top, barely touching her clitoris with the tip of his tongue. He then traced his tongue along the edges of her labia, up one side and down the other, before running his tongue around the outside of her labia several times. Then he slipped his tongue right up in between her labia, and let the tip slip just inside of her, before licking all the way up to clit, which again he flicked with the tip of his tongue, just a little harder this time. Lindsey let out a quick yelp of pleasure. He then began to lick all around her clit, and flicked his tongue back and forth across the top of her hood, making her start to buck her hips. He then moved back down and started to lick outside of her labia again. "OH GOD GO BACK PLEAAAAAAAAAAAAAAASE. You were about to give me an orgasm." "I know, but it's not time yet, it would be just another orgasm. Just wait, now shush, I'm the one who made the bet that I could do it as good or better, now let me do the driving." Lindsey started to object again, but Hamish flicked his tongue across her hood again, and she instead moaned a quick "OH GOD." Hamish continues his assault on the outside of her labia, before beginning to lick up the middle again, but this time he stopped and slipped his tongue deep into her pussy. She tasted so sweet, better then he could have imagined. It was natural tasting, with no foulness. No dick had ever been here before, and it showed with it's sweet taste. When he began to wiggle his tongue inside of her pussy, Lindsey started to buck her hips, fucking his tongue, and started to whimper. Hamish knew this was the right time, and licked his lips before bending them in to cover his teeth, as he used his fingers to pull back her hood exposing her clit, and drew it between his lips and started to suck on it, while very gentle rubbing his tongue across it. This sent Lindsey into a very intense orgasm, she started screaming "OH GOD" over and over again at the top of her lungs. She was bucking her hips violently into his face, and it was all he could do to keep his lips wrapped around her clit. When she was starting to come down, she began to push his head away for a breather, but he pushed her hand away, and then let go of her hood with his fingers, and then wrapped his lips around her hood, and began pressing down on her clit through her hood with his lips with a decent amount of pressure, then started sucking on her clit hard. Lindsey almost went through the roof, she was screaming louder and louder, incoherent words, and squealing uncontrollably at the top of her lungs, bucking her hips, with her arms up behind her clawing at the walls. For a minute or two Hamish thought she was going to push herself through the wall. It was as if she was trying to get away from the pleasure, but she kept bucking her hips into him, so hard he had to grab her little ass, and shove her pussy into his face and hold on to keep from being thrown off the bed. Lindsey managed to get one hand on the back of his head and shove it down harder, while still clawing at the wall with the other hand, incapable of screaming now, she was squealing, and running her head back and forth against the wall. After about 10 or 15 minutes, Hamish started to slow down, until he finally backed away. His penis was raging harder then it had ever been before, and he knew she was in a state where he could probably get it inside of her, but true to his word he never did. He sat up, and asked, "well?" Lindsey just half laid there against the wall her eyes wide open, and breathing very deeply, heaving her sufficient bosom in and out a good 6 inches, with her eyes wide open. She was unable to respond. "Well I can tell you enjoyed yourself, or you're the best actress I've ever seen. I don't know if I succeeded or not, but this is what I am going to do. If I failed, here is your 200 bucks," and he folded it up, and opened the drawer to her nightstand, and laid it right on top of the Kimber .45 she had laying in there. If I succeeded, then my address is in there too. Just put this 200 along with my 200 in winnings in an envelope and drop it in the mail slot in my door with my name on it. If however you changed your mind about the whole boyfriend thing, AND the dick thing, then leave your house key in there as well, and I will know that I now have the most beautiful woman in the world as my girlfriend, and I will keep my word." With that Hamish grabbed his shirt and jacket, and opened the bedroom door. He looked back over his shoulder at Lindsey who was still in the same position, the only thing that had moved is her eyes, which were now looking at him but she hadn't turned her head. He smiled, as he walked out, closing the door behind him. On his way home, he knew he had succeeded, but he also knew that there was no way in hell there was going to be an envelope from her, let alone one with a key in it. When he got home, Darren, who he had been let stay with him since he was between addresses, asked "How did it go?" "Well I'm pretty sure I succeeded." "What do you mean pretty sure?" "She didn't say. She just laid against the wall and looked at me. Didn't say a word." "Man you may have, but what about the money?" "Just in case I left her 200 bucks if I failed, and the address in case I succeeded." "You know you just lost 200 bucks right?" "Yeah probably, but she was more then worth it, she's really not such a bitch, and I understand her hostility, we did talk a little beforehand. She's actually a pretty sweet girl with a decent sense of humor. She was all I dreamed she was physically and more. Not to mention turning out to have a good personality." Switching Sides "Well that's good, I guess. Sorry though about the money bro, and not ending up with a girlfriend." Hamish told Darren the rest of what happened after he was done. "HAHA, Well I can't say it was the smartest thing to do, but hey, if you think she was worth the 200 bucks, then hey." "Bro, she is worth a billion. Good night." The next morning Hamish showered and dressed, then walked into the living room, and up to the couch, pushing Darren onto the floor. "Wake up asshole, it's 9:30, I know we both have the day off but still." "Yeah yeah, give me a minute." "Get the mail would ya?" "Sure." Darren grabbed the stack of envelopes from by the door, and walked over to Hamish in the kitchen and handed them to him. "Here, maybe you have an envelope of money and a key from your love goddess." "Oh shut up dickhead, I know it ain't gonna be here." As Hamish began going through the stack he got to the bottom, and there was an envelope with rather nice and elegant handwriting that said, 'To Hamish, from Lindsey, I owe you this." Hamish held up the enveloped and said, "Hey check this out." Darren leaned over to read it. "Well I'll be damned, it's your money." "I guess so." Hamish opened the envelope and pulled out the wad of bills, and opened them up, and he just stared wide eyed at his hand, with his mouth gaped halfway open. "What's that look for? What is it?" "A key. A house key. HER house key." Switching Sides Kathy's head lolled from side to side, her blonde hair splayed out in all directions covering the burgundy satin of the pillow. Soft music droned in the background. The wine and smoke had relaxed the woman totally. Using her warm hands she softly directed Joanne's tongue to just the right spot. Her new friend was so seductive, so beautiful she couldn't resist her affectionate advances. There was magic here. "Oh god yes, Joanne!" she whispered as Joanne's tongue darted relentlessly across her throbbing clit. Joanne pressed harder against Kathy's soaking pussy. She kissed up and down the fevered crimson lips and around that swollen clit teasing it toward orgasm. Joanne could see that Kathy was truly enjoying her first oral sex from a girl, and she was excited and fortunate to be the one to initiate her to the bliss of it. What a prize Kathy was! At twenty-two, Kathy was a knockout, soft, curvacious, with plump full lips. Her hair hung in long lazy curls reaching to the middle of her back. More than beautiful, Kathy was kind, loving and empathic. Joanne felt an instant connection when they met. It was love at first sight and not just on her side, Kathy felt it too. They were inseparable from the day they first met. Every thing seemed destined. They could finish each others thoughts and sentences. It was as though they had been meant for each other. This Joanne thought was "Love" in its purest form. Joanne reached up to Kathy's breasts and pinched and tweaked her strawberry nipples as she sucked at her pulsing clit. She wanted to give Kathy a mind-numbing orgasm. Powerful, consuming. She wanted Kathy to crave the love only she could give her. Her plan was insidious. Make Kathy want her, need her, unable to live without her. When she was done it would be her turn and she wanted Kathy to know just what to do to please her. Just follow her lead, do as she was doing. Little did Joanne realize, Kathy had already surrendered to her. Joanne was beautiful in her own right. Tall, slim with jet black hair that she kept in a short pixie style. Her passionate blue eyes contrasted and complimented the darkness of her hair. She was at times demanding but would give Kathy anything she asked for and usually more. Kathy loved the feel of Joanne's skin, so soft and creamy, her lips set fire to her skin wherever they touched. Her lips were now building a fire in Kathy that would not be easily extinguished. Joanne gently began to run her fingers the length of Kathy's wet, puffy lips until they were slick with her juices. Kathy pressed herself onto Joanne's fingers feeling them glide deep into her demanding opening. Both women sighed with the erotic warmth of the touch. "Oh god! I never knew it would be like this...so hot...so exciting. It feels so good, don't stop, Jo." Kathy breathed out. "Come for me baby, come for me. I want you to come for me, I want to feel you on my fingers and mouth" Joanne pleaded. Joanne forced her fingers deeper, feeling for Kathy's g-spot. Kathy's muscles rhythmically clutching and squeezing Joanne's probing fingers. A third slippery finger slid easily into her ass as Kathy started bucking her hips, pressing hard against Joanne's fingers as they worked their magic within her. Using a twisting motion with each stroke and her vibrating tongue planted firmly on Kathy's straining clit, Kathy exploded into orgasm. The most intense she had ever felt, wave upon wave washed over her. "Oh, Yes! Oh Joanne, oh god I'm so hot... I'm going to...to... I'm coming...Oh fuck yes, mmm..." She was arching her hips to Joanne's mouth and hand, thrashing wildly on the bed. Joanne buried her face in Kathy's erupting pussy latching onto her clit with her sucking lips, holding tight as Kathy came in great surges one after the other for several minutes. As Kathy slowly relaxed, returning to her senses, Joanne withdrew her tongue and fingers. She moved up Kathy's hard flat stomach licking and nipping her delicate skin until they were face to face. Joanne leaned forward covering the breathless mouth with her own, parting plump lips and slipping deep within her mouth. Their tongues battling and nipping lightly, the women still caught in their passionate embrace, rolled slowly changing places. "Now, I want you to give me the same pleasures I have given you. Don't be afraid take your time, enjoy my body. Take your time and kiss and suck me all over, I want to feel those beautiful lips on me." Joanne whispered, staring into those large brown eyes. Kathy reached out and cupped a breast, running a thumb over the dark nipple which instantly sprang to life, hard and round. The slender young woman with dark short hair lay back pulling Kathy's face with her. As Kathy began to rub and kiss the small firm breast, her mind started to explore the possibilities of the relationship. They were so compatible, loved so many of the same things. Never before had she been given the mind-bending orgasm that she had just experienced with Joanne. No one had ever taken the time, no one had made love to her so deeply, so completely. She wanted to kiss Joanne all over, from her head to her small cute feet. Feel her, taste her, envelop her. Her tongue longed for the taste of her honey. She had found her love, her 'soul mate'. This is where she belonged, in Joanne's loving arms, forever. What was she going to say to Ted when he got home tonight? How could she explain? Switching Sides She felt the familiar stirrings of his orgasm and slowed. Not wanting him to come so soon, her hand left his shaft and with a long, wet lick, her mouth opened to release his member. One hand on his lower belly, she bade him to sit and then lay back. He did so without a fuss, already accepting that she was in control that evening. She sat beside him on the bed and put her arm around him. He seemed smaller now, softer, more pliable. Waiting until he looked up at her she spoke to him. "You ready for this darling?" She caressed him with the back of her fingers as he nodded. "You know it will hurt at first, don't you?" Again he nodded. "That's natural. All girls feel pain when they lose their virginity. It's part of being a woman." He didn't react to what she said, which surprised her. "That's what you are tonight, sweetheart, you're my woman. I want you to feel what it's like to be made love to by someone that cares for you very, very much." As she ran one soft finger along his bottom lips he swallowed nervously. She reached over and one hand held his cock tenderly. Moving closer, she kissed him on his cheek. "Just do as I say and let me take you. I know what's best." He looked scared. "Please...not too fast. I don't know if I can." "Shhhh..." she whispered. "Trust me. I wouldn't hurt you. You're my baby. This is a very special time for a boy. Give yourself to me and you'll never forget this evening." He nodded and, with a tender pat on his bare thigh, she ordered him to lay back. She stood and looked down at him. Slowly, she unbuttoned her shirt, enjoying the attention she was getting. The buttons parted, displaying smooth flesh as she danced slowly, giving him a show. He lay back on his elbows, looking at her wide eyed. His cock stood to attention, shining from the mixture of her saliva and his need. Turning from him, she unclasped the latch of her skirt and shook her ass from side to side as she pulled the tight material over her wide bottom. Her legs were encased in sheer black pantyhose and, before he could see, she pulled the tape keeping the dildo strapped to her leg. Arms raised ballerina-like above her, her body twisted in a rhythmic dance of passion that entranced him. Through the thin black bikini panties she wore, he could see the crack of her ass. Every sense in his body was alit, he felt hypnotized by the slightest motion of his lover's body. With a quick snap she pulled the bra off her body. Andres has always been drawn to the sexiness of her back- an odd quirk she always thought- but now she played upon it. The smooth expanse of her skin pulsed, as if to unheard music. Clasping the elastic of her panties, she soothed them down her thighs. The thin material moved soundlessly down her smooth skin. She bent forward, allowing him to gaze at the round fullness of her ass. She felt exposed but felt moisture on her sex and her nipples starting to bud. She stood and, with the slightest movements, turned. His eyes fell directly to her crotch and widened. She held it from beneath, as she'd seen him do many times. Another hand mindlessly pulled on the shaft as he did when masturbating. Concern showed on her face, and she worried that he would get scared off. He was definitely intimidated but his cock, which bulged and remained full, betrayed his eagerness. Slowly, he nodded, as if accepting his fate. It wasn't much larger than Andres' seven inches, which relieved him. Made of shiny black rubber it had a bulb on the end slightly thicker than the rest. Watching his lover's hands squeeze and pump it excited him and he began to think how enjoyable this could be. He had always loved Greta, even thought they would spend the rest of their lives together, and he trusted her to make it enjoyable for him. There was nothing he wouldn't do for her- he felt owned by her more than any other woman he'd ever spent time with. It was an extremely personal thing and one he could never admit even to himself. Leaning over, she placed a hand tenderly on his waist. "Roll over, honey." Without a word he did as told, allowing her a moment of pleasure as she examined her man in such a state. His ass was round and tight, just how she liked it. Countless times she'd held it in ecstasy as it pushed against her, driving his body to her orgasm. It was such a manly, sexy part of him. Placing one hand flat against his bare cheek, she felt the warmth of his skin and squeezed firmly. He made no reaction but rested his head on the pillow, his face turned towards the wall. Kneeling behind him, she carefully spread his cheeks to look at his tiny hole. Seeing a man this way will forever change how a woman looks at a man. It makes them so vulnerable, so soft and yielding, his most private area opened for her examination. She sighed happily and placed tender kisses on the swell of his ass, licking him and leaving a wet trail down his warm skin. His ass opened and, as she pressed deeper between his cheeks, his hole pulsed. She pursed her lips and gave him the slightest, most chaste kiss right on his tight little hole. This seemed to calm him and he released a satisfying breath. Her tongue reached out and circled the tight pucker, making him sigh. Feeling his pleasure, she licked him fully with the flat of the tongue. For Andres it was a foreign feeling, both warm and incredibly wet. It was very pleasant and he felt himself relaxing, his muscles going slack as the tension left him. She noticed this and caressed his backside, the tips of her fingernails leaving thin red trails on his skin. Her licking became more heated and she swirled her tongue around the circle of his anus, poking him softly and even pressing into his body. He was still, allowing the strange new pleasure to pass through him, but the moment she entered him with his tongue he groaned happily. She saw the stalk of his cock throb as more arousal filled him. Reaching behind her, she found the lube and squeezed it onto her two front fingers. The wet squish caused him to turn and look at him. He was taking this well, his eyes questioning but no longer fearful and she answered with a warm smile. As he watched, she coated her cock with the slippery liquid. Globs of it turned to a fine sheen that dripped down the phallus, wetting her pussy lips. It was her cock now, she was comfortable with it and handled it as skillfully as if she had been born to it. It felt as natural as her own body. His eyes still on her, she squeezed a generous dollop of the lotion onto the fingers and smeared it slowly along his crack. With a gasp he turned and flopped face first onto the bed. "That's it sweetheart, just lie still. Let Greta take care of you." His face pressed to the pillow, not answering. She moved on top of him, her fists just beneath his armpits and angled her member so it slid between his wet asscheeks. To ease him into the idea, she ran it against his body, parting his masculine cheeks. His body became rigid, now facing what he had feared for so long. With one hand she gripped the base possessively and angled it towards his hole. The cool wetness of her dildo kissed his tight hole for a moment and she began petting his back with gentle, loving movements. That calmed him and, with the slightest push, her cock entered his back passage. He gasped and she paused for a moment before letting it travel into him, slowly parting his cheeks. Surprisingly, he wasn't as tight as she'd expected. Perhaps he was open to the idea of being fucked. His body was stiff but he wasn't fighting her. "There there," she whispered. "Just lay still and let yourself be fucked." As she drove into him he whined softly and buried his face into the pillow. He ass was tight but it gave under her assertions and when she managed to drive her full length into him he let out a happy coo. "That's the spot, boy. You like that don't you?" He sighed affirmatively. "Feels good, doesn't it, my sweet little bitch?" She was enjoying herself now, her pumping picking up speed as she drove into his tight ass. "That's what you are, you know," she teased and placed a hand on his rump steadying him. "My sweet, little loving bitch." Her pace increased, as did her taunts. "I just want you to remember this evening, sweetie. I want you to always remember that I, your cute little girlfriend, took you in a way that no other woman ever can. I took your virginity, my darling boy." She was pounding into him now, pushing him into the bed as he writhed and babbled incoherently. It was better than she hoped. She hovered above him, his amazing body spread for her, his tight ass split and opened. The muscles in his back rippled and the cheeks of his ass flexed in arousal as her member caressed his inner gland, causing intense pleasure. He whined happily and shook as she felt his orgasm begin. She held back, wanting to prolong the experience for him. "How do you like being the girl," she said as a stroke of her shaft sent him squealing. "Feels nice, doesn't it baby? Having someone make love to you is the most wonderful feeling in the world." "Greta..." he panted. "Yes, what is it sweetheart?" She caressed the back of his neck as her torso rhythmically pounded him. "I'm coming..." "I know you are, baby. Let it go." He was past the point of no return and his girlfriend drew his climax out of him. With slow, measured strokes, her dildo pressed against his g spot, causing hot pleasure to cascade through his body. In moments he bucked and twisted and she lay against him, pinning him to the mattress. Tugging at his hair roughly, she brought her lips to his ear and spoke in her most sultry voice. "Come for me, come with my cock in your ass, my sweet, beautiful boy." His seed flushed from his body. It shot from his cock and stained the sheets below. His voice was a high pitch and it took all she had to keep him steady beneath her. Hands clamped tightly around his wrists, she kept him immobile as his orgasm rifled through him. All the while her member continued to stroke his back passage, only intensifying his first g spot orgasm. It broke with a last, final wail of ecstasy before he collapsed weeping into the pillows. She remained still, her dildo buried deep in his ass and placed tiny kisses on his shoulder, neck and back. There was the soft sound of him crying and it stirred her heart. She allowed him this moment to collect himself when his mind must be racing with emotions. They lay that way for a while, her full breasts pressed against his bare back and her cheek pressed into his shoulder. They were motionless except for the small sobs that shook him. She wrapped her arms and legs around his weakened body and, when he was ready she urged him to look at her. The sight of his reddened eyes, the tears glistening on his cheeks, caused her to respond in kind. They held each other close, each one being the protector as they cried openly. She had never felt so connected with anyone in her life. He made for her breast and she offered it to him. Suckling openly and without shame, he found serenity in the body of his girlfriend in a way he never considered. Instinctively she stroked him, loving the man that took to her breast. A tremendous sense of pride filled her and though neither knew how to address it now, tomorrow they would talk of tonight and the feelings it opened between them. Perhaps they may cry again. There was nothing hidden from them now.