0 comments/ 5569 views/ 5 favorites Tammy Pt. 01 By: IowaIke I met the woman meant for me. Teresa was drop dead gorgeous with long, dark hair, full lips, dazzling blue eyes, a body curvy in all the right places, and a sense of humor that always brightened my day. Two dates were loads of fun and we were sexting each other , anticipating our third date. We were both 41 and rather traditional: even though we wanted to rip each other's clothes off the first time we saw each other, we waited until the third date before consummating the relationship. Call us old fashioned. It was a bright, May afternoon when I got away from my office, and traffic wasn't horrible as I drove across Chicago. Slow, of course, but I know short cuts that keep me off the Ryan at peak hours. My office is near O'Hare but I've got a lovely apartment overlooking the Lake. It was ready for seduction, and my cock was almost bursting my slacks. We'd spent the Saturday afternoon before on the Oak Street beach, soaking up some rare warm weather, and it was tough enough to keep my composure: her body in a gold bikini fueled my wet dreams ever since. It was all I could do not to ravish her right there on the sand, but it probably would have stopped traffic on Lake Shore Drive. Right after I walked into my pad, Teresa sent me a text message: she was held up until 7:30 at her office. No problem because our reservations were for 8:00, and my planned seduction was after that. I fixed myself a gin and tonic, and settled on my couch to watch the ships on Lake Michigan. It was tough to relax, but if I didn't the date would be far too anxious and we wouldn't have a good time. A cigar would have been a good idea as well, but I didn't want to ruin my breath. Everything had to be perfect this first time we had sex. Then my doorbell chimed. "Who the hell can that be?" I asked myself. I lived in a building where no one could get access without an access code or a request from the front door I'd have to approve. It could be my buddy Bart: I thought he went to Frankfort on business, but he may have gotten in and stopped by to tell me about his trip. No problem, he'd understand after a couple of Scotchs on the rocks, and it would pass the time. Straightening my collar, I answered it to find a pudgy, freckled red headed teenage: Tammy, Teresa's daughter. "Hi, Mr. Jackson," she said in a tone bordering a sneer. "Hi, Tammy. This is a surprise." "I know." I beckoned her to come in, and she strode through the doorway. Teresa introduced me to her 18 year old daughter when I visited their apartment at the beginning of our last date. The product of a teenage marriage, Tammy was almost completely ignored by her redneck father all her life, and she gave her mother an astonishing amount of disrespect. Tammy's skin was very fair and almost universally freckled, her hair was in a short helmet cut, and her nose was a bit large. She was wearing sweat pants that somewhat concealed her thick legs, and a sleeveless pink polka dot blouse over her ample torso. Flip flops revealed unpainted nails roughly groomed. "What brings you here?" I asked. "How the hell did you get in?" "I came in with a resident, said I was a student from out of town and you were my uncle," the girl began. "People buy all kinds of bullshit like that. You and Mom have a date tonight, and she's really excited about it. You're the hottest thing that's come around for a few years and I'm worried. Are you planning to have sex with her tonight?" Damn that kid! She must have snooped her mother's cell. I was startled by the bold question, but Teresa had warned me about her. It would be three long months before she went away to college, and her mother found a small liberal arts school in the Bay Area to send her. Teresa's worry was her only child would decide to do all her remaining education online, which would have kept her at home. In the meantime, I would need to deal with her as a potential source of trouble. Weighing my worlds carefully, I responded, "I'm afraid that's none of your business, as is any other part of my relationship with your mother." "I was afraid you'd say that," she responded, plopping down on my couch with a thud. "I need to talk you out of this somehow. Somebody's gotta protect her, 'specially if it looks too good. You really look too good to be true. There's some interesting stuff I found out about you on the Internet." "There's nothing on the Internet I'm worried about. I don't even frequent porn sites, and my security rating with the government was the highest possible at my pay grade when I worked at IRS, where my specialty was fraud. I know how to hide anything I want to keep secret from prying eyes, as well as track down any snoopers. If you weren't a kid, I'd say you have more to worry about with uncomfortable secrets than I do." She snorted. Teresa told me she was a difficult child, always rebellious, without many friends, and uninterested in finding a future for herself. The progeny of a successful parent, her mother thought she was planning to live on her inheritance while keeping busy with various fan clubs and solitary hobbies. A lot of her time was spent with a couple of Internet virtual reality games, mostly WOW. "Well, I have to keep an eye on my mother, make sure she doesn't get tied up with some jerk." "Has that happened much?" I knew the answer before I heard it. "Nope. She's been pretty busy working and takin' care of me." I sat down opposite her and looked at her eyes, trying to unsettle her. She returned my look with a rather blank, icy stare, not disguising her contempt. Without batting an eye, I told her flat out, "You know I make more money than she does, and I assure you I'm not the 'love 'em and leave 'em' type. We enjoy each other's company, and that's all that matters. My hope is we spend some leisure time together, unless that cuts into your personal time with her." I knew it didn't: Tammy hadn't done much of anything with her mother since she was 12, and Teresa wanted her to get over some of her attitude before improving the relationship. "She needs to do more than grow up a bit," her mother said on our first date, "she needs to care for something else, someone else. The only person that matters to her is the one she sees in the mirror. Why God had to give me such a hateful child is a mystery, I must have done something pretty bad to deserve her." The hateful child continued giving me a baleful glare, so I tried to get something out of her: "What can I do for you this evening, Tammy?" "I want you to stop seeing my mother." "There's nothing you can do about it. I can have you barred from this building, starting tonight, and I can take care of anything you try to set me up for, mental or physical. How much I see of your mother is completely up to me-and her." She tucked a leg up underneath herself. "Well, I don't want you having sex with her, marrying her and making babies. I'm an only child and I want to stay that way." "Because you're so perfect already?" The girl stuck out her tongue at me. "Why are you worried about that, you're going to be all right no matter what happens." "I want Mom's money all to myself. I don't share." "How old is your mother?" "36." "You'll have to put her in a nunnery to be sure that happens, whether it's me or somebody else. She could adopt as well, even by herself, as many children as she wants. You've got no control over that." "She won't adopt, she says she don't want to adopt any more kids. She likes babies a lot..." "Probably says she won't adopt because you're around. Is there anything serious you'd like to say before I have security come up her and throw you out for good?" She licked her lips, and looked down to her left, the first sign of weakness I saw. "What if I jerk you off?" she said quietly. "Huh?" "I want to jerk you off, whatever it takes. For all I know you and Mom could get crazy tonight and have a kid. If I can jerk you off now, you won't be able to c-c-cum later. I know I can't stop you from going out, but..." I almost laughed out loud at her proposition. How did this kid think I'd give up quality sex with a gorgeous woman for an inexperienced hand job from a geeky teen who probably couldn't get any action from the losers at a Sci-Fi convention? Like some kids, Tammy thought if she watched something instructional on the Internet, she could do it, and Teresa thought Tammy had been watching a lot of porn. "If Tammy offers you anything, feel free to take it. I'm pretty sure she hasn't done anything with anyone, not even the desperate boys in her class want to date her. Some contact with real life would do her some good. I don't care if you make her your sex slave and get her knocked up, it won't affect our relationship." Little did Tammy know what my capabilities were, and educating her in some reality was an interesting concept. "All right. Do it." She was startled, as if she didn't expect me to call her bluff. "What?" "Jerk me off, protect your mother if you want to. All I care about is having a good time, whether it's now or later. You said you'd do whatever it takes, so I'll let you do whatever it takes. Get my dick out." Suddenly she became very nervous, like she was going to back down. "But-but-but y-you've got to meet Mom at our place pretty soon." "Your place is five minutes walk away, and the restaurant will hold our reservation indefinitely, if necessary. Do you think it will take an hour and a half to bring me off?" "No, no, I know better than that." She patted the couch beside her uncertainly. "Come sit over here and we'll see what comes up." It was all I could do to keep from laughing as I sat down next to her as far away as I could. "Aren't you going to take off your pants?" "What kind of foreplay is that? We're in no hurry. Turn me on, get me aroused. You're a woman now, take the initiative. Show me your seductive moves, babe." "Ah-ah-ah" "Of course if you don't, I'll still be horny and ready to pound your Mom good later. It's been long enough, she'd probably like that." She licked her lips again and left her mouth open, exposing an overbite and crooked teeth. Her hand was shaking as she put it on my knee, and it was clear when she was rubbing my thighs she'd only seen it done, never done it herself. When she worked her hand into my crotch, I will still completely limp. "I thought you'd be hard by now," she said. "It seems you have some more work to do. Maybe you could do a little dance for me, talk dirty, show me something." She unbuttoned her blouse awkwardly, and when it came off, I saw a cream colored bra containing pair of huge, flabby tits. Her face got a little bit red, but when she noticed it made no difference in arousing me, she reached around to unhook the garment, her boobs falling forward heavily as they came free. There were a couple of zits on each side, a couple of wisps of hair around her medium sized nipples. She reached out to pull my pants down and I accommodated her, my pecker stirring with a little interest as it came into view. I'm a little under average, but I could tell from her look it as the first one she'd ever seen in the flesh. "Is that how big it is?" "Well, it could get bigger. Depends how you work it. How big should it be?" "Ah-ah-ah, I don't know. All the ones I've ever seen before are bigger." Yeah, right kiddo. Bet I could count all the cocks she'd stroked with one digit. "If size mattered all that much, then natural selection would have taken out every man under eight inches. Anyway, this is about my pleasure, not yours. What are you going to do about it?" Moving over my crotch, she made a big deal about dropping a big glob of spit on my cock. I winced when she grabbed it too hard, but she took the hint and loosened up. Her rhythm was rather feeble, and ever so often she made a big deal about spitting on it. I got a little harder, but not much. She gave me a look of confusion, no knowing what to do next. "Maybe you could offer to let me touch you somewhere. Then you could have a little fun, too." "Like what?" "How about letting me work on your tits?" "Oh yeah," she said, as if a connection was finally made. "Touch my tits, they're really big and soft. Suck on the nipples if you want." I started with brushing the one closest to me, teasing the skin and making her sigh. First I used my fingernails, then my tips, gradually increasing the contact. Her breathing quickened and her eyes got a little glazed. Then I made full palm contact, massaging and squeezing her huge churns, and her eyes closed. In some ways, it was nice to see a young woman get touched for the first time and deal with the new sensations. She responded by jerking me harder, but I had to slow her down because she was almost pulling it off. Then I started working her areolas, making them harden and peak, and milking them gently, making her moan. Her hand had stopped, and after making sure she was lost in another place, stopped myself. Her eyes popped open and a disbelieving look crossed her face: "What? Why didya stop?" she asked in a quiet, disbelieving tone. "Why did you? This is a two way street, sweetheart. This is about making me happy, right? Otherwise, I'm fucking your mom later." "Oh right, yeah. I gotta make you cum." She started stroking me again, almost pulling the damn thing off. I made her slow, and it wasn't very stimulating. "This isn't working, you'll have to do something else." Her face was blank. "Ah, really? Oh, ah, like what?" "You'll have to suck it. You've done given head before, right?" She was a little confused, and I gave her breast another light brush to keep her that way. "Ah, yeah, sure, no problem. I like sucking cock. I want to suck your cock." She started pulling off her sweat pants, revealing white panties, which was on the floor shortly. Her butt was huge, an ocean of freckles with a hit of cellulite starting. She headed straight for my dick, popping it into her mouth without prelude. "Be careful with your teeth, Sweetheart. And lick my balls once in a while." Once again, it was clear she'd only watched videos of this and never done it herself. Within a minute, she seemed to start enjoying it, which I attributed to the fresh pineapple I'd eaten as an afternoon snack the past few days. I reached down to play with the side of her breast, and she purred. I felt a sharp edge on my cock occasionally, but it wasn't bad and I took it as living dangerously, which helped me get excited. She was short enough I could reach down and touch her ass, which made her groan and quiver. I could have reached between her legs and played with her pussy, but I wanted to save something and didn't want to distract her more or she might go too far with her teeth. A familiar feeling started building in my balls, so I pulled her head off. "I'm about to shoot my wad. You need to swallow it." "Really?" The lights were on, but no one was home. Then she woke up a little bit. "No, not really. Not if you're going to put a big load in there. How much you gonna cum?" "I don't know, depends. Don't you usually swallow? Are you a rude girl who spits it out when a guy comes in your mouth? Or do you like facials?" Shaking her head. "Ah, no. I always swallow the guys I like. Why are you special? Why should I swallow you?" "Well, if you don't make me completely happy, I might not let you do this on my next date with your Mom, and that means..." Another switch flipped. "Yeah, I'll swallow it. Tastes pretty good anyway." "Make sure you stroke me with one hand and play with my balls with the other." I congratulated myself because she did what she was told, and soon I filled her mouth to overflowing: she even licked up the bits that oozed out of her mouth. It felt wonderful. I had to pull her off because she didn't stop sucking and she was pulling her lips off her teeth. "All right, young lady. You've done your work tonight. Get dressed and get out. Now!" Tammy gave me a strange look, but put her clothes back on without a word, and started for the door. Sure, it was pretty cold, but this was reality training: the world is a pretty cold place. Before she got there, I stopped her, "You have your deal for tonight, I won't be able to have sex with your Mom. The next time, though, may be a different story." "I want her money all for myself. I'll do it again. I'll do what I have to." "Next time I'll come early to your house. You can do it there." "All right." The date was one of the most fabulously romantic dinners I've ever had at the top of Hancock building, and Teresa and I did more than fuck like rabbits that night, we bonded. She didn't get home until daybreak. Tammy Pt. 02 I rang the doorbell three nights later, and Tammy let me in. She was barefoot and wearing a halter top which barely contained her tits with a pair of tight shorts, which just looked uncomfortable on her massive ass. Since she was a little breathless, I concluded she'd dashed to the door from her computer. "Bout time you got here," she growled. "Milwaukee Avenue was slower than usual. Your Mom is held up again." "Yeah, so I got time. Like my top?" "I'd like it better on the floor. If we had time, I'd like to fuck your tits." "Oh, I let boys do that all the time." According to her mother, her looks and her attitude kept rapists away, and she'd gone to her high school prom with one of her girlfriends, sitting on the sideline making sarcastic comments the entire time. "Got any lube?" "That's your job. Guess you'll have to use spit." "Yeah, all right. I do that a lot." She lay on the floor on her back. I stopped her hands from coming up and ripped her top off, making her pendulous churns wobble drastically as they came free. Cupping her hand, she filled it with saliva, only to see most of it slide off when she tried to put it on me, not realizing I was still standing up and hadn't unzipped my fly yet. That girl was moving way too fast. I took a little time to kneel down on the carpet between her legs and unzip my fly. After fumbling a bit, she got hold of my cock with a little moisture on her hand and started rubbing it. I let her stroke me for a little, then reached down to play with her nipples. They were average sized, and started to perk up a little from contact with the air: I started pinching them, making her wince. "Ow, whatdya have to do that for?" "You want to make me happy, right? Shoot my load so I won't have any for your mom? I like this, it makes me horny, so you better let me do it." The look on her face was ugly, and I pinched both of them hard, holding on to them with strong fingers and twisting them a little. She squealed a little, but didn't stop jerking my cock. I twisted them hard, making her eyebrows wrinkle dramatically and bringing a tear to her eyes. "I-hope-you're-enjoying-this-dammit," she blurted through clenched teeth, almost stroking my cock too hard. I smiled down on her wickedly; this was fun. "Why, yes I am, I'm having a great time, Tammy, thank you. You're being such a good girl. Almost makes me want to give you a little reward, but not yet. Take my cock in your mouth and get it good and wet so I can fuck your tits." She nodded and I shoved my pecker between her lips. I gave her nubs another twist and pull, and she squealed around my meat, which felt wonderful. That had never happened to me before. Pulling out, I pulled her nipples together and stuck my dick into the sweaty new cave of her cleavage. It was warm, luxurious, and almost as good as a cunt. Her belly made a good sitting cushion as well, and after a few minutes' fun, I stood up. "Now for a little reward. Take off your shorts." She unzipped them and I pulled them down her massive legs and off. A probing finger revealed a very damp valley. "What's this? My dear, you're glistening down there! You're enjoying this. What if I did a little of this?" With my index finger, I traced her slit up and down a couple of times before finding her clitoris, which I stimulated. My free hand went up to knead her breast, replacing the pain with pleasure. Her eyes closed and her mouth came open: I could tell she was already in sensory overload. I played with her and brought her close. Just before she went over the edge, I stopped and sat down on a nearby couch. "You'll have to earn more from me, Tammy. If you're good enough I might give you an orgasm. Yes, that's what was building, your first orgasm, and I ruined it. Sorry, but it's my turn for fun. Get up here; you know what to do." Her face looked hurt, but she came up right away and started licking my balls. I pulled her face up close, shoving in almost the entire ball sack, which she sucked enthusiastically. Her right hand came up and started stroking me, and I laid back and enjoyed the sensations. Feeling generous, I beckoned her torso close enough to play with her crotch again, and she parted her legs to give me better access. My middle finger found her slit again, and worked its way inward until it found her cunt. She gasped as I reached that delicate spot, and shifted to shove my cock back into her mouth. "Tit for tat, so to speak. Do a good job here, and I'll give you more there. You make me happy and I'll make you happy. Deal?" "Hmm-hmm!" she answered with a mouth full of man meat, and the game began. As I got closer, I gave her more and when the feeling receded, I pulled back. By this method, I got her incredibly worked up, and soon it would be time for both of us. My orgasm built and I went into overdrive, taking her close and pulling out before she reached the summit. Our orgasms were almost at the same time: she started quaking and shuddering just before I emptied my nuts on her ugly face, getting most of the goo between her teeth. "All right, Sweetheart, your mother will be here in five minutes. Better get your clothes back on and go to your room." She licked my cock clean before scrambling to get presentable again, darting off to her room and slamming the door with a bang. I went to the hall bathroom to wash up myself, but I couldn't quite get Tammy's smell off my finger. Oh well. Teresa arrived about fifteen minutes later, her arms full of groceries. I gave her a quick kiss at the door and helped her. Her nose wrinkled and she sniffed around a little. "What's that smell? I've never smelled that before." "Let's say someone had a good time in spite of herself just now." I held my finger under her nose and she smiled. "I guess I can look forward to some similar treatment soon." "Sure, babe. Where are we going?" We hit the Miracle Mile for dinner, then took a stroll along the Chicago River. Teresa had to have every detail of what I made Tammy do, laughing at what she said. "It's hard to say how she's been lately. Not quite as sassy, not quite as self-righteous. She's been OD'ing on videos. Be careful with her. Don't fuck her yet." "No fear. You're the one I want." Back at my place, she insisted on everything I made her daughter do, only she was better and went farther. We were going out on my boat for the weekend, however she had a Saturday morning meeting she couldn't skip. It was going to work out because we were both able to get off Monday. I was up early and down at the slip getting the boat ready when Tammy showed up. She wore a Bears t-shirt with matching visor, and orange shorts which did a better job covering her butt. "Take me with you," she said plaintively, starting the conversation. "Tammy, that's impossible. Your mother will never go for it and I won't either." "Then you gotta let me jerk you off." "Get in here." People were arriving, and I couldn't let her continue talking like that in public. When we got below, I got angry with her. "Don't you ever say anything like that to me in public again! This is not my house or yours. If you can't treat me with respect in public, I won't spend any time with you!" "All right, I'm sorry." There was a little hunger in her eyes I didn't expect. "You're gonna be gone all weekend and I gotta wear you out pretty good." "I don't know that's possible, Tammy. Don't want to sell you a false hope, lie to you, promise you something I can't keep." "I can do better, let me try." How dumb was this kid? She grabbed my hand and started licking my index finger, working it back and forth and teasing the nail. Ok, she'd been studying a little. "I'll do this to your dick, keep doing it until you come." Then she was on her knees and pulling my cock out of my shorts. It got me excited rather quickly, and she took it all in her mouth, massaging my nuts at the same time. I cupped the back of her head and kept it there, savoring it until she worked down to my nutsack for a while before returning. "I'm gonna blow," I warned her. "In my mouth," she said around my meat, "cum in my mouth." So I fucked her face hard until I shot the load down her throat, and she didn't stop until I was limp again. I sat down astonished. "Wow, Tammy, that was pretty good." She gave me an awkward smile, snaggled toothed and smug. "Told ya so. I made you cum. Now I just gotta do it again and you'll be dry for the weekend." I gave her a quizzical look. "Does your mother know what you're doing?" "Hell, no," she said forcefully. "Why should I tell that old bitch anything? I'm surprised she's still going with you since you haven't been able to fuck her. I don't care, this is fun. You wanna tit fuck me again?" I shook my head. "No, not right now. I need a little time to recover. Need to get a few more things ready on deck. You can hang around a little longer, but your mother's due at noon and I want you away long before then." "Go ahead, we got four hours. I'll be ready to do you again." Going up top, I ran through my checklist and charts for my little excursion with Teresa. We were going up to the Wisconsin shore and visit a special little hideaway I've known for years. Needless to say, I didn't want Tammy to mess with me much more or else I really wouldn't be good for what I wanted to do with my lovely. Time to turn the tables. Going back down, I said, "All right, Tammy, you can do me again, but we need to work pretty hard to get me hard again. Take your clothes off and lie down." She did as ordered right away. "You gonna fuck me today?" she asked. Damn. "No, I like getting blown best, and we can't get you knocked up. I've got some ideas. Just play along and you'll get what you want." "Great." The look on her face was incredible, she was looking forward to this too much. This would take some calculation: Teresa was planning to ship her to a Sci-Fi convention in Europe with one of her girlfriends the next week, and letting them wander over there for a few weeks afterward if they wanted. As for me, I wanted to wear her out that morning so we'd get a weekend alone, and then disappear for a few days on business until she was safely gone. Teresa and I had everything planned so I wouldn't be in town the same time she was until the week before she went to school. Then we'd have time to focus on each other and see where all of this could take us, hopefully to marriage before she got back for next summer. I started massaging her tits and she closed her eyes. If she were a cat, she'd be purring, and I manhandled her mountains for several minutes. I experimented and slapped her left boob: "Ow! You son of a bitch!" "You would do anything to make me happy." "I would do anything to make you happy." Then I slapped it again. She rolled over and wiggled her gigantic ass. "I've been a bad girl, daddy. I need to be spanked." "You sure about that?" "Oh yes, daddy. Spank your bad, bad girl. I've been doing naughty things to the boys, teasing them and not letting them cum. I deserve it." Where did she get this much imagination? All right, I slapped her butt hard with a loud crack. She yelped in surprise, but wiggled her hips for more. It was bizarre: I didn't think she really wanted it, but she was trying very hard to pretend she did. She winced with every slap and tears rolled down her cheeks before long. I stopped and took a spare belt out of my drawer to put several bright red stripes on her tail. Burying her face in a pillow, I heard her muffled cries that went from defiant to despairing. I stopped and rubbed her abused flesh a bit while she mewed in pain. Gently I rolled her back over and started massaging her tits again, stooping over to suck on a nipple a little bit. She went right back to being contented kitty and parted her legs, inviting me in. All right, time for phase 2. My hand went to her slit, and my index finger started tracing lines again. My other hand gently stroked her belly, sweeping up to stroke a boob from time to time. As I worked my finger inside, she was drenched once again. "It seems you like a bit of pain with your pleasure. You like being spanked, don't you?" She bit her lower lip with her eyes closed. "Answer me!" "Uh-huh, uh-huh!" I pinched her nipple and squeezed it. "You like this, too, even when I twist it and make you cry out." Tears came out of her eyes and she growled, "Yes." It didn't take long before she was ready for a second finger, and when I got it in I started finger fucking her hard. She rolled her hips, pinching her free nipple, her jaw going slack and her eyes rolling back. I didn't hold back but kept at it until she put a pillow over her face and screamed her orgasm into it. She kept quivering for minutes afterward, and I let her wiggle there untouched until she settled down. After she caught her breath, she looked up at me and whispered: "Did you cum?" "Not yet," I whispered back. "I'm glad you put the pillow over your face, otherwise we'd have the whole dock down here as well as the harbor police." She smiled and blew me a kiss. "I want your cock." "In a moment. You're not ready yet. You seem to have forgotten this is for my benefit, so I won't fuck your mother all weekend." "Who?" "Here. My turn." I stood beside her face and put my cock to her lips. She smiled and started licking it as I reach out to rub her breast again. They flopped all over the place, and I spent several moments trying to see how wildly I could get them to bounce around. My fingers caught her hard nub and put it in a vise like grip again; she squealed a little bit around my cock, which felt wonderful. I made a note to try this with Teresa later. Soon I slapped her tit again, and she moaned and kept moaning until I turned it a light pink color. Picking up the belt, I laid a stripe across the other boob and she screamed in pain. I whipped each side five times, drawing a lovely scream each time which was muffled by my dick in her mouth. Then my hand went back into her groin and invaded her cunt again, this time working up to three fingers inside. It was more than she wanted, but she bore with it, and it wasn't long before she was riding the wave of orgasm again. I pulled out of her mouth and kept my fingers inside her until she was ready to come down. Wiping her juices on her thighs, I put my pecker away and thought placid thoughts. She lay there several minutes before coming to her senses. Finally, her eyes opened. "Did you cum?" she asked. "Yeah, I did. You drank it all, sucked my dry." She smiled and I let her lie there for a while with my hand on her chest. We had time, and I couldn't be the cruel, heartless bastard all the time. Teresa and I needed her cooperation for a while. After she rested a little bit, I sent her off with a goofy smile on her face and a brain without worry a full hour and half before her mother was due. Teresa and I had magical weekend on the boat with a lot of romantic swims, dinners and soaking up a lot of rays. I found out she was at least as kinky as her daughter: not only did she want to hear every detail of how I treated her child, she wanted me to slap her gorgeous tits silly as I fucked her. But the time I got back to work on Tuesday, I could have been a monk the rest of the summer. Tammy Pt. 03 I rang the doorbell three nights later, and Tammy let me in. She was barefoot and wearing a halter top which barely contained her tits with a pair of tight shorts, which just looked uncomfortable on her massive ass. Since she was a little breathless, I concluded she'd dashed to the door from her computer. "Bout time you got here," she growled. "Milwaukee Avenue was slower than usual. Your Mom is held up again." "Yeah, so I got time. Like my top?" "I'd like it better on the floor. If we had time, I'd like to fuck your tits." "Oh, I let boys do that all the time." According to her mother, her looks and her attitude kept rapists away, and she'd gone to her high school prom with one of her girlfriends, sitting on the sideline making sarcastic comments the entire time. "Got any lube?" "That's your job. Guess you'll have to use spit." "Yeah, all right. I do that a lot." She lay on the floor on her back. I stopped her hands from coming up and ripped her top off, making her pendulous churns wobble drastically as they came free. Cupping her hand, she filled it with saliva, only to see most of it slide off when she tried to put it on me, not realizing I was still standing up and hadn't unzipped my fly yet. That girl was moving way too fast. I took a little time to kneel down on the carpet between her legs and unzip my fly. After fumbling a bit, she got hold of my cock with a little moisture on her hand and started rubbing it. I let her stroke me for a little, then reached down to play with her nipples. They were average sized, and started to perk up a little from contact with the air: I started pinching them, making her wince. "Ow, whatdya have to do that for?" "You want to make me happy, right? Shoot my load so I won't have any for your mom? I like this, it makes me horny, so you better let me do it." The look on her face was ugly, and I pinched both of them hard, holding on to them with strong fingers and twisting them a little. She squealed a little, but didn't stop jerking my cock. I twisted them hard, making her eyebrows wrinkle dramatically and bringing a tear to her eyes. "I-hope-you're-enjoying-this-dammit," she blurted through clenched teeth, almost stroking my cock too hard. I smiled down on her wickedly; this was fun. "Why, yes I am, I'm having a great time, Tammy, thank you. You're being such a good girl. Almost makes me want to give you a little reward, but not yet. Take my cock in your mouth and get it good and wet so I can fuck your tits." She nodded and I shoved my pecker between her lips. I gave her nubs another twist and pull, and she squealed around my meat, which felt wonderful. That had never happened to me before. Pulling out, I pulled her nipples together and stuck my dick into the sweaty new cave of her cleavage. It was warm, luxurious, and almost as good as a cunt. Her belly made a good sitting cushion as well, and after a few minutes' fun, I stood up. "Now for a little reward. Take off your shorts." She unzipped them and I pulled them down her massive legs and off. A probing finger revealed a very damp valley. "What's this? My dear, you're glistening down there! You're enjoying this. What if I did a little of this?" With my index finger, I traced her slit up and down a couple of times before finding her clitoris, which I stimulated. My free hand went up to knead her breast, replacing the pain with pleasure. Her eyes closed and her mouth came open: I could tell she was already in sensory overload. I played with her and brought her close. Just before she went over the edge, I stopped and sat down on a nearby couch. "You'll have to earn more from me, Tammy. If you're good enough I might give you an orgasm. Yes, that's what was building, your first orgasm, and I ruined it. Sorry, but it's my turn for fun. Get up here; you know what to do." Her face looked hurt, but she came up right away and started licking my balls. I pulled her face up close, shoving in almost the entire ball sack, which she sucked enthusiastically. Her right hand came up and started stroking me, and I laid back and enjoyed the sensations. Feeling generous, I beckoned her torso close enough to play with her crotch again, and she parted her legs to give me better access. My middle finger found her slit again, and worked its way inward until it found her cunt. She gasped as I reached that delicate spot, and shifted to shove my cock back into her mouth. "Tit for tat, so to speak. Do a good job here, and I'll give you more there. You make me happy and I'll make you happy. Deal?" "Hmm-hmm!" she answered with a mouth full of man meat, and the game began. As I got closer, I gave her more and when the feeling receded, I pulled back. By this method, I got her incredibly worked up, and soon it would be time for both of us. My orgasm built and I went into overdrive, taking her close and pulling out before she reached the summit. Our orgasms were almost at the same time: she started quaking and shuddering just before I emptied my nuts on her ugly face, getting most of the goo between her teeth. "All right, Sweetheart, your mother will be her in five minutes. Better get your clothes back on and go to your room." She licked my cock clean before scrambling to get presentable again, darting off to her room and slamming the door with a bang. I went to the hall bathroom to wash up myself, but I couldn't quite get Tammy's smell off my finger. Oh well. Teresa arrived about fifteen minutes later, her arms full of groceries. I gave her a quick kiss at the door and helped her. Her nose wrinkled and she sniffed around a little. "What's that smell? I've never smelled that before." "Let's say someone had a good time in spite of herself just now." I held my finger under her nose and she smiled. "I guess I can look forward to some similar treatment soon." "Sure, babe. Where are we going?" We hit the Miracle Mile for dinner, then took a stroll along the Chicago River. Teresa had to have every detail of what I made Tammy do, laughing at what she said. "It's hard to say how she's been lately. Not quite as sassy, not quite as self-righteous. She's been OD'ing on videos. Be careful with her. Don't fuck her yet." "No fear. You're the one I want." Back at my place, she insisted on everything I made her daughter do, only she was better and went farther. We were going out on my boat for the weekend, however she had a Saturday morning meeting she couldn't skip. It was going to work out because we were both able to get off Monday. I was up early and down at the slip getting the boat ready when Tammy showed up. She wore a Bears t-shirt with matching visor, and orange shorts which did a better job covering her butt. "Take me with you," she said plaintively, starting the conversation. "Tammy, that's impossible. Your mother will never go for it and I won't either." "Then you gotta let me jerk you off." "Get in here." People were arriving, and I couldn't let her continue talking like that in public. When we got below, I got angry with her. "Don't you ever say anything like that to me in public again! This is not my house or yours. If you can't treat me with respect in public, I won't spend any time with you!" "All right, I'm sorry." There was a little hunger in her eyes I didn't expect. "You're gonna be gone all weekend and I gotta wear you out pretty good." "I don't know that's possible, Tammy. Don't want to sell you a false hope, lie to you, promise you something I can't keep." "I can do better, let me try." How dumb was this kid? She grabbed my hand and started licking my index finger, working it back and forth and teasing the nail. Ok, she'd been studying a little. "I'll do this to your dick, keep doing it until you come." Then she was on her knees and pulling my cock out of my shorts. It got me excited rather quickly, and she took it all in her mouth, massaging my nuts at the same time. I cupped the back of her head and kept it there, savoring it until she worked down to my nutsack for a while before returning. "I'm gonna blow," I warned her. "In my mouth," she said around my meat, "cum in my mouth." So I fucked her face hard until I shot the load down her throat, and she didn't stop until I was limp again. I sat down astonished. "Wow, Tammy, that was pretty good." She gave me an awkward smile, snaggled toothed and smug. "Told ya so. I made you cum. Now I just gotta do it again and you'll be dry for the weekend." I gave her a quizzical look. "Does your mother know what you're doing?" "Hell, no," she said forcefully. "Why should I tell that old bitch anything? I'm surprised she's still going with you since you haven't been able to fuck her. I don't care, this is fun. You wanna tit fuck me again?" I shook my head. "No, not right now. I need a little time to recover. Need to get a few more things ready on deck. You can hang around a little longer, but your mother's due at noon and I want you away long before then." "Go ahead, we got four hours. I'll be ready to do you again." Going up top, I ran through my checklist and charts for my little excursion with Teresa. We were going up to the Wisconsin shore and visit a special little hideaway I've known for years. Needless to say, I didn't want Tammy to mess with me much more or else I really wouldn't be good for what I wanted to do with my lovely. Time to turn the tables. Going back down, I said, "All right, Tammy, you can do me again, but we need to work pretty hard to get me hard again. Take your clothes off and lie down." She did as ordered right away. "You gonna fuck me today?" she asked. Damn. "No, I like getting blown best, and we can't get you knocked up. I've got some ideas. Just play along and you'll get what you want." "Great." The look on her face was incredible, she was looking forward to this too much. This would take some calculation: Teresa was planning to ship her to a Sci-Fi convention in Europe with one of her girlfriends the next week, and letting them wander over there for a few weeks afterward if they wanted. As for me, I wanted to wear her out that morning so we'd get a weekend alone, and then disappear for a few days on business until she was safely gone. Teresa and I had everything planned so I wouldn't be in town the same time she was until the week before she went to school. Then we'd have time to focus on each other and see where all of this could take us, hopefully to marriage before she got back for next summer. I started massaging her tits and she closed her eyes. If she were a cat, she'd be purring, and I manhandled her mountains for several minutes. I experimented and slapped her left boob: "Ow! You son of a bitch!" "You would do anything to make me happy." "I would do anything to make you happy." Then I slapped it again. She rolled over and wiggled her gigantic ass. "I've been a bad girl, daddy. I need to be spanked." "You sure about that?" "Oh yes, daddy. Spank your bad, bad girl. I've been doing naughty things to the boys, teasing them and not letting them cum. I deserve it." Where did she get this much imagination? All right, I slapped her butt hard with a loud crack. She yelped in surprise, but wiggled her hips for more. It was bizarre: I didn't think she really wanted it, but she was trying very hard to pretend she did. She winced with every slap and tears rolled down her cheeks before long. I stopped and took a spare belt out of my drawer to put several bright red stripes on her tail. Burying her face in a pillow, I heard her muffled cries that went from defiant to despairing. I stopped and rubbed her abused flesh a bit while she mewed in pain. Gently I rolled her back over and started massaging her tits again, stooping over to suck on a nipple a little bit. She went right back to being contented kitty and parted her legs, inviting me in. All right, time for phase 2. My hand went to her slit, and my index finger started tracing lines again. My other hand gently stroked her belly, sweeping up to stroke a boob from time to time. As I worked my finger inside, she was drenched once again. "It seems you like a bit of pain with your pleasure. You like being spanked, don't you?" She bit her lower lip with her eyes closed. "Answer me!" "Uh-huh, uh-huh!" I pinched her nipple and squeezed it. "You like this, too, even when I twist it and make you cry out." Tears came out of her eyes and she growled, "Yes." It didn't take long before she was ready for a second finger, and when I got it in I started finger fucking her hard. She rolled her hips, pinching her free nipple, her jaw going slack and her eyes rolling back. I didn't hold back but kept at it until she put a pillow over her face and screamed her orgasm into it. She kept quivering for minutes afterward, and I let her wiggle there untouched until she settled down. After she caught her breath, she looked up at me and whispered: "Did you cum?" "Not yet," I whispered back. "I'm glad you put the pillow over your face, otherwise we'd have the whole dock down here as well as the harbor police." She smiled and blew me a kiss. "I want your cock." "In a moment. You're not ready yet. You seem to have forgotten this is for my benefit, so I won't fuck your mother all weekend." "Who?" "Here. My turn." I stood beside her face and put my cock to her lips. She smiled and started licking it as I reach out to rub her breast again. They flopped all over the place, and I spent several moments trying to see how wildly I could get them to bounce around. My fingers caught her hard nub and put it in a vise like grip again; she squealed a little bit around my cock, which felt wonderful. I made a note to try this with Teresa later. Soon I slapped her tit again, and she moaned and kept moaning until I turned it a light pink color. Picking up the belt, I laid a stripe across the other boob and she screamed in pain. I whipped each side five times, drawing a lovely scream each time which was muffled by my dick in her mouth. Then my hand went back into her groin and invaded her cunt again, this time working up to three fingers inside. It was more than she wanted, but she bore with it, and it wasn't long before she was riding the wave of orgasm again. I pulled out of her mouth and kept my fingers inside her until she was ready to come down. Wiping her juices on her thighs, I put my pecker away and thought placid thoughts. She lay there several minutes before coming to her senses. Finally, her eyes opened. "Did you cum?" she asked. "Yeah, I did. You drank it all, sucked my dry." She smiled and I let her lie there for a while with my hand on her chest. We had time, and I couldn't be the cruel, heartless bastard all the time. Teresa and I needed her cooperation for a while. After she rested a little bit, I sent her off with a goofy smile on her face and a brain without worry a full hour and half before her mother was due. Teresa and I had magical weekend on the boat with a lot of romantic swims, dinners and soaking up a lot of rays. I found out she was at least as kinky as her daughter: not only did she want to hear every detail of how I treated her child, she wanted me to slap her gorgeous tits silly as I fucked her. But the time I got back to work on Tuesday, I could have been a monk the rest of the summer.