19 comments/ 510963 views/ 150 favorites Poker Loser By: Goldeniangel Shit shit shit, Allison thought... how could she have been so stupid?! She was sitting, in nothing but her g-string, across from Todd, and there was nothing in her poker hand. Absolutely nothing. What made it worse was that he was down to his boxers, whoever lost this hand was the loser of the whole game. There was nothing to do but hope that her Queen high would beat him. The pretty brunette didn't even realize that her face showed everything that was going on in her head, not that Todd was spending all that much time looking at her face. Pretty as she was, her pert 36C breasts with their puckered pink nipples were much more enticing, and the smooth stomach on her 20 year old body gave way to much imagination as to what was just below the table. He could see her face any old day, this was something special. It had taken weeks of preparation to even maneuver her into strip poker, Allison wasn't a prude exactly, but she was a snob about who she dated... fortunately her pride ran to everything, including her skill at cards. Todd subdued his impulse to grin at her discomfort, none of the other guys in his frat had even seen this much of her, and some of them had dated her! True, she'd probably never date someone from his background, although very goodlooking at 6'1" with wavy black hair and humorous brown eyes, Todd came from the wrong side of the tracks. 5'7" Allison was a WASP to her innermost being. When Allison put down her Queen high Todd almost groaned. The three Jacks in his hand had pretty much been wasted when her hand was so completely lousy. On the other hand, it assured him to final view of her entire body. Allison glared at him, hazel eyes sparking with anger and pride. The smug jackass was just grinning back at her, waiting for his victory. She couldn't take it. "One last hand, all or nothing." She demanded. "We just had the last hand, and I already get to see all." Todd raised his eyebrows at her. Surely she understood the rules of the game. Snapping, "Really all or nothing. If you win, I'll be yours, completely, whatever you say, this whole night. If I win, I get the same." Taken aback, Todd thought quickly, no emotion showing on his closed face. Who knew what embarrassing things she might have him do, Allison had a mean streak to her, and he was sure that if he lost she'd be the only one getting any satisfaction... on the other hand, if she lost... he was already hard from starting at her gorgeous tits the last hand. It'd be nice to bring the bitch down a notch or two. Still, no reason to let her have things totally her way, "That's almost ok," He gave her a stern look, "Really, you should be taking off your last item now, I have to lose twice in order for you to win for the night." At her aghast look, "It makes sense, if you hadn't proposed this then I'd be seeing it right now anyway and you'd just have lost the game completely." Grimly, Allison agreed. Her best kept secret was that she was still a virgin - her mouth wasn't certainly, but she'd been very good about not letting anyone get into her pants. She had another secret though - she was very attracted to tall men with dark hair that weren't supposed to be up to her standard for a date. The very fact that she wasn't supposed to be with them made it that much better. Having an excuse for making Todd Rinald at her beck and call for a night was very... intriguing. Losing of course wasn't an option... she wondered what that wavy black hair on his head would look like between her legs. If there was anything she liked, it was getting eaten out. Fate must be against her, she thought glumly. It was almost her worst hand of the night. Discarding three cards she perked up a bit when she ended up with a pair of Jacks. Maybe it wasn't the best hand in the world, but it might not be the worst either, she could still pull this off. No such luck. Todd had managed another of his amazing hands, three Queens. She didn't know how he'd managed to do that so often. Then she realized that he was looking at her, heat in his eyes like she'd never seen before. Quickly standing, she tried to babble out some reason why she had to go now, this was not the place for her to be. As she turned to make a run for it, a very angry Todd jumped up behind the table, she only had time to grab her clothes from the floor when he got her from behind, pushing her body up against the wall. Her scream was cut off before it could even begin as he covered her mouth with one broad hand. Terrified, she froze, like a deer in the headlights, unsure of what to do or where to run. SMACK! She jumped and tried to scream again as his other hand came down heavily on her ass. "You weren't thinking about going anywhere were you?" breath on her neck and the whisper in her ear made her shiver, "Not after we made a deal. You lost the bet sweetheart, time to pay up." He turned her to face him, dark eyes burning down into hers. "No...please," she pleaded, "I didn't really mean it, look, can't we just forget about this? I mean, it was just a game... I didn't think... you can't..." Lips came down on hers, sweetly and passionately. It had been a long time since someone had kissed her like that. Her body began to relax into the kiss, and her mouth opened against his probing tongue. When his hand began to run down her naked body, she recalled herself, and tried to pull away, banging into the wall behind her. The kiss became rougher as she struggled to turn her head away, tried to push his body with her hands and arms. He grasped her wrists and held them high above her head, folding them into one of his hands so that his other was free to begin roaming her body. Lips left hers and began moving against her neck and upper arms, she gasped for breath, panting, "No... no... please no..." her hands struggled vainly as his gripped her heavy breast, kneading it firmly with his fingers, the position of her arms just made it jut out in front of her all the more. His hard dick was pressing against her groin and upper thighs as he began to move against her, almost a parody of sex as he pressed her hips against the wall. Another kiss cut off her mantra of "no"s, and he tweaked her nipple as his tongue pushed deep into her mouth. Tears were starting at her eyes, she was confused by the voice in her head that screamed denials of what was happening, and the feelings that were beginning to stir in her body. She'd never been in such a conflicted state with a guy before, she'd always been the one in control, and now it seemed like she had no control... and he wasn't taking 'No' for an answer. Finally, he pulled away, leaving her gasping for air, lips swollen from his kisses. Tossing her over his shoulder, like she weighed nothing, he carried her into his bedroom, ignoring her pleas and the fists pounding on his back. He tossed her on the bed and grabbed a couple of scarves from his nightstand, her eyes rounded as he tied her wrists together, put them over her head and tied them to the bed. "Please," she whispered, "Todd, please... not like this..." "Not like what slut?" Glaring at her, "Not treating you like the little cocktease you are? Don't think I'm good enough for you?" He yanked her panties down her legs and stuffed them in her mouth before she could think of a reply, securing them inside her mouth with another scarf. Desperate, she tried to kick him, but he caught her ankles and soon had them tied spread apart to each side of the bed. Getting up, he stood at the foot of the bed and took stock of this new arrangement. Pleading eyes, framed by brown curls, pouty lips spread around the scarf and panties in her mouth, perfect breasts heaving on top of her chest, nipples at attention. And finally, the newest sight of the night, her pink little pussy, with its neatly trimmed bush, slightly spread and glistening a little with her juices. Now that was a surprise. "Enjoying this a bit, huh?" he asked, raising an eyebrow at her, and as she shook her head no he ran one finger up her pussy lips, coating it in wetness and causing her to shudder at his touch. "I think you're lying Allison." Spreading the juices on the gag under her nose so she could smell it, he smiled at his own temerity. He wasn't really the kind of guy to enjoy really kinky sex, but seeing her tied up and vulnerable like this was playing havoc with his dick. And it wasn't like she didn't deserve it, the little tease. Todd decided that he was going to give her the kinkiest and best sex of her life. Who knows, if he played it right, he might end up having her begging for more. "Wait right here." he whispered, and left the room. Allison struggled against the scarves, cursing herself for her own stupidity. She had seen the desire in Todd's eyes, just as she saw it in all her boyfriend's eyes, in most guy's eyes for that matter. And she'd been overconfident and reveled in it, and now she'd pushed him too far. Stupid stupid stupid. There was no doubt about it, if she couldn't get herself out of this situation, this would be the last night she was a virgin. Tears sparked her eyes as pulling against the scarves only made them tighten around her wrists and ankles. What kind of knots had he tied anyway?! Finally she gave up, and lay there, thinking. Would it really be so bad, to have sex with him? Probably not. It wasn't like she wasn't attracted to him... it's just that she had always thought that her first time would be really special and romantic. It was supposed to be perfect. Not being forced to it, not tied up, and definitely not with a guy that she wasn't even dating! Her and her stupid pride. She could've just taken off her underwear at the end of the game. But no, she had to be dumb and add on that extra hand. Slumping, she realized that it was all her fault. Teasing him, and then offering a wager like that... sure, she could probably claim rape after all this was over, but he'd know, and he'd probably tell everyone the story. No she hadn't agreed to sex specifically, but she had said she'd be his for the night. Anything. Why had she been so stupid? She'd been thinking more along the lines of humiliating him in front of people, practical joke type stuff, and then a little fooling around. Now, she was tied up and completely vulnerable. Stupid. But she would take it, she decided, and she would learn from it. There's no time like the present to learn to be humble. These thoughts stopped cold when he re-entered with a video camera and tripod and started setting it up. She screamed behind her gag, NO!!!! Sound emitted from her of course, and it was obvious that it was a negatory sound, but Todd just smiled at her like she'd said yes and jumped for joy and finished setting it up. Pressing record, he left the room again. She stared at the lens of the video camera, and the little blinking red light underneath. Bad enough that she was tied up and vulnerable, bad enough that she was going to lose her virginity without any candles, roses or champagne, but he was going to tape it too?! Struggling again, she gave up very quickly, realizing that her breasts were heaving and bouncing around on her chest and that she was probably just making the video more enjoyable for him later. Clenching her teeth around her panties and gag, she resolved that she was not going to make a great tape for him to watch. Todd came back into the room, his arms filled with items. He set them down on the table next to her. Two bowls - one with water and one with ice, some kind of massage oil, a razor, shaving cream, a small washcloth, and a very large vibrator. It was long, at least 7", and thick, and had small bumps covering its length. And it was purple. Where the hell had he gotten it? Seeing her looking at the vibrator, he grinned, "That was my ex-girlfriend's. Her favorite. She left it here when we broke up and I figured I might as well keep it for any future company." Allison was disgusted, have another girl's vibrator in her pussy? The thought made her want to gag. He laughed at her expression, "Don't worry, it's been cleaned." Like that mattered. Guys just didn't get it. First thing to worry about though, he got between her legs with the bowl of warm water, shaving cream and the razor. Immediately Allison started to struggle, she kept herself nicely trimmed down there, having it shaved was for gross perverts who wanted little girls, not women! Once Todd finished lathering her - not too hard even with her wriggling and struggling - he picked up the razor and smiled at her, "Better be careful, you definitely wouldn't want me to cut anything down here." Eyes big, all she could do was watch as he shaved her pussy clean. When all of the hair was gone, he wiped her down with the washcloth and sat back to admire her newly bald pussy. Perfectly pink, her clit was poking out from between her little lips. "Even more beautiful than before." He smiled at the furious expression on her face. Putting aside the instruments of her humiliation, he opened the massage oil and squirted some into his palms. Deftly he began massaging her breasts, kneading them between his fingers, enjoying having the heavy globes in his hands at last, making them gleam slickly in the lamplight. Allison struggled against the feelings of arousal that came from the handling of her breasts, he was plucking at her nipples, making her gasp and even grind her hips a little bit into the bed. Her nipples had always been one of the most sensitive parts of her body, and now the massage oil was starting to heat up in the friction. It had to be one of those kinds that heats when rubbed, and it was giving off the distinct smell of strawberries, her suspicions that it must also be flavored were confirmed when he lowered his head to her nipple, licking and sucking at it. No no no no nonononono... she couldn't be enjoying this! Gritting her teeth against the panties in her mouth, she reminded herself that this was not a situation she wanted to be in. But his tongue was flicking the nipple sucked into his mouth... and the other hand was still playing with her other breast and nipple, her chest was starting to feel hot and tingly as the massage oil really began to work its magic, and when he lowered his hand to her pussy she realized that he had had the desired effect. She was dripping, wetter than she'd ever been before in her life. The finger rubbed massage oil around her pussy lips, making them warm and tingly, she groaned, and couldn't help her body from pushing against the finger as it slowly began moving into her. It felt slick, and he added another finger, stretching out her hole a bit. Then he lifted his head off of her nipple, and she was shocked at the feeling of disappointment that swept over her when he did. Disappointment was replaced with fear when he stepped off the bed and disrobed. He was huge, about 7" long, but it had to be at least as thick as her wrist. The massively wide dick bobbled its pinkish head at her, a fat stick hanging off his body. This was going to hurt. This was going to hurt a lot. She shuddered in revulsion, thinking that she knew what was coming. Instead, Todd got onto the bed straddling her stomach, pushing her breasts together he created quite a lot of cleavage with the large globes. Then he began pushing his dick back and forth between her breasts, aided by the massage oil. Allison had heard of "titty-fucking" but she'd never thought anyone would actually do it, nor enjoy it as much as Todd seemed to be. What she didn't know was that Todd was enjoying his power over her more than anything else. Tit-fucking didn't appeal to him as a general rule, especially when he couldn't use her mouth at the same time, but looking down at her, squeezing her breasts between his hands and having his dick moving back and forth in the deep valley created there... and knowing that she couldn't do anything about it. It was almost as good as a blowjob. There was no way he was going to risk actually getting bitten though. Looking down at her face, seeing both her desire and her revulsion at the situation, he decided to push things a little bit more. Give the bitch sometime kinky, really make her ashamed. Not that he was worried about her going to the police, not with the video he was making. God he was going to treasure watching this later. It was time to get serious. He released her breasts, enjoying watching them bounce back into place, he grabbed the vibrator. It was pretty obvious that she was completely disgusted by the idea that it had been another girl's, which really just made it all the more fun for him. Turning it on low, he began running it up and down her lips, pressing it firmly against her clit and then pulling it away. Suddenly he got an idea, and put the vibrator aside for a moment. Untying both her feet - tucking one under his arm so that she couldn't kick, he tied each leg to opposite bedposts on the headboard, so that they were higher than her arms and she was bent nearly double. Now there was complete access to her pussy and ass, and the camera would get a much better view. Even the revolted look on her face as he began pushing the vibrator into her was going to be caught clearly. Allison was revolted, not only had she not managed to get free when he'd given her the opportunity, but now he was pushing that disgusting vibrator into her... and not only that, but she was starting to get off on it! Her body was becoming more and more aroused, and more and more inclined towards giving in, just so she could get off! Angry, mostly at herself, she still had to moan as he turned the vibrations up a little, and began working the vibrator in and out of her. His tongue came down to lick around her pussy lips, sucking on her clit, and kissing her inner thighs. She tried to push back, but the new position he'd put her in made it almost impossible for her to move. The heat between her legs was getting too heavy for her to ignore, she was panting, and actually trying to move with the vibrator now, thankful for the moments when he sucked on her clit. There was nothing going on in her head except the thought of her orgasm. Suddenly, there was pressure on her asshole, and her entire being froze. She tried to scream through her gag, it was echoing in her head NOOOOOOOOOOOOO! that was dirty... dirty and wrong and gross... but the finger pushed relentlessly forward. Squeezing her muscles together did nothing except make him chuckle. She winced as he wiggled the finger around in her ass, causing her to clench spasmodically at the sensations. Thoughts of an orgasm were dismissed, she wanted out now. Her ass was not part of a deal with ANY man, much less one that was taking her without her consent! She'd started to give in to the idea of losing her virginity... but that would be too much! She relaxed as he seemed to get her drift and pulled the finger from her ass. The bastard grinned at her as he began pushing to fingers into her ass, causing her to wave her hips frantically. Straining, breath heaving in her chest... it hurt, his fingers were pushing a burning path into her asshole. Bearing down on them really only made it hurt more as her sphincter muscles stretched and clenched. Finally, his fingers were all the way inside of her, and she panted for breath as she tried to adjust to the discomfort. He began moving them back and forth, mimicking sex in her ass, and causing her to wriggle at the strange sensations. Slowly, it began to stop hurting, to stop feeling so uncomfortable. At least physically. Mentally, she was going crazy. Anal sex had never been on her menu, it was perverted and sick that anyone would want to put something up her ass! Why would anyone want to put anything up her ass was beyond her. It was dirty... and yet... there was something about it that was starting to feel good. She must be imagining things, he'd probably just turned the vibrator up another notch. Poker Loser Ch. 02 "OH GOD!" "OH GOD! OH GOD I'M CUMMING! YOU'RE IN MY ASS AND I'M CUMMING! OH GOD TODD! OH FUCK, FUCK ME! FUCK MY ASS!" Allison gasped as her voice came through her answering machine, loud and clear, her very words that she had used a week ago when Todd had taken her unwillingly after she'd lost a poker game. Unwillingly, but not unfairly, since she had bet him a night with her if she'd lost. Still, she hadn't expected to lose, or that he'd actually make her pay up on it in such a way. Closing her eyes to block out the memories, she listened to the rest of the message, Todd's voice. "Hey princess, I'm sure you recognize where that's from. And I'm sure a lot of other people would be shocked to hear you say such dirty things! I'll bet Daddy would love to know what his little girl is up to..." Allison bit her knuckles, if her elitist father EVER found out... and there'd be no way to keep it from her mother if her dad knew. The ominous voice on the answering machine continued, "But I'm sure we can come to some kind of agreement where that won't be necessary. Meet me in the school library, sports section, at 10pm tonight. Oh, and you might want to check your email." Allison rushed to the computer, her brown curls bouncing around her distraught and anxious face. She knew why Todd had chosen the sports section of the library that late at night, it was in the very back corner of the library and there'd be no one anywhere near there. Perfect for a private conversation - and a lot of other things according to college gossip. But she didn't have a choice, she had to get that tape. If only she hadn't fainted that night... she might've been able to convince him to give it to her at the end of the night.... The message in her email inbox showed her just how desperately she needed to get the tape back from him. And also the still frames off his computer. Picture after picture of her body tied to his bed, a couple of him shaving her pussy, far too many of his dick sliding between her tits, the revolting one of him shoving the previously owned vibrator into her pussy while she looked on in disgust, and a couple with his fingers sliding in her ass. But none of the actual anal sex... and she was obscurely disappointed somehow, until she got to the end of the email. There was a video clip. Minute after minute, from the moment he first began to enter her ass - and the look of pain on her face made her wince in sympathy with the memory of that particular agony - to where he released her from the gag, to her obvious cascading climax. The worst part was watching after she had fainted, watching as he finished cumming in her ass, finally withdrawing, and then playing with her body after untying her. Dammit! How could she have remained unconscious through all that? There had to be at least ten minutes of footage of him fondling her breasts and playing with her pussy before he finally packed up and turned off the video camera. The only mercy had been that the clip didn't have sound, at least she didn't have to hear herself screaming for him to fuck her ass. There was no way that anyone watching this would take it for rape, it would look more like kinky sex games being played by oversexed college students. She groaned, sliding her hands over her head, trying to figure a way out of this mess. Nothing. There was absolutely nothing to be done except meet him and try to convince him to give her the tape and erase all the pictures. As she got from the computer seat, she realized that she was wet and horny after watching her debasement. DAMMIT! What the hell was wrong with her anyway?! Maybe she just needed a steady boyfriend, if she was getting orgasms from somewhere then she wouldn't be turned on by perverts. Definitely time for a cold shower. ***************************************** At 9:55 Allison was sitting in the back corner of the library, at the one table in the sports section. Having decided that she was not going to encourage Todd in any way, she was wearing granny undies, baggy sweatpants, her thickest bra, and a turtleneck. In her wallet was a five thousand dollars in cash, almost her entire spending cash from her father for the semester, but it would be worth it if she could pay off Todd with money rather than any other way. Sitting quietly, hunched over, she was tapping her foot, impatient to get all of this over with. Todd came around the corner, and was looking better than ever. She may have dressed to dissuade, but he was dressed to impress. A black tight shirt set off his muscle tone and hair, while worn jeans hung loosely from his hips. One lock of hair fell down in front of his forehead, drawing attention to his warm brown eyes. When they'd first met, she'd thought he had the kindest eyes she'd ever seen, now the warmth in them seemed more mocking than anything else. She gritted her teeth as he smiled at her, and she also noticed that he didn't appear to be carrying anything. Damn. They'd either have to meet again if she was going to pay him off for the video and deleting the pictures, or go to his place. On the other hand, going to his place might be better because then she'd be able to make sure that he deleted all the pictures... but did she really want to be alone in his apartment again? Todd was decidedly amused at the consternation on Allison's face, she obviously was unsure of what was going to happen and what she was going to do about it. He was less amused at her choice of wardrobe, but there was nothing to be done about that now. And maybe he could play it to his advantage. Grinning malevolently at her, he sat in the seat directly next to hers and ignored her unwelcoming glare. "So Allison, how are you doing?" His casual question caused her hazel eyes to burn with outrage. "That's not what we're hear to talk about you asshole," her voice was barely above a whisper, not that there was anyone around to hear anyway, "I want that tape, and any copies you've made, and I want you to delete all the pictures off of your computer. I have five thousand dollars in my purse, I'll give it to you now and we'll go and take care of that immediately." Todd leaned back in his chair, adopting a thoughtful expression; if looks could kill he'd be on the ground ice cold, Allison was not amused by his play-acting at all. Finally, in as casual a tone he could muster, "Well Allison. That's a great offer, but I'm not really interested in the money you see... and while I'd certainly like you back in my house," his wink told her exactly how he'd like to see her in his house, "We don't need to go there right now. But I'm sure we can come to an agreement on how you can get the tape and the five copies I've made." He grinned at her expression as his words revealed how many copies he'd made. "And the pictures?" oh yes, she was definitely looking more nervous now. "Already gone! No worries there, why do I need pictures when I have such lovely videos to watch?" the feeling of power over this snobbish, but definitely gorgeous even in her current outfit, co-ed was definitely intoxicating. Todd could feel himself taking on more and more of a persona of an arrogant, dominating bastard, the kind of person he'd always admired in movies. He definitely had it all together. "What do you want." her voice was more of a hiss than a whisper, and the amount of blatant dislike in her eyes almost amounted to hatred. He grinned at her, "I just want to take you on a date Allison! One date for each video... so that's six dates in all! That's not so bad is it?" The angry glare in her eyes gave way to confusion and suspicion as she tried to find the hidden meanings in his words. "Dates? That's it?" Her voice was laden with sarcasm. "Yes Allison... but there'd be some rules on these dates," he reached one hand out and began stroking her hair, ignoring her wince back away from him. Once he had his hand in her hair she stopped trying to pull back. "For one, I'd be completely in charge. Where we go, what we do... how it ends... what you wear..." trailing his fingers down her neck he reached her breasts and frowned at the thickness of the clothe between his hand and her flesh, "For instance, this would definitely not do." He lifted her shirt up, she moved as if to resist and then stiffly let her hands drop to her sides, turning her face away as he pulled her breasts from her bra, letting them rest on top of it. Pulling at her nipples, smiling as she tried to hide the arousal in her face, "You do whatever I say when we're on the date. At the end of each one... you get a tape. Six dates, that's it." Biting her lip, "No overnighters." He nodded, that was reasonable, "No overnighters, unless you decide to stay over of course." her glare told him that that was very unlikely, "And if you uh... repeat your performance from last time I won't be taking you home until you wake up of course, and if that's after I've fallen asleep, well you'll just have to wait until morning." she nodded stiffly, and then gasped as he began twisting her nipples. Placing his whole hands over her breasts, he began squeezing and kneading the globes, making her squirm in the seat. "Fine," she nodded stiffly, "Deal." Starting to get up and reach her hands to push his away, he pinched her nipples tightly, making her whimper and then stop to stare at him. "Time to seal the deal Allison." Grinning, he released her nipples and unzipped his pants, lacing his fingers behind his head he nodded at the opening, "And uh, stay as you are." Her hands drifted away from the hem of her shirt and she glared at him. Dropping to her knees, she pulled the jeans away from his dick, and the thick meat sprang from the confines of his pants. Allison felt disgusted with herself, not only for getting wet while he was playing with her tits, but because she now had to suck his dick willingly. If only she could figure a way out of this mess... six dates. Six dates which would probably include practically being his sex slave and then she'd be out of this for good, and never have to see the bastard again. With that thought in mind, she lowered her mouth to his dick, licking the tip of it reluctantly. After a few moments, he lowered his hands from behind his head and laced the right one through her hair, using the left to grab her nipple, "You can do better than that." Pushing her head and pulling her nipple, he leveraged her mouth onto his dick. Reluctantly she sucked the head of his dick, using her tongue to add to the sensations, hoping he'd just let her stay there; but his insistent tugging moved her downward. The thick cock was so massively wide that she could swear she felt her jaw pop as she tried to accommodate it in her mouth. It was thick and hard, pushing down on her tongue and nudging against the back of her tonsils. It felt amazing to Todd as he finally got into her mouth, especially since he was there willingly. He hadn't been about to risk her biting his dick the last time, but this was completely different. And her mouth was as soft and wet as any guy could ask for; her perfect lips wrapped around his dick was intoxicating. No other guy in his kind of financial and social position had ever had this bitch on her knees in front of him before, and he was going to enjoy every second of it. Fortunately, she didn't have a very sensitive gag reflex, although she didn't think he would've cared if she did. Her head was pushed down until her mouth was against his pubis, the head of his dick lodged in her throat. Todd held her there for a moment, groaning as he enjoyed the sensation of her throat fluttering around his cock, and her soft lips against his groin. Slowly he allowed her to move back, and then he let her pretty much go as she pleased, only occasionally forcing her mouth to accept his entire length. Allison moved quickly now, hoping to get him off as quickly as possible. She hummed in the back of her throat, swallowing as much of him as she could on her own, knowing that the vibrations would add to the sensation. Concentrating on the task at hand, rather than the rather pleasant sensation he was causing by playing with her nipples, she sucked and tongued his shaft, bobbing her head as quickly as she could. Making use of her hands, she cupped his balls, squeezing gently and even tugging them downward a little. This seemed to have the best effect on him as he moaned and tightened his grip both on her hair and her nipple. Using two fingers she found the spot just behind his balls, and began making circular motions, pressing in firmly to increase the sensation. She moved her head quickly, sucking hard, fitting more and more of his length down her throat. Tugging his balls insistently, she worked him over, managing to press most of his length into her throat on her own. Finally, he grasped her more firmly and began taking over the rhythm of their movements, forcing her to move at his pace, and to swallow the entire length of his dick. Mostly she just concentrated on not choking as he pushed back her gag reflex, that and trying to breath every time he pulled back. With her hands still massaging his balls, it didn't take long before he pushed her head down one last time, pinching her nipple even more tightly, as he began releasing his load down her throat. Unwillingly she swallowed him, she'd always spit before, it had seemed nasty to swallow a guy's fluids. It didn't taste as bad as she'd thought it would, unique tasting though, mostly just salty; but it made her nauseous to know that she'd just had to swallow this asshole's cum. Pulling her mouth off his dick, she got to her feet, put her boobs back into her bra and pulled down her shirt. As she turned to leave, his voice stopped her. "Allison, come here for a moment." For a moment, she considered running, but that wouldn't solve her problems. The library was about to close, they didn't have any more time for him to try and make her do anything else. She turned and walked back next to his chair, but refused to say anything: she just looked at him. Casually, as if it was of no importance to him, he reached one hand into her pants and slid one finger across her slit. Allison, closed her eyes, knowing what he could find. "Ah..." his voice was full of smug satisfaction, she yearned to slap the smile off his face, "You are wet. Open up." Uncomprehending, for a moment she just stared at him as he held the finger in front of her face. Then, slowly, she opened her mouth, just a little. He stuck the finger in, "Clean it." The sweet musky taste of her own pussy filled her mouth, mixing with the salt taste of his cum, as she sucked his finger clean. "I'll send you an email about our first date. It'll tell you everything you need to know." He smiled at her and popped his finger out of her mouth. It was so fulfilling to see her standing there uncertainly, wondering if she dared try to leave again. "You can go." Allison fled. ---------------------------------------- I know you horny people out there get sad when there's not a lot of sex in the story, but I'm hoping that the end is enough to tide you over till I can get the third chapter out! I promise I'll get it out as quickly as possible! Poker Loser Ch. 03 Hey Princess, Our date is going to be Friday, I'll pick you up after I get off of work at 5pm. Wear your hair down, I like the curls, and wear a button up shirt and a skirt. The skirt shouldn't be a tight one, but it should be short. And heels, I want to see those legs. No underwear at all. Don't worry about anything else, I'll have it all arranged. Your Prince Charming P.S. Make sure you keep it clean and shaved down there, I was very disappointed in the library to find that you hadn't kept up with the grooming I gave you. Allison snorted as she read the email. Prince Charming... that asshole. There was nothing to do about it though, just hope that Friday came really really slowly. ************************ When Todd arrived to pick Allison up on Friday she looked almost perfect. A loose, white button-up shirt (which was buttoned all the way to the top) with a grey, short, pleated skirt and black 2" heels. It was almost exactly as he had pictured it. "Unbutton the top two buttons." Allison stared at him defiantly for a moment, and then shrugged and undid them, the shirt didn't open to expose more than above her chest. With a bra there might've been some cleavage showing, but without one no one's tits were that naturally perky. Insolently, Todd leaned forward and used a finger to pull her shirt away from her chest, making sure she had no bra (And, not so incidentally, enjoying the site of her bare breasts, just as he remembered them.). She gritted her teeth as he smiled and nodded his approval, "Now lift the skirt." Turning her head away, she lifted the hem of the skirt so that he could see her bare and shaved pussy. No underwear. With him demanding a skirt she'd had the feeling that she'd just have to take them off before they even left the house. It would've been a useless defiance. Walking to his car, he chatted amiably at her, while she remained in stony silence. Deciding to get a reaction out of her, he slid one hand up her thigh and under her skirt, cupping her bare cheek, and almost exposing it to the neighborhood. Getting the hint, Allison began responding to his small talk. One of things he asked her was if she was on the pill, she almost hesitated - thinking that maybe she could avoid sex she said no (although she had been since she was 15 to regulate her period) - but he dissuaded that notion by mentioning that he had condoms, and that she'd better get on something soon. Six dates, she told herself, just six dates, just six times. Sure I won't have my virginity anymore, but no one else needs to know that... but I can't let anyone see that tape... I'll lose everything. Sighing, she admitted that she'd been on the pill for years. The restaurant he took her to was 45 minutes away, across the state line, "Don't want anyone Daddy knows to see you with a low class guy like me," He'd said, winking at her in the car, "He might ask uncomfortable questions." She'd just blushed and turned away. A couple times on the car ride, he'd reached over into her shirt, toying with her breasts while they talked; it'd been an effort for her to keep up the conversation. Her breasts were almost abnormally sensitive, and it hadn't helped that several cars had passed by each time, it's occupants staring at the activities going on in theirs. Grimacing, she realized that she'd left a slight wet spot on the seat when she got out of the car, probably from the times he'd spent playing with her tits. It was humiliating to have her body responding to him in this way, but she didn't seem to be able to help it. Todd obviously knew the people at the restaurant, including the owner, and quickly had secured them a table in the back corner of the restaurant, a half-circle booth where he pulled her in close next to him. The waiter was also obviously an old friend, and was just as obviously eyeing the gorgeous girl sitting next to Todd. Allison looked around the restaurant as Todd and the waiter chatted, noticing that their booth was practically invisible to the rest of the patrons, no one else was remotely near them. She winced internally as she realized that Todd had probably planned this too, and that she might not escape humiliation in public, as well as later in private. Eventually the waiter left, Todd had ordered for both of them, and she was left alone and vulnerable again. Trying to head off any possible public sex acts, she immediately began questioning him, on his life, his childhood, his interests. Anything and everything she could think of. To her surprise, it turned out to be more interesting than she'd thought, and she managed to keep him occupied until their food arrived, even telling him some things about herself. The realization that they could almost be out on a real date made her feel very strange, she wasn't exactly here by choice after all. Everything was pretty normal until they'd ordered dessert, and were sitting without food to occupy them again. Todd observed her with one of those burning looks that told her when a guy wanted her body, she'd used to like seeing that look in a guy's eyes, seeing it and flaunting herself to taunt him with what he couldn't have. Seeing it in Todd's eyes made her want to shrink into herself. There wasn't really anything he couldn't have at this point. The deal she'd made with him had really sunk into her over the past week, she hadn't really established any limits before making it, other than denying him overnights. It had been a stupid thing to do, and now there wasn't really any going back on it. There was no way he'd be willing to re-negotiate now. All she could do was deal with whatever came. He let his arm casually drop around her, pulling her in for a kiss. Sickened at the thought of having to passionately kiss this creep, she still let her mouth open under his lips, accepting the deepened kiss without really kissing back. It didn't seem to bother him. The kiss continued, his tongue probing her mouth aggressively, as she tried not to finch away from him, then his other hand unbuttoned the third and fourth button on her shirt, and slid in, cupping her breast and squeezing it. She struggled for a moment, against him, but his firm hold on her breast and mouth convinced her that he wasn't going to be denied this, at least he wasn't exposing her breast to the restaurant, so she stopped fighting him. After a few moments of him squeezing and kneading her flesh, he began using his thumb against her nipple, gently rotating the little nub and rubbing it enticingly, it sent little shudders of pleasure up and down her body. The hand on her breast became more forceful, and his tongue pushed deeper, as he moved his fingers over her nipple, pinching it firmly and twisting it back and forth. She moaned into his mouth, and as she did so she realized that not only was she half in his lap, but she was kissing him back just as passionately as he was kissing her! Horrified, she pulled back, pulling her body out of his grasp - just as the waiter came to the table with their desserts. Shirt half open, her curves were clearly visible - although thank God she wasn't completely exposed - but before she could even move to recover herself, the voice of doom toned, "Leave it." Todd was looking at her firmly, and the waiter's eyebrows shot up as she slowly lowered her hands at his order. Both men's eyes roamed over the visible curves, and she was aware that her chest was heaving as she breathed deeply, trying to calm herself. Closing her eyes to the waiter's surprised and speculative look, she finally heard him walk away. "Very good Princess." She glared at Todd, "Stop calling me that." "I'll call you whatever I want, Princess," His smile hadn't diminished in the slightest, "Now come here and enjoy dessert." It was a brownie fudge Sunday, but with a strawberry rather than a cherry on top. Todd removed the strawberry and held it while she got a couples mouthfuls of the admittedly very good dessert. Watching her expression, he smiled as she either forgot, or became used to the air flowing through her opened shirt. He sucked all the chocolate syrup and whipped cream off the strawberry. "Spread your legs Princess." Caught with a mouth full of ice cream and brownie she stared at him as he grinned maliciously at her. Composing herself, she swallowed, held her chin high, and obediently spread her legs. Todd chuckled at her snobbish expression as he slid the strawberry under her skirt and along her slit, wetting the red fruit with the juices collected there. The cold fruit made Allison shiver as its rough edges pushed along her lips, and she prayed that he wouldn't actually push it into her. He didn't, he did much worse. Holding it to her lips, "Eat it Princess." Hazel eyes pleaded with him, but when he continued to hold the sopping fruit in front of her lips, she reluctantly opened her mouth and let him put the strawberry into it. Biting down she could taste the sweetness of her favorite fruit intermingling with the musky sweetness of her pussy juices. It really didn't taste bad, mixed with the strawberry, it just disgusted her to know that her own juices were in her mouth, she could even really say why except that there was something very wrong about it in her head. Todd seemed to get a lot of pleasure out of seeing her eat a strawberry covered in her pussy though, he watched avidly as she ate the entire thing, and then he had her clean his fingers of the wet residue. After they finished their dessert the waiter came back with the check, Todd payed with a credit card, and when the waiter returned he hesitated for a moment before leaving their table completely. "Would you mind..." his voice trailed off, but his eyes were riveted to the almost exposed curves of Allison's chest. She glared at him, wishing she could shoot daggers from her eyes at his temerity. "Sure!" Todd's acceptance made her freeze. Before she could even begin to form a protest, Todd was pulling the sides of her shirt back, and as cool air brushed her nipples, teasing them to hardness, her face was slowly heating to fiery red. "Here, have a taste." The only thing that kept Allison from screaming was the knowledge that if everyone came back to see what was going on, she'd be totally exposed to all of them as well. Instead she just closed her eyes as the waiter slid into the seat next to her and lowered his mouth to one of her nipples, squeezing and rolling the other breast in his hand. Closing her eyes was a mistake, it allowed her to concentrate only on the warm soft mouth that was sucking oh so gently on her nipple; she clenched her teeth to keep herself from moaning as he rolled the nipple between his teeth and tongue. A moment and he transferred his mouth to the other nipple, pinching the wet one with his fingers as he gave its partner the same treatment he'd given the first. The waiter straightened up and nodded to Todd, "Thanks man, you guys made my day. She's a hottie. Where'd you get a slut like this anyway?" Allison flinched, not only at their casual treatment of her, but at the waiter's assumption that she was there because she was a cock-hungry slut. Dammit, she was still a virgin, although not exactly innocent anymore, and even if she wouldn't be a virgin after tonight (which she highly doubted she'd get out of this situation with that intact) she still was at the moment! "Oh, I have my ways." Todd winked at the waiter who nodded and left them. With slight tears in her eyes at her total embarrassment, Allison pulled her shirt back over her breasts, and started to button them, until Todd's hand over hers stopped her. "I think it looks good like that, leave it. And come on, time to go home." He grinned at her totally forlorn expression, as his inflection left no doubt that it was to his home they would be going, and that she would have to walk out of the restaurant with her shirt half open. If anyone in the restaurant didn't already suspect there was hanky-panky going on in the corner, after she walked out like that they'd all be sure of it. Defiantly, she got to her feet and walked firmly but quickly, head held high, ignoring the shocked (and appreciative) stares and muttering of other guests. The owner of the restaurant looked her over insolently as she walked out, a few steps ahead of Todd, wishing them a "Nice night." in a rather suggestive voice. Her face burned, but she didn't stop walking until she'd reached his car. Once inside he started it up and then turned to her, "I think you need to be a bit more sharing with that bod you've got Princess, let's just open it up a little bit right now." And the bastard reached over and pulled her shirt flaps apart, completely exposing her breasts again, before starting up the car and leaving the parking lot. The ride home was hell, not everyone noticed that her large, round boobs were hanging out of the front of her shirt, but the ones that did notice made enough noise and catcalls to make up for the ones that were oblivious. It felt like her face was never going to stop burning with humiliation, by the time they pulled up to Todd's apartment complex it was a relief, especially since he allowed her to at least close her shirt (although still not button it) before leaving the car. To her utter disgust she realized that she was actually feeling grateful to the jerk for allowing her that small decency. She vowed to keep an eye out for more manipulations like that in the future, she'd be damned if she was caught falling for that one again! His amused gaze informed her that he knew exactly what was running through her mind, and that he didn't mind she'd figured out that particular ploy. Haughtily, she turned her nose up away from him until they got into his apartment. Once there, he shocked her, immediately stepping forward and pulling her into his arms, kissing her harshly and deeply; instinctively she responded to his passionate kiss before her mind caught up with her body, reminding her not to react to him. Not that there was much room for her to react, he pushed her up against her wall, grinding his hips into hers; one hand reached into her shirt and latched onto her breast like a suction cup. His almost violent advance startled her, until she realized that he'd been toying with her all evening without much stimulation for himself. The obvious for her that he showed, and the skill and passion in his kisses, made it hard for her not to get swept away in the moment; it was a fight to keep herself from responding ardently to him, especially because she was aware of the juices wetting her inner thighs. She was aroused, there was no denying that, she could be anything but with the pressure of his dick on her groin, his hand kneading her boob, and his mouth possessing hers so completely. But that didn't mean that she had to give into that arousal. From moment to moment she would respond to his kiss, push back his groin with her own, arch her back to press her breast even more firmly into his suction-like grip... and then she would recall herself and pull away, still the impulse, and desperately try to get back control of her body. When he finally released her mouth, her knees were weak and her lips felt swollen and bruised. He swept her up in his arms, walking quickly towards the bedroom, they were barely inside before he set her down again and his mouth found hers again. The occasional responses that he got from her were thrilling for him, knowing that she wanted him but was fighting those feelings just made him all the more determined to overwhelm her into giving in. His tongue practically raped her mouth, as he tore his clothes off with one hand, the other arm securely around her slender waist, holding her body pressed to his as much as possible. Once his clothes were scattered on the floor, and the thick cock that she was fast becoming familiar with was free of its confines, he practically ripped her shirt off and pushed her back onto the bed. With one quick movement her skirt was on the floor, and he practically pounced on top of her; she raised her hands, trying to ward him off, to hold onto her virginity for another moment... but that wasn't his goal yet anyway. Mouth latching onto her nipple, he sucked at it ferociously, nibbling with his teeth. It had become pretty obvious just how sensitive her large breasts were, and he wanted her wet and wanting when he finally entered her. He began moving his mouth over the large globe, sucking to leave hickeys, lots of them, marking her as his own. There was no way she'd be going on a date with anyone else with his lovebites on her skin. Hickeys were left all over her breasts, her collarbone, and then he began moving onto her stomach, leaving his hands on her tits, rolling her nipples between his fingers. Allison was barely aware of the marks he was leaving, she was becoming caught up more and more in his animalistic passion, and the heavy attentions her boobs were receiving left her panting and whimpering, sending urgent and needy signals straight to her pussy and clit. After leaving a trail of hickeys from the base of her neck, all over her breasts, and down her stomach, Todd began nibbling on her inner thighs... she spread her legs without even realizing what she was doing. His mouth dove onto her pussy, devouring her juices, and one of her hands clutched his wavy hair, pulling him closer into her. Licking, nibbling and sucking, he attacked her pussy with the same focus that he had her chest, all the while continuing to pinch and twist her nipples. Allison was completely out of control now, totally intent on reaching a much needed orgasm, so lost was she in her body's pleasures, that she didn't even notice when Todd's face left her pussy and was replaced with his dick. If he had been more slender, if his dick hadn't been so wide, she might not have noticed, she was so lost in the pleasure, but the thickness of his meat caused her pussy to stretch ridiculously wide, and it hurt as he slid home. Arching her hips up in pain, she actually helped his entry more than anything else. Tears sprang to her eyes, partially the sharp pain of being stretched so quickly and so wide, partially for the loss of her dreams of a romantic wedding night where she'd lose her virginity to a caring, gentle, loving man who worshiped her. Todd didn't even notice the tears, he was totally lost in his own little haven of pleasure at the moment. Allison was tighter than any girl he'd ever been in... she'd lost her hymen at an early age, it hadn't been that thick, so he had no idea that she was still a virgin, just that she was the tightest fuck he'd ever had. Most girls were pretty tight on his cock anyway, just because it was so thick and most of them had never been stretched wide like that, but Allison beat them all. It felt like his cock was being crushed in the warmest, wettest, most wonderful place ever; the moments he took just holding his cock in that incredible tightness allowed Allison's body to adjust somewhat to its new proportions. Then he began to move, slowly, sawing his cock in and out of her body. Her mouth opened in an O shape, although no sound emerged yet. It hurt in the most delightful way, her sopping pussy was still wet and needy, and the pain almost added to the pleasure; friction and heat built between her legs as he began moving faster and more roughly, she could hear him moaning in her ear about how tight and wet she was. The long teasing buildup of the evening had had it's effect on her, when he was eating her out he'd gotten her so close to orgasm that she realized it hadn't really gone away when he'd entered her... rather, she was very soon going to be cumming all over her first cock. The thought should have disgusted her, it should have horrified and humiliated her, and logically she knew that, but right now her emotions and body were a lot more concerned with getting off. Poker Loser Ch. 03 "Oh..." she could hear her voice, loud and echoing in the room even though she didn't think she'd said it that loudly, "Oh... Oh my..." He was pumping harder and faster into her, grinding his groin on her clit every time he hit home. The combination of the intense foreplay, the fullness of her pussy, and the constant contact on her clit finally drove Allison over the edge, "OH MY GOD!!!!!... OH GOD TODD.... OH GOD..... OH TODD...." Her sweet and impassioned voice filled the room as she climaxed, wave after wave of pleasure crashing over her. The fact that she was calling out his name while cumming, not to mention the incredible clenching and pulsing in her pussy, was making it very hard for Todd not to just blow his load immediately, but he persevered, wanting to draw out the pleasure for as long as possible. Pumping roughly in and out of her pussy, he drove her higher and higher on the crest of orgasm, it was better and more intense than any orgasm she'd ever had in her life, it seemed like it would go on forever. But finally Todd couldn't handle her cries of pleasure and his name anymore, and he thrust one last time, completely emptying his load into her receptive pussy. Feeling him cum in her pussy caused her one last, smaller orgasm, and she shuddered in his arms with the pleasure of it. Lying there, he relaxed on top of her, enjoying the feeling of finally being between her legs, her soft and silky body completely open to his. Todd didn't move away from her until his dick was completely flaccid and had slipped from her hole, then he kissed her deeply, which she accepted submissively but didn't really respond to, and allowed her to get up. They got dressed and walked out to his car in silence. On the ride back to her house Todd began chatting with her again, and she roused herself enough to make the effort to respond. It was a pleasant trip home for the most part. When they got to her house he kissed her goodbye, probing her mouth again and reaching his hands into her shirt for one last tweak of her nipples. As soon as Allison got inside she ran to the bathroom, lifting up her skirt in front of the full length mirror, watching the cum slide out of her red, swollen pussy. Then, furiously, in front of the mirror, she masturbated, sliding her fingers in and out of his cum, lifting them to her mouth every so often to taste their combined juices. When she finally exploded in orgasm, it still wasn't quite as good as the one she'd had during the sex. With the taste of their juices on her tongue, she slumped down in the bathroom and sobbed in self-disgust and humiliation. ****************************** I hope you guys enjoy the way the story is going! if anyone has anything specific they'd like to see, please let me know and I will take it under serious consideration although I can't promise that I'll use it =) Thanks for reading! Poker Loser Ch. 04 Hey Princess, Friday again, I think I'll just make that our night together. For the next five Friday's you're mine, beautiful. You certainly seemed to enjoy yourself on our last date, so I'm sure you're looking forward to this one. I'd like you to meet me at work at 4, my office building is 555 Trump Street, Suite 38A. I'll be the only on there, I'm in the back office on the right, and I'll be expecting you. I think I'd like to see you in a sundress, keep it lowcut and short. No underwear of any kind of course. Let's put your hair in pigtails for variety. I'll be waiting gorgeous. Your Knight in Shining Armor ************************************************* Allison walked into Todd's office building, pony tails bobbing as she walked. The short pink sundress rode up her shapely legs, and she had to constantly pull the straps back onto her shoulders as they slipped down. She looked gorgeous, even if the pigtails did make her look five years younger, at twenty years old that five years made quite a difference. Why did men have this obsession with wanting girls to look younger anyway? Shave her pubic hair, wear pigtails... she felt like a 9 year old with her hair like this. Part of what was pissing her off so much was that feeling younger also made her feel more vulnerable. Mostly what was pissing her off was that her pussy was already wet and leaking, and had been ever since she'd started getting ready to meet Todd for their second date. All week she hadn't been able to think about anything but their last three encounters, and her feelings about them were getting disturbing; her dislike and disgust of him was fading and she found herself almost looking forward to Friday at times, wondering what this date was going to be like. And every time, her pussy would get excited. It made her more disgusted with herself than anything else, although that didn't kill any of her suppressed desire. Walking into Todd's office she looked almost angry, but with the pink sundress and pigtails it came off as more a tantrum in a pouty sort of way. Todd thought she looked adorable, all angry with her twin tails, and the pouty lower lip. Mostly what he noticed was her nipples poking through the thin material of her sundress. He smiled graciously at her, "Allison, good to see you." "Hi Todd." her reply was in an almost civilized tone of voice. "Come here, I want to show you something." Curiosity aroused, she walked around his desk as he stood, and he put an arm around her shoulder, propelling her to the floor to ceiling window. "See out there?" Nodding made the pigtails bob. "My friend works in that building. I told him he should look up here at about this time today." Smiling at her, he watched the despair and embarrassment slowly creep up her face as his full meaning sunk in. Bad enough that she had a date with him tonight, but to have him display her to other people... "Don't worry, he won't tell anyone, and I told him not to take pictures." Allison looked at him, grateful and relieved (dammit!), she hadn't even thought of that until he'd said it. Submissively she lowered her head as he slipped the straps of her sundress off her shoulders, gently he turned her so that her front was facing the building across the way. Standing behind her, he cupped the undersides of her breasts, stroking her nipples with his thumbs. She sighed as the familiar pleasure took over her. No matter what he did, she couldn't deny that he was skillful at playing her body like an instrument, and he knew just how to build her up to the most amazing orgasms... would it be so bad just to sit back and enjoy it? Opening her eyes, she looked across the way and saw a guy standing there, his face was too far away for her to tell if she knew him or not, but he obviously had binoculars and was stroking his dick, watching the show. Allison tensed, and mentally cursed Todd. Every time she started thinking that she might just be able to submit and enjoy herself while she was with him he had to push her boundaries! Watching the guy across the way jack off as Todd exposed her body to him was just obscene. She bit her lip as Todd began to handle her breasts more roughly, pinching and squeezing now, pulling her nipples as far as they could go before releasing them. Her hips were grinding back into his hard dick, although he was fairly sure that she wasn't aware of the fact, one of the great things about playing with her breasts first was that she tended to lose control of her body if he did things right. Slowly the dress was lifted above her hips, exposing her pussy to the guy with the binoculars. Allison was now ignoring their silent watcher as Todd's fingers slipped through her wetness, enticing more heat between her thighs. Spreading her legs to allow him better access, she wondered a little at her wantonness, especially considering that she knew that had a watcher. Maybe she had a little bit of an exhibitionist streak in her. The slickness in her pussy stated her definite arousal, Todd turned them both so that they were sideways to the big window, and he lowered his head to her nipples, teasing them with his tongue. He noted that the pale skin of her tits still held the faint traces of the hickeys he'd given her the last Friday, this Friday he only added one to each breast, on the inner curves of her cleavage. Lowering himself to his knees, he pushed his face between her thighs, burying his face in her wet silkiness. Allison moaned as she tried to keep herself upright, spreading her legs a little more to give Todd more access and herself better balance. Clutching his head with her hands, she let her own head fall back as she whimpered, he gave her pussy a tongue-lashing, using his hands on her ass to push her onto his mouth. Once Allison was balanced, she let one hand drift up to her own nipples, pinching them and twisting them... until she remembered their watcher and quickly pulled her hand away, like her fingers had been burnt. Panting, she tried to keep control of herself as Todd pushed his tongue into her hole and wiggled it, she had to bite her lip to keep from screaming when he sucked her clit into his mouth, rolling the little bud with his tongue. When he bit down gently as he sucked, she came, moaning and shaking, her pussy juices slicked her thighs and the smell of her filled the room. Her boobs jiggled as she came, bouncing around while she struggled to stay standing. It wasn't until her grip on his hair loosened that Todd finally released her clit from his mouth. Exhausted, Allison allowed him to bend her over his desk, with her ass facing the window, her inner thighs were glistening with her juices. Todd ran his finger up one thigh and then stuck it in his mouth, sucking it clean. He waved merrily to his friend across the way, and then used his fingers to spread her pussy lips for him, they were pink and engorged. Carefully, he inserted one finger into her hole, swirling it around. She moaned and moved her hips slightly. Pulling the finger out, he positioned it at her ass, shockingly Allison stood up, shaken. "Don't do that!" Todd stared at her, she couldn't be reneging on their agreement! "You liked it well enough when I stuck my dick up there." "It's dirty," her voice shook a little as she tried to forget the pleasure of the night when she came while he was in her ass, "It's dirty and it's wrong. Things aren't supposed to go in there." Slightly angered, Todd didn't say anything, he just turned her and pushed her down onto the desk. SLAP! Allison squealed as his hand smacked her ass, leaving a bright print. SLAP! SLAP! SLAP! Squealing and squirming, her ass cheeks were jiggling as his hand impacted them and her body bounced, trying to escape the punishment. "Please stop! It hurts!" SLAP! SLAP! SLAP! SLAP! Finally he stopped, pink hand prints were all over her butt, and she had tears in her eyes from the sharp pains. "You are mine to do with as I please on these dates," his voice brooked no argument, "And if I want to put something in your ass, I will damn well put something in your ass. As far as I'm concerned, plenty of things can go in there." Allison nodded, she didn't trust her voice to hide her pain and discomfort. It satisfied Todd though, he pushed two fingers roughly into her pussy, making her wince, and without ceremony he forced the soaking digits into her ass. She choked on a sob as her asshole was stretched again, his fingers began moving in and out of it, making her even more uncomfortable. There seemed to be no lower debasement for her to go, with her ass impaled on his fingers while she was bent over his desk, his friend watching through binoculars across the street. Incongruently, she wondered what it looked like to see his fingers in her butthole, and then she wanted to slap herself for thinking something so disgusting. Gritting her teeth, she just bore it as he wiggled his fingers, twisted them right and left, and even tried to spread them apart. Finally he pulled his fingers out and her entire body relaxed in relief. Pulling her off the desk, he pushed her face first against the glass. Nipples hardening at the cold encounter, her boobs were smashed flat against the window, and trying to move back she encountered his unyielding body. The sound of a zipper, a few adjustments, and then he was pushing his dick into her pussy from behind, making her realize that she had stayed wet the entire time he'd been playing with her ass. He held her hands at her wrists, pressed above her head against the window. One cheek and her breasts were flattened against the cold glass, and as he began to move in and out of her quickly, she realized that the guy across the way was still watching. Nothing was hidden from him as Todd pounded her from behind. Just as she could feel arousal stirring in her pussy, despite the discomfort of the position and her acute humiliation, Todd moaned and thrust hard into her, sending spurt after spurt of his cum into her unfulfilled pussy. He pulled out quickly, leaving her gasping and wanting, braced against the glass. Slowly she straightened up and pulled her dress down and the straps back over her shoulders. Glancing out the window, it was obvious that the guy had cum all over his own window, and was now cleaning up the residue. Todd didn't give her a chance to grab a tissue, and as he grabbed her hand and pulled her out the door with him she could feel his cum beginning to drip down her thigh. Well, hopefully they'd be able to get to the car without anyone seeing. "Quick stop," he said, grinning at her, before coming to a halt in front of a door just next to the front doors, knocking on it. Allison grimaced and squeezed her legs together, trying to halt the flow of his cum down her leg. The door opened and Todd leaned in, "Hey guys," he pulled her up next to him, "This is Allison, Allison, these are our security guards." Allison's eyes flicked quickly over to the monitors in front of the man and woman sitting there, and realized to her horror that one of them showed the office that she and Todd had just come out of. "Great show!" said the man, grinning at her. He was black, maybe an inch taller than her if that, average build. The woman sitting next to him was a stunning blonde, the first thing a person noticed about her was how nicely her chest filled out her uniform. She was also grinning at the couple in the doorway. Allison looked at Todd in horror, and he laughed at her expression, "Don't worry Princess, they aren't going to tell anyone, and they've even agreed to delete that part of the tape! You just gotta make sure it's worth their while." "That's right," said that man, apparently he was the talkative one, "I need me some relief. Come 'ere slut." The woman just looked on, an avid and excited expression on her face. Looking entreatingly at Todd, she realized that there would be no help from him. His face was just as excited as the woman's. Swallowing, she slowly dropped to her knees in front of the black man. Before she'd even gotten in position, he'd pulled out his dick and had it ready. Not as thick as Todd's (was anyone's?) it was about 9" long and black as night. Allison opened her mouth and lowered her head onto it. As she began sliding her mouth up and down, the man's hands grabbed hold of her ponytails, "Gotta love a girl with handlebars!" He sighed in happiness as her mouth slid wetly over his shaft. The blonde was leaning forward and watching eagerly, Todd was behind her, with his hands down his shirt. Well, if there was any part of her that was an exhibitionist, it was probably getting worked out of her today. She was a little jealous of the woman, knowing just how skillful Todd was with his hands. Her own nipples were hard and aching still, as unfulfilled as her pussy after that quick fuck against the window. The dick in her mouth twitched a little as she sighed around it. What would her father think if he could see her now? His perfect WASP daughter with a black dick sliding easily down her throat. Probably he'd disown her, if he hadn't already for all of the perverted acts Todd had put her through. Moving as quickly as she could, she used every trick she'd ever learned to get the black man to cum, just wanting to get it all over with. It was effective, about a minute later he was shouting loudly as his salty cum slid down her throat. Allison felt like the worst kind of whore, this was the second time she'd had to swallow a man's cum, and this time it was black cum filling her belly, from a guy whose name she didn't even know. Finally his dick stopped leaking fluid into her mouth and she pulled away, getting to her feet with alacrity. "My turn," the sweet, soft southern drawl stopped Allison in her tracks, as the blonde woman got up from her seat, her breasts were hanging free of her uniform; larger than Allison's, they were like two huge balloons on the woman's chest, with large prominent nipples. Allison stood frozen as the woman stepped forward and kissed her full on the mouth, a soft probing tongue slipped between her lips, sharing the taste of the cum that she had just swallowed. Numbly, Allison just stood there as the blonde pulled away and sighed her satisfaction, "You always taste so good Carl." a wink to the black man and then she pulled Allison over to the chair she had been sitting in and pushed the frozen brunette into it. Allison slumped in the chair, unresisting and unbelieving as the blonde's strong hands pulled her hips to the edge of the seat and lifted up them hem of her dress. "Oh my," The blonde turned back to look at Todd, "Looks like someone else left me a treat too!" Todd grinned at her as she turned back to Allison and began licking her open thighs. Slowly, the blonde head worked her way farther and farther up the smooth thighs, cleaning Allison's juices and Todd's cum. Big hazel eyes watched the entire process in complete shock. When the blonde reached her pussy, Allison gasped and her head flew up. Now she could see the men staring at the lesbian act being performed on her, and her face turned bright red with humiliation even as she whimpered her arousal. Todd's stern eyes caught hers, and she stared straight at him as the blonde made sighing noises into her pussy. Moving her hips in time to the blonde's expert licking, Allison couldn't tear her gaze away from Todd's, even though she could see the black man beginning to stroke his slowly hardening dick again. It was the worst kind of flaunting exhibitionism as the men watched her breasts heave and her face contort with passion while another woman tasted her juices. All of it just turned her on more and more, she'd never realized she had such an exhibitionist streak in her! But just seeing the men's facial expressions as they watched her moan and hump the blonde's face, seeing their obvious desire, it made her more and more turned on. Then the blonde's mouth moved lower, and she began licking around Allison's crinkled ass hole, sucking on it and pushing her tongue against the hole. Allison almost screeched and jumped up, but there was an obvious warning in Todd's gaze, and she slowly forced herself to relax. Once she did, the anal rimming started to feel amazingly good, little nerve endings hummed with pleasure as the blonde's soft tongue teased her ass. Biting her lip to keep from screaming pleasure, Allison's entire body jerked as the blonde managed to force just the tip of her tongue into her ass. It felt amazing, but so so dirty... and all of it compounded by the men watching... The blonde pinched her clit and Allison came immediately, the feelings of shame and humiliation of having another woman licking her and sticking her tongue in her ass was amplified by the surprising pleasure she got out of having an audience. Her clit was twisted and pinched as the blonde wiggled her tongue in Allison's tight ass, heightening Allison's passionate cries. Finally, red with embarrassment, Allison's body slowly relaxed, and the blonde pulled her tongue from her ass and began licking the juices that had flowed out of her pussy. Whimpering as the blonde hit very sensitive flesh, she could see that the black man had another massive hard on, and she was afraid that Todd was going to make her do something about that too... or even worse, make her return the favor to the blonde. She wasn't sure which was more wrong, anal sex or lesbian sex, but she knew she didn't want to do either. No matter how good it had felt to be eaten out by another woman. Fortunately, when the blonde pulled away, she looked over at the men too. Winking at Todd, she told him, "You guys get on out of here and have a good date, looks like me and Carl have some business to take care of." Big boobs bouncing, the blonde got to her feet as Carl moved towards her. Todd said goodbye to both of them, and pulled Allison out of the door as the two in the room began to kiss passionately. When they got to the car, Allison realized that almost three hours had passed since she'd first showed up at Todd's office building. Three hours of almost non-stop sexual activity. She was exhausted. Thankfully, Todd didn't want anything more but to run by a Checkers and eat. On the way home, he made her give him a blowjob in the car, her ass high in the air so that passer-by's could see her pussy peeking out from under the short skirt of the sundress. Since her parents weren't home when they got there, he pulled into the driveway and had her finish his blowjob while he played with her nipples, pinching and tugging on them. Allison got out of the car incredibly worked up, her nipples sore but unfulfilled. Todd drove away, waving her to her cheerfully. As was becoming habit, as soon as Allison got inside and was in the privacy of her own room, she masturbated. Closing her eyes she could see the two men watching her as the blonde licked at her pussy, and the guy watching as Todd fucked her up against the window. Picturing their faces she came hard on her fingers, one of which seemed to have somehow slipped up her ass. She lay there, completely exhausted, and pulled her fingers from her pussy and the one out of her ass. Only three more dates... could she last three more dates without becoming as sexually depraved as she was?? Uncertainty and shame filled her, but then the front door open and closed and she could hear her parents voices and she ran to the bathroom to shower off the smell of rampant sex from her body. Poker Loser Ch. 05 author's note: this story started out as a nonconsent/reluctance, and the main character still tends to be reluctant although she also enjoys herself very very much, she doesn't want to admit it... just as a warning for people who might want to read about loving erotic couplings, this doesn't really qualify at the moment. it's more of a semi-reluctant, find out who's boss, I'd hate it if it didn't feel so damn good, coupling. * * * * * Princess, We're going to stay in this Friday, you seemed to enjoy having so many people around last week that I thought you might be enjoying yourself a little too much. Make sure you're looking your usual beautiful self, hair down again. The ponytails were cute, but not necessary for this week. Just come to my house at 5pm, wear a long coat. Under the coat you can wear a bra if you want, but you have to wear thigh-high stockings and heels. Nothing else. Practice stretching your ass out this week, you need to get over that little boundary, and I think you'll appreciate the practice before Friday. See you then beautiful. Your Frog Prince Allison snorted at Todd's signature on this email. He seemed to get a kick out of signing the damn things "romantically". Jerk. Re-reading the email, she winced a little. She really had been enjoying herself too much last week, and the fact that he noticed just made her feel more ashamed. Stretching her ass out was going to be a little more difficult... but she'd already started putting one finger in her tight hole when masturbating, the dirtiness of the act was starting to become exciting rather than revolting. Biting her lip, she wondered how much more these next few "dates" would change her from the moral, proud WASP she was into something else... some kind of decadent slut. Sighing, she grabbed her purse to go shopping for thigh-highs. * * * * * When Friday came, Allison opted to go without a bra under her coat, in hopes that maybe Todd would go a little bit easier on her if she seemed to be co-operating. Last week had almost been enjoyable, once she got over having everyone watching her; although she still had to shudder at the close call in the security room. Maybe she would've licked that other woman's pussy, but there probably would've be a bit of a fight about it, and she had a feeling that fighting with Todd on a date was something he would definitely make her regret. Rushing up to his door, she felt almost as though she was completely naked (which she was under the coat), and she didn't want anyone to see her. It was almost a relief when he opened the door, although her heart sank a little at the malevolent smile on his face. She was starting to associate that particular smile with him introducing something new that would push her boundaries once again. Stepping inside, there was nothing inimical to be seen in the hall. Todd helped her take off her coat, like a gentleman almost, and then whistled softly as he saw that she wasn't wearing a bra. Allison looked stunningly sexy with 3" black strappy heels, lacy-topped thigh highs, and her burnished brown curls tumbling down her shoulders to rest of her perky breasts. Her make-up was light but stunning, eyeliner and heavy eyelashes framing her hazel eyes, a hint of color in her cheeks, and perfect pink lips. The whole combination of it all was almost enough to make Todd regret that he'd decided to share her tonight... but too late to reverse that now. Rather, he smiled his pleasure at her, eyes filled with burning desire, and he escorted her into the dining room; during the entire time, the same smile remained firmly in place. Allison froze stock still in the doorway of the dining room, her breath caught in her throat. There was another guy sitting at the table, which was set for three, a guy she knew very well. "Chad," her voice was soft and breathy, almost as if she was asking someone to tell her it wasn't true. "Hello Allison," his deep basso voice rumbled as always, blue eyes traveled the curves of his step-cousin's body, "You're looking awfully nice tonight." Allison clutched at Todd's sleeve, "Todd, I need to talk to you." He gave her a scornful look, and pushed away as she tried to hide her body behind his; Chad watched the both, his blonde good looks were enhanced by a very pleased, wide smile. "I know he's your step-cousin, Princess," Todd almost lost his cool and scornful demeanor to laugh in her face at the confused and desperate look that sentence produced, "It's not like you guys are related by blood, and you've definitely had a good time teasing him at the beach and on vacations, from what he tells me. Time to pay up for all those cases of blueballs you gave him." Allison grabbed his sleeve as he started to move away from her, and his eyes burned with anger as he turned back to her, but she didn't care. "Todd, please, I can't..." her words were lost as he grabbed her by her hair and pushed her roughly against the wall SLAP! SLAP! SLAP! There was no holding back as he hit her ass as hard as he could, making her scream and dance with the pain. SLAP! SLAP! SLAP! SLAP! Her ass was bright red, and he pushed his body up behind hers, two fingers pushed into her dry ass, stretching the burning channel. She whimpered at the pain in her ass, and the pain of the fingers being pushed into her ass dry. In a low voice, right into her ear so that only she could hear him, "You are mine on these dates, and you will do what I say, when I say, no matter what your personal feelings or morals are. I have decided that he's here for this date, and you are going to have a damn good time doing whatever I tell you to with him. If you don't shape up and behave right now, I'm going to tie you over the couch and let him rape your pussy and ass dry, and then when he's done I'll fuck your ass dry too, and I'll fuck it hard enough to keep you from sitting down for a week and then I'll throw you out of here for tonight without your coat AND you'll still owe me three more dates." As he spoke, he emphasized he sentence by pushing his fingers further up into her ass, forcing her up onto her toes until his fingers were in all the way to his knuckles, her ass stretched and burning, "Do you understand me?" Allison nodded frantically, her hands against the wall, trying to hold her balance so that less of her weight was on the fingers in her ass. She didn't at all doubt his threats, or his ability to keep them. Her father had been talking all week about the immorality of the world, especially the internet, and verbally abused all the girls who were selling their bodies to make money; the worst part had been when he'd gone on to talk about her perfection, and great upstanding morals, how he was so proud of his daughter because she'd decided to wait for marriage... If Todd showed him the tape, her life might as well be over. Vindictively, Todd thrust his fingers hard one more time before with-drawing them from her ass. When she turned, Chad was watching them with a huge smile on his face... the snobby bitch had teased him ever since he'd been old enough to notice girls, prancing around in the tiniest bathingsuits, asking him to rub lotion on her, "accidently" jumping up when her top was untied and she had "forgotten". Just watching the bitch get her ass slapped was almost enough to make up for everything she'd put him through as a teenage, and he was thrilled that Todd had offered to share her for the night. There were definitely advantages to being in a fraternity. He had no idea how Todd had gotten such a hold over the prudish tease, but he didn't really care either. Gingerly, Allison sat at the table as Todd went to wash his hands. Dinner was a strain; Todd was still angry at her earlier defiance, Allison was mostly concentrating on not offending him again (and the pain of sitting on her bruised ass), and most of Chad's attention was taken up staring across the table at her pert, round breasts. Somehow, having her step-cousin staring at her just didn't give her the same feelings as being watched last week had. Maybe it was because she had the uneasy feeling that Todd was going to make her do a lot more to Chad than just give him head - although the idea of swallowing her cousin's cum made her feel increasingly nauseous. Dinner was pretty much wasted on her, she could barely taste the food that she did it, and most of it remained on her plate as her stomach was tied up in anxious knots. Finally, dinner was done. Todd got up from the table and snapped his fingers imperiously at her. Meekly, with her head down and her cheeks pink at the witnessed humiliation, she followed him into the bedroom. Chad followed her, watching her swaying ass - which was still slightly colored from the beating Todd had given it early. Both the men shed their clothes, and Todd climbed onto the bed, sitting with his legs spread, he motioned for Allison to join him. Trotting over, she immediately got into position to give him a blowjob, but to her surprise, he turned her around so that her back was leaning against his body. Flushing, she realized why as Chad crawled onto the bed, naked and with his eyes riveted to her flesh. Her cousin was a bit of a hunk, which was probably why she'd gotten so much joy out of teasing him; short blonde hair, blue eyes, a perfect white smile, and a tanned swimmer's body. Now she could also see that he had a decent sized cock, about 7" long and 2" around. His mouth fell on hers, and although she felt disgusted, she kissed him back. Todd was obviously there to make sure that she did things the way she was supposed to. Feeling even more nauseous as her cousin's tongue probed her mouth, tasting her sweetness, she shuddered as he placed his hands on her boobs. Chad thrilled at finally getting to touch his cousin's soft-body. He'd never really thought of her family as part of his family, they were always looking down on him and his mom since he wasn't really blood-related. For years he'd lusted after Allison's body, the slight sense of forbiddenness making her all the more desirable. Now he finally had his hands on those luscious tits, and he squeezed them hard. Allison groaned in despair as the fondling of her boobs had its usual effect... she wished that being touched by her cousin would have the opposite effect, but her boobs didn't know who was touching them and cared less. Chad lowered his mouth to her perfect pink nipple, and Allison closed her eyes and nestled her head back against Todd's chest, tucking it under his chin so she didn't have to look. "Watch him Princess." A slight warning bite on her ear, and Allison turned unwilling eyes to her cousin's mouth, sucking at her nipple like a starving baby. Sickened, she watched as he feasted on the soft flesh, leaving his own love bites... incestuous love bites that would haunt her for the rest of the week. Without warning he abandoned her breasts and mouth first into her pussy, lapping hungrily at the juices that were pooling there. Now Todd took over manhandling her breasts, and as Chad's eager tongue lashed her pussy, Todd's nimble fingers stroked and pinched her nipples. Allison moaned as she realized that having two guys work over her body meant that many different parts of her were going to be attended to, all at the same time... it didn't matter than one was her cousin, it felt incredible. Chad slipped a finger into her sopping pussy as he tongued her clit, then he slid another one in, glorying in the wet tightness. Todd's hands were mauling her boobs, smashing them flat against her chest and squeezing them hard, grasping them in his palm, he pulled them away from her chest. Moaning and gasping, Allison's hands were entangled in Chad's hair as the men manipulated her body; she felt like her entire being had been taken over by pure pleasure. With her hands in his hair, Chad realized that his cousin had become completely swept up in the moment, which urged him on to greater efforts. Slipping his two wet fingers out of her pussy, he roughly jammed them in her ass, shoving three fingers on his other hand into her pussy and sucking her clit into his mouth. Allison wailed, high-pitched as her orgasm crashed into her, the pain his fingers had caused in her pussy and ass had shoved her over the brink. Realizing that she was cumming, Todd gripped her nipples tightly between his fingers, crushing the tender buds, and pulled them as far away from her body as he could then moved his hands quickly up and down. Her breasts bounced painfully, sharp jabs biting into her nipples, and as Chad rolled her clit between his teeth Allison came again, a few tears leaked from her eyes at the intensity of the orgasm. Finally, her body began the descent from that incredible high; she twitched as Chad tenderly licked her over-sensitized pussy. Slumping back against Todd's body, she shed a few more tears, in shame that she would cum so hard into her own cousin's mouth. Gentle strokes on her breasts soothed the sore flesh, and Chad slowly withdrew his fingers from her holes, still licking insistently as he cleaned the traces of her orgasm from her pussy. Realizing that her hands were still on Chad's head, Allison jerked them away, and then just let them fall at her sides, completely exhausted. As Chad finally pulled away from her pussy, Todd pushed her unresisting body up and away from his. Too tired to move of her own will, Allison allowed the men to put her in position, on hands and knees. Barely able to hold herself up on her forearms, Allison lowered her mouth to Todd's very hard member and stretched her jaw around that familiar thick meat. Behind her, Chad began rubbing the head of his dick up and down her wet slit, and she shuddered a little bit, knowing that her cousin was going to fuck her, but there was no fight left in her at that point. Slowly Chad's dick nudged its way into her pussy, and he groaned as the hot wet hole gripped his shaft tightly; reaching round her body he grabbed her hanging tits and began pushing his dick in and out of her, slamming his body into her sore ass. Allison moaned around Todd's cock as her cousin became the second man to ever enter her pussy, she whimpered as she thought about how low she'd sunk in the scheme of things. Worse than that, after having that intense orgasm only minutes before, her pussy was very sensitive and ready to respond. She could feel arousal starting to build as he pumped her from behind, and it didn't help that he was playing with her sore tits while he did so. Todd watched happily as Allison's face reflected her complete resignation and submission to the situation, he loved to push boundary after boundary, pushing different limits. He had a lot of different ideas for all their dates, and he couldn't wait to see how she reacted to each and every one. Admittedly, he hadn't realized that tonight would be such a tough one for her, after all, Chad was one of the most lusted after guys in the frat; he'd figured that Allison teased the boy because she'd been inherently attracted to him. Who knows, maybe she had been and had just been embarrassed to finally have that out. Considering her reluctance to do anything anal, maybe it shouldn't have come as such as surprise that even slight incest would be so repugnant to her. He smiled down at the girl sucking his dick, god he loved to make her do things she didn't want to. Trying to deny the feeling building in her pussy, Allison was concentrating all her attention on Todd's dick. She could sense him smiling down on her in pleasure, and to her amazement she felt a rush of accomplishment that he was pleased with her. The feeling fed her own disgust, which in turn fed her arousal. Chad was really slamming into her from behind, grinding his groin against the swell of her ass, digging his dick in as deep as he could force it. Tugging on her nipples like he was milking a cow, he was having the time of his life. Allison couldn't help herself anymore, as Chad pounded away at her pussy and milked her nipples, she started cumming again, moaning around Todd's dick. The pulsing in her pussy and the realization that he'd made the stuck-up bitch cum again took Chad over the edge, using her tits for leverage he slammed hard into her cunt and groaned as he finally pumped jet after jet of thick cum into his cousin's spasming pussy. Allison felt like sobbing as she realized that her cousin had cum in her, more than she had cum while he fucked her. But as Chad let his dick fall from her hole, she didn't stop sucking Todd's until he put a finger under her chin and lifted her head up. "Clean him." Todd nodded at Chad. Slowly, the broken brunette turned, trying not to think about what she was doing, she began licking the juices off of Chad's thighs and balls. Tasting herself and him as she cleaned the area. Gulping down her nausea, she licked his dick, opening her mouth to let the flaccid member slip in while she sucked away the remains of their incestuous sex. Feeling his dick harden a little in her mouth, she finished as quickly as she could and pulled away, sickened by everything that had just happened. "Good girl." Grateful for the distraction, Allison turned back to Todd who smiled at her. Pulling her towards him, he lowered his mouth to her raw nipples and gently sucked the pink nubs. Moaning, she ran her hands over his shoulders; having sex with her cousin made her revulsion about having sex with Todd seem insignificant, and she enjoyed the gentle touch on her breasts. Carefully, Todd laid back and smiled at her as she positioned herself over his wide cock. The girl had to be on the tail end of completely exhausted, but she was still doing what he wanted... better she was starting to do it without being told to. Allison winced as his dick began to stretch open her pussy. The abuse that had been heaped on her tender inner folds made it painful for her, but she knew that it was going to have to happen before she left that night. And in some way, she craved it, as if she could wash away the memory of having sex with her cousin by fucking Todd. Gasping and whimpering, she very slowly worked her way down until she was completely impaled on the thick shaft; taking a moment to breath deeply and adjust, she then began moving up and down on him. Todd smiled at her efforts, and in her drained state, Allison smiled back. Reaching up, he pulled her down for a kiss, and began tweaking on of her nipples with his fingers as his tongue slid into her mouth. Looking past her head, he winked at Chad, who was fully hard again and waiting. Allison screamed into Todd's mouth, her eyes flying wide open as she felt her cousin's hands grip her waist and the head of his dick push its way into her ass. Only the strong hold on her neck kept her bent over in position, she wriggled and tried to struggle as Chad pushed more and more of his dick into her ass. Her ass was tight and warm, and it was the most degrading thing he could think to do with her; when Todd had suggested it the other day he'd almost gotten hard just thinking about it. Now, the reality was even better as he could feel her frantic body trying to reject him, the clenching just made her tighter around his dick and it felt great as he worked his way home. When Chad finally hit balls deep Todd released Allison from the kiss. "PLEASE NO!!!!!!!!! You're killing me.... it hurts, take it out..... it's dirty..... I can't fit this much in me.... take it out, I can't do this." She was sobbing. With the two poles lodged into her she felt like they were going to tear her apart. The men ignored her pleas as they began to move, quickly establishing a rhythm. As frat brothers they'd shared a lot of the frat's "common" girls, usually they were pledges to a sorority that were assigned to fulfill frat brother's needs. Constant sharing of the girls meant that all the frat brothers were used to working with each other while they sandwiched a girl, and since most girls weren't willing at first, Allison's weak and tired resistance didn't cause them any problems. Poker Loser Ch. 05 Wedged between the two hard bodies, Allison thought she was going to die as the two men alternately shoved their dicks in and out of her. She hadn't thought it was possible to take on two guys at once, not like this. Everything was burning as they thrust, jolting and bouncing her body. Drained, Allison finally gave up. Collapsing onto Todd's chest, she lay there and just let the men have their way with her body, giving herself up to their lusts. After this, she'd just never think about this night again. It shamed her to know that her cousin was the second man to enter her pussy and her ass, but she doubted that Todd would bring him on another date. Every Friday it was something new. All she had to do was get through this night. The men were enjoying the added tightness that each other's dicks gave to Allison's pussy and ass; Todd was also enjoying the collapse of Allison's soft body onto his. He knew that once she relaxed, and adjusted to having so much dick in her, that her body would start to react to this as well. Not used to so many orgasms (or so much dick), she'd probably be walking funny all weekend - he wished he could see it. Even though Chad had already cum once, being in Allison's ass was really starting to get to him. Having his bitch of a cousin taking it in her forbidden hole, from his dick, was just something that he'd never even dreamed would come true. He almost lost it when she started moaning, indicating that their movements were beginning to get to her; but he wanted it to last longer, and he wanted to be able to last until she was cumming while he was in her ass. This night was worth everything she had ever put him through. Her pussy and ass burning, Allison realized that she was starting to become aroused again, and she panicked a little. After so many orgasms, her tender flesh was so sensitive that she didn't know if she could handle another one... but she'd finally adjusted to the two dicks pumping in her, and they were starting to feel really good. She felt fuller than she ever had in her life (which wasn't surprising, considering that she was a lot fuller), and her body was slowly, tiredly, beginning to build its way towards another orgasm. Gritting her teeth, she tried to think of anything non-sexual, but it was hard to with two guys filling her holes, the very air smelled like sex. Finally, when Todd reached his hands under her body to begin massaging her breasts, she gave in. Now, moving with the guys, there was an even greater difference in the pleasure that all three of them were experiencing, as her soft body rocked with them. Clenching her muscles, her pussy and ass massaged both their dicks, and both guys moaned as she moved between them. Picking up the speed, Allison became caught in their faster rhythm, and as she began to reach the pinnacle, she began sobbing and wailing again "OH FUCK ME! FUCK ME HARDER.... OH MY GOD I'M SO FULL.... OH FUCK ME I NEED IT, PLEASE FUCK ME HARDER!!! OH GOD!!! OH GOD, I'M CUMMING.... MY COUSIN IS IN MY ASS AND I'M CUMMIN.... OH GOD TODD.... OH TODD!!!!!!" The men lost it and both of them forced their dicks into her at the same time, making her produce a wordless wail of pleasure, as their cum spurted into her holes, filling her to the brim. The constant sexual activity of the night finally took its toll on her, and she fainted. * * * * * Allison woke up in the dark, and realized that Todd had kept his word to her. The clock on his bedside stand said that it was 3am, she had been unconscious and he hadn't taken her home. Rather, her small body was trapped; they were both sleeping on their sides and he was behind her, with one arm and leg possessively spread over her body and holding her close into him. Wriggling a little, she realized that he had a night time hard-on. She froze, and considered... Used to masturbating after their "dates", she was horny, despite the inordinate about of sex that she'd had. Carefully, she moved her head to look around and ascertain that Chad was gone, with a sigh of relief she completed her scan without finding another presence in the room at all. There must be something wrong with me, she thought, that I'm stuck here until morning and all I can think about is the fact that I'm still horny. Biting her lip, she made her decision. Why masturbate when she had even better orgasms during sex... this was still technically one of their dates... she wouldn't really have to feel guilty about having sex again... it wasn't like she'd hunted him down during the week after all. The aching need in her sore pussy finally decided her, and she wriggled some more, until she managed to position his dick between her legs. Carefully maneuvering, she began working the thick meat into her pussy. As she had hoped, Todd's body began responding even though he wasn't awake. He pushed back, in his dream he had Allison in his arms after she'd come to him willingly, needing him. Fitfully, his hands caressed her breast and stomach. Allison bit her lip as his dick pushed into her harder, deeper... slowly Todd started waking up as his dick sent little signals to the brain that this warm, wet pussy wasn't just a dream. Gripping her breasts tightly, he groaned low in his throat; he was always ten times hornier when woken up out of a sexual dream, and having the girl of his dream at his immediate disposal just made him even hornier. Roughly he pushed in and out of her pussy, listening to her whimpers and moans as the bruised flesh stretched and burned. She shivered in his tight clasp, one of her hands trailing down to feel the thick meat actually entering her pussy, and she began rubbing her sore clit. Very quickly both of them worked their way up to orgasm, crying out in the dark with passion and ecstacy. Allison fell asleep immediately afterward, finally completed, more than masturbating after the "dates" had done. Todd drifted a little more slowly... just thinking... when he did finally fall asleep, it was with his soft dick still engulfed in her warm pussy. * * * * * The next morning when Todd dropped her off at home, he grinned as she went hurried away from his car. He was right, she was definitely walking funny. Poker Loser Ch. 06 Princess, You were very bad on our last date. It's time you learned who's in charge while we're together. This Friday I will have a friend drop off a package after your parents leave for work. In that package will be several items, there will be instructions for the use of each one. All of those instructions must be followed implicitly or you will be very sorry. Other than what's in that box, all you will have on is your coat from last week. Stretch out your ass more than you did last week, that's just a suggestion, but I'm sure you'll regret it if you don't. Be at my house at 5pm exactly. Do not be late. Your Lord and Master Allison bit her lip. That did not look good... she went to the bathroom and masturbated, forcing herself to fit two fingers into her ass as she did so. Her orgasm was better than any since the past Friday. ********************************* In the morning, Allison woke up to find her parents gone. Outside the front door was a large brown box with her name on it. Quickly she picked it up and carried in inside, heading straight for her room where she opened it. It was full of ziploc bags, each one had something inside it along with a piece of paper that had written instructions. Three clamps that looked like tweezers with a thin band around each one, they were connected by a chain shaped like a 'Y'. Two balls, connected by a string, one ball had another string hanging from it that was attached to a small plastic ring. When she picked the balls up, it felt and sounded like there were more balls rolling inside of them. The pair of handcuffs made her insides shrink in dread of what those could mean. Two items left, she picked up the smaller one since it was mostly on top of the other one anyway; it was some kind of gag, with a small penis looking pacifier type thing. She made a face and then pulled out the last item, and gasped in horror. It was obviously some kind of plug, and she had a horrible idea of where it was supposed to go. Easily the largest thing in the box, it looked it's thickest point looked even wider than Todd's dick, and it was very heavy and round. The black color made it look even more frightening. Pulling out the instructions, hoping she was wrong, it became pretty obvious that she wasn't. Looking at the black monster with a sinking feeling in her stomach, she decided that she'd best start trying to stretch out her ass if she was going to fit that thing into it. Going into her bathroom, she rummaged around until she found a large tub of vaseline; she usually kept it to rub on her feet when they became dry and cracked in winter. Now it was going to have a new, much less innocent use. Greasing her fingers, she got on her hands and knees on the bathroom carpet, the blue shag keeping her from the coolness of the tile. Carefully she fitted one finger into her ass, it slid easily after all the practice she'd had the past week of two fingers. Slightly encourage she slid the second finger in, and moved them in and out of her ass in unison, the slickness of her fingers made the sensation rather pleasant. After a few moments of enjoying the naughty feeling of fingering her own ass (she still couldn't quite get it out of her head that putting anything in her asshole was dirty and wrong), she pulled them out and began to push three fingers into her ass. Wincing a little as the tiny hole stretched open, at least it wasn't a sharp pain, just a little bit of burning which quickly started to ease as her slick hole adjusted. Panting a little, she worked her three fingers in and out, trying to spread them a little to prepare herself for what came next. Giving herself plenty of time to adjust to three fingers, and even begin to enjoy the feeling of fulness a little, she began using her other hand to play with her clit, letting her face rest on the soft carpet. Blushing a little, she thought about what she must look like with her ass high in the air, three of her fingers shoved in it while she played with her little clit. Grimacing a little, she began working her pinky in alongside the other fingers; it was starting to hurt again, so she squeezed her little clit to take her mind off the pain. With four fingers buried in her ass, she was starting to feel a buzz in her pussy as she mimicked the anal sex act. She continued to work her clit until she had a small climax, her ass totally adjusted to the invasion of her hand. Picking herself up from the bathroom floor, she glanced at her watch. 1 o'clock. She ran downstairs to eat lunch, and then came back quickly, she didn't want her ass to close up too much after all that effort of trying to keep it open. Grabbing the big black plug, she brought it into the bathroom with her and looked dubiously at it. It looked an awful lot bigger than her fingers. No way to know without trying though. Liberally, she spread Vaseline over the entire bulb, making sure it was coated with the stuff. Then, getting into her position on the floor again, she used her four fingers to grease her asshole, stretching it out again before trying for the real deal. After her ass was coated in Vaseline and had adjusted to the width of her fingers, she took the plug and began easing it into her asshole. She managed to get a good portion of it in before it started stretching her asshole too wide, it burned with the effort to accommodate the plug; panting, she had to let it slide out a little bit. Determinedly, she began to work the plug back and forth in her ass, trying to get her asshole to work up to stretching out over the large part of the bulb. Slowly, she managed to get a little bit more into her ass, but it still felt like her ass was just never going to gape wide enough to get the whole thing in. A little desperate, she tried to just shove it in, despite resistance, and screamed in pain as her burning ass felt like it was going to split open completely. Sobbing, she let the plug slide out again, and her tears fell onto the soft carpet as she recovered. Sniffling a little, she picked herself up off the carpet. Maybe a new position would help. Rubbing the Vaseline into her sore ass gingerly, she inspected the large plug. From the way the Vaseline on it looked, she'd almost gotten her asshole over the widest part... just a little more and she would have had it in. Wincing at the memory of the pain, she sighed and looked at her watch again. Dammit. 3 o'clock. In an hour and a half she had to leave to get to Todd's house, and she hadn't done anything more than try to get this stupid plug up her ass; she didn't even know what to do with all of the other items because she hadn't taken the time to read the instructions yet! Frustrated, her hazel eyes sparking, Allison put the plug point upward on the toilet seat. She'd just let gravity do the work for her. Sitting so that the tip of the plug was at her asshole, the pretty brunette began lowering her body onto the plug, letting herself give into gravity. As her asshole starting to stretch again, she rubbed her breasts and clit, trying to give herself some pleasure to combat the pain. The burning in her ass increased the farther she went down, and as she got to the widest point, all of her weight was on her ass as her knees were almost at a 90 degree angle. Pinching her nipples and frantically rubbing her clit, she screamed again as her ass finally stretched around the base of the plug and popped over it, closing tightly around the indented part between the plug and the stand. Tears in her eyes, Allison just sat, breasts heaving prettily, looking up at the ceiling as she adjusted to the new proportions of her asshole. The plug was definitely wider than Todd. Eventually, she began to move again, slowly rising to her feet. Then it was another few minutes adjusting to a standing position with the plug in her ass, before she could start walking back to her room. Each step jostled the position of the plug, making it jump and dance painfully inside her body. Gritting her teeth, she made it into her room before collapsing belly first onto her bed. Panting, she waited until the pain of the plug eased, and then opened her eyes to look over the other items on the bed. Groaning, she lifted herself up to look at the clock through tearful eyes. Shit. 4 o'clock. If any of these other toys took nearly as long as this one she'd really be in trouble. Moving painfully, she pushed herself up and grabbed a bag randomly. It was the baggie with the two balls in it, the instructions told her to just push both of them inside her pussy, with the part of the string that had the ring hanging out so that they could be pulled out at need. Looking over the toy speculatively, she realized that they'd need to be fairly deep in her so that they didn't come out on their own while she was walking, since she wouldn't have any underwear on to hold them in. She pushed the first one in, and then the second, pushing them as far as she could with her fingers; the ring dangled obscenely between her legs. Straightening, she started to walk, to make sure that the balls wouldn't fall out. Her first two steps caused her to gasp and quickly halt; when she moved, the balls moved inside of her, vibrating in her pussy. Turning back to the bed caused them to jingle merrily inside her as well... and it felt incredible, it almost distracted her completely from the pain in her ass. By the time she made it down to her car she'd be leaking juices down to her ankles with that kind of stimulation. Biting her lip, she tried to move as little as possible as she picked up the handcuffs, wondering if she would have to drive over to his house with them on. Thankfully, the instructions told her to wait until she got to his apartment, enter, then take off her jacket and put the handcuffs on with her hands behind her back. It gave her plenty of thoughts for what that evening was going to be like, but for now she didn't need to do anything with them. Picking up the gag, she saw that it had similar instructions except that she was to put it in before handcuffing herself. That just left the Y shaped chain. Holding each tweezer around a hardened nipple, she tightened it as much as she could. The obvious threat on the instructions implied that if he didn't think that she'd tighten them enough, he'd tighten them as much as possible. It hurt horribly as the tender nub was squeezed tight by the rubber tips on the clamp. At least when she put the other clamp on it made a kind of balance of pain between her breasts, both of her nipples were red and swollen looking between the rubber tips; just touching them lightly with her fingertips sent jolts of pain shooting through her breasts, and she decided to hope that he'd deem them tight enough. Carefully she teased her clit so that it became it's own hardened little nub, and then she placed the clamp on that even more tender bud of nerves. Tears sprang to her eyes as pain flared in her pussy. Very slowly, taking care not to jostle the chain or either of her breasts, Allison went to get her coat. The walk to the car was pure torture as the coat rubbed against her swollen nipples, her breasts bounced as she walked which made the chain jerk painfully on her clit and her nipples; the plug in her ass jostled her insides and the balls in her pussy added a confusing mix of intense pleasure to the cacophony of pain. Driving wasn't much fun either, most of her weight bored down on the plug, pressing it even more firmly into her tight ass, and every bump in the road increased her agony as her heavy breasts bounced and pulled on the chain. She couldn't even wear a seatbelt because it pressed her coat too tightly against her nipples. When nothing was touching her nipples, they were fine, but the lightest touch or brush against them caused sharp pain to radiate through her body. By the time she was in front of Todd's door she was practically on the brink of an orgasm, despite all the pain and discomfort. The balls in her pussy had added just enough pleasure that her body was even leeching some pleasure out of the torture of her other delicate sex organs. In the hall of his apartment, she quickly shed the coat and took the gag and handcuffs from its pocket. Shoving the gag in her mouth, she fastened the elastic band around her head, making the little penis secure between her teeth. Hands cuffed behind her back, her insides quailed as she realized the way her breasts jutted out with the position of her arms. Walking quickly, she entered his room to find him waiting, already naked. On his night stand there were several toys, one looked like a ping pong paddle, the other was obviously a whip, and the last looked like a black riding crop. Seeing the objects there, her eyes widened and she started making frantic sounds around the gag. Frowning, Todd walked up to her, "I thought you understood that there would be no arguing with me on our dates." Nodding frantically at his words, she continued to try to talk through the gag, trying to make him understand. Sighing, he popped the gag out of her mouth, and the words spilled forth quickly, as though she was afraid he wouldn't let her finish, "My parents are having a pool party tomorrow, I have to be there, and if I don't go swimming they're going to think that something's weird, and all I have are bikinis and they can't see any marks, they just can't, I don't have any way of explaining them..." Todd popped the gag back into her mouth as tears began leaking from her eyes. Thoughtfully, he examined the trembling and anxious girl in front of him, reveling a little in his power over her. He'd been cruising bdsm sights all week long, wanting to make sure that he didn't actually do any lasting damage to her. They had two more dates after all, but he wanted to impress on her quite firmly who was boss. Still, if her parents found out what she was doing every Friday night then his hold over her would definitely be gone. With a shrug of his shoulders, he knew that what he wanted was still possible, but it was going to make it harder on her, "Well, we can do this without leaving marks where your parents will see them, but it's going to be a lot worse for you, is that what you want to agree to?" Allison nodded her head frantically, anything rather than having to explain strange and painful marks to her upper class parents, especially in front of all their friends and co-workers. Todd smiled cruelly, "So be it." Roughly, he pushed her over to the bed, and with her hands behind her back Allison was forced to fall over it, her legs still on the ground. As her clamped nipples hit the fabric, she screamed behind the gag, pain flared through her nipples and breasts. Without much ado, Todd picked up the paddle and brought it down on the squirming girl's ass. THWAK! Her body jerked, making the chain pull both on her nipples and clit, which made her scream again. The paddle landed on her ass over and over again, making her struggle and squirm, which in turn fed more pain through her nipples and clit via the clamps. Dripping juices from her pussy came as the balls danced inside of her while she writhed on the bed. The worst slaps were the ones that he landed squarely on the base of the plug, they would give the plug a short sharp shove inward that made her the inside of her ass burn as much as her cheeks were starting to. Over the sounds of the paddle hitting her ass and her muffled screams and cries of pain, Allison could hear Todd telling her over and over again what a bad girl she'd been, and that if she'd just been good last week and done as he'd told her to that this wouldn't be happening. It became like a mantra running through her head in his voice, she was bad, if she'd just listened and obeyed she wouldn't be in pain like this now. The beating went on until her ass was red and raw. When he finally stopped, Allison just slumped on the bed, panting and sobbing as her ass continued to burn; Todd could feel the heat emanating off the red flesh. Smiling, he pulled her up by her bound hands. She continued to sniffle and weep as he undid the handcuffs and redid them in front of her body, bringing her to the other side of the bed, he lifted them up above her head and attached them to a rope that was hanging from a ring in the ceiling. Standing there, her body was stretched out with her arms and wrists high above her head, breasts thrust slightly forward. Todd smiled at her tear-streaked face, and then he went to get the rubber whip. It had 20 strands that were each 16" long; it could caress or it could bite depending on how hard he swung it and the angle it impacted at. If he was careful, he could whip her entire body with it and there would be no marks in the morning - except where he chose to leave them of course. Allison was slumped, a good portion of her weight on her wrists as her legs felt wobbly. Her ass was still burning and she just hoped that whatever was coming next he'd leave her ass alone for a little bit. She was about to get her wish granted, but probably not in the way she wanted. The ends of the whip flicked along her breasts, a couple strands actually smacking into her nipples. Very quickly, Allison's body was dancing and squirming again, trying to get her breasts out of reach of the whip - which didn't actually help with avoiding pain since her movements caused the chain to stretch both her nipples and her clit as she danced. Todd had quite an amusing show to watch as her body jumped and heaved, heavy breasts bouncing delightfully, squeals emerging around her gag at the pain. He concentrated most of his hits on the undersides of her breasts and across the nipples, the areas guaranteed to be covered by a bikini. Again, as he administered the punishment, his voice went on, this time telling her that she was being punished for not being accommodating enough towards her step-cousin, and for teasing guys that she wouldn't let touch her. If she had just accepted that her step-cousin was going to be part of the date, then her breasts wouldn't be taking the beating they were right now. Allison danced and sobbed, immensely sorry that she had questioned anything Todd wanted to do on a date, remembering how she'd teased her cousin (and numerous other guys, which did include Todd as well) she was sorry for that too. More than anything she was sorry for not having just accepted losing that poker game gracefully, because if she had been willing to follow through instead of still being a tease, then none of this would be happening. Finally, the whipping stopped, her nipples felt like ripe berries about to burst off her chest, they were so swollen and sore. Her body hung completely slumped, all of her weight now on her wrists as her legs were too shaky to hold her up. Feeling some small pity, Todd decided not to pull on the chain connecting the clamps as he had planned to, instead he just stepped forward and released each one on her nipple. Still, Allison's head fell back and she panted behind the gag, tears continuing to fall freely as blood rushed back into the tortured nubs, and then he released her clit and more tears streamed. Gently, Todd tongue each of her nipples, making her shudder as even the soft wet touch brought pain. Smiling smugly, he released her wrists from the rope holding them above her head, although he kept them handcuffed together. Her sore and tired body fell against his chest, and he picked her up carefully, placing her on the bed. Tying her handcuffs to the headboard, he repeated the position he'd put her in the first night he'd had her, with each leg tied to a bedpost on the headboard so that her body was nearly inside out. From this position her pussy was stretched wide open, it gave him the best access to her vulnerable pussy as well as her ass. Deciding to play a little, he began pulling the plug in her ass, bringing it to the point where it was almost going to pop over the widest edge before pushing it back in. Her eyes popped and she squirmed as much as possible in her position and gasped and moaned behind the gag; compared to everything else it wasn't quite painful, but it was definitely uncomfortable. After pumping the plug in her ass a few times, he decided he'd given her enough rest time and grabbed the whip again. Poker Loser Ch. 06 Leaning back, he began whipping her open pussy, the ends slapped against her inner and outer lips painfully, although nothing hurt more than when they impacted her tenderized clit. She whined - high-pitched - as he began slapping lightly. Grinning at her, he reminded her, "See, nothing where your parents will be able to see." Her face reflected her resignation as she realized that she'd put herself into this position. Slowly he began making the slaps harder as she began moaning, putting a little bit more force behind each one. Very soon, Allison was weeping again as he whipped her vulnerable pussy. Once the noise level behind the gag started growing, Todd suddenly stopped and then lowered his mouth to her pussy, licking gently along the sides and pushing his finger her hole to rock the balls. Very quickly the pain was overridden by the pleasure, especially with the balls rolling around inside her, and she began a different kind of moaning, trying to move her hips with the strokes of his tongue. As soon as she started that, Todd pulled back with a wicked gleam in his eyes. Allison's heart sank as he began whipping her splayed pussy again, it seemed to hurt twice as much as the whip encountered her aroused flesh. She squirmed and whined, trying to get back some of the pleasure that his tongue had brought her. Twice more Todd stopped whipping her and licked her, before resuming the beating on her pussy. Each time it took less time for her to start sobbing, and for her to start responding with arousal; her pussy was burning with need even as he whipped it, and quivering with pain even as he licked it. Finally he brought her to the very brink of orgasm with his tongue, and grabbing the riding crop, he slammed the flat of it hard onto her clit several times. She screamed her orgasm as the pain flared through her clit, sending her body soaring on an intense orgasm that was almost too much to bear. Todd continued to crop her pussy and clit, a little lighter as the sounds of her orgasm slowed. Her eyes opened, tears clinging to her long lashed, as he spoke, "That was for defying me, after I'd told you what was going to happen." Allison nodded, she remembered all too well that after he'd told her she was going to have sex with her step-cousin that she'd continued to argue. Exhausted, and filled with pain now that the intense pleasure had drained away, she hoped that her ordeal was over. Todd ignored the hopeful look in her eyes and pulled the balls from her sopping pussy, then untied her legs. He wanted to feel her body moving underneath him, but he left her arms tied to the bedpost. In her current state he wasn't sure that she wouldn't try to fight him a little, but he didn't want to have to punish her past her breaking point. She seemed to be pretty close to that already, and he hadn't even gotten off yet. Spreading her legs with his thighs, he began to push his thick dick into her tortured pussy, which was made all the more painful as her pussy was tighter than usual since the plug in her ass was taking up so much room. As she yelped and whimpered, he could feel her slender body wriggling beneath his, as his dick buried itself in her wetness; the pressing of his body against her abused cunt was torture, and his chest against hers brought back the reminder of pain through her nipples and breasts. Slowly, he began to pump in and out of her, letting each agonizing inch of his dick pull and push at her sore and bruised pussy flesh. As he moved within her, he also lowered his mouth to her swollen nipple, gently rolling it with his tongue. Despite the pain his mouth on her nipple caused, it also sent little shivers of pleasure through her body, and he began moving a little more strongly as the slight sounds behind her gag indicated that it wasn't just pain she was feeling. He transferred his mouth to the other nipple, giving it the same tender, soothing treatment. Slowly, the pain in her pussy began to burn with pleasure as well, the soreness giving way to the gentle treatment of her body. Carefully he worked her body, moving just enough to let pleasure start overriding the ordeal he'd put her through. Her sore and abused clit slowly began to respond positively to the movements of his body, and even the plug in her ass seemed to add to the sensations that began coursing through her. The gentle and soothing treatment he was giving her was like calming balm, making her feel like the Princess he called her. For the first time he was treating her almost as she wished a lover would - the only difference being that she'd never wanted a lover to have her handcuffed to the bed. Still, even the fact that her hands were immobilized added to everything a little, she felt more vulnerable and feminine than ever before in her life, totally helpless, and yet she trusted him not to hurt her anymore. In fact, it was even making sense in her head that he'd only done it to make her understand that she had been bad, and now that she had taken her punishment it was all over and she wouldn't have to pay for it ever again. He could feel her body responding to him, and a feeling of triumph rushed through him that this girl, who probably would have never dated him, was now in his arms and willingly moving in rhythm with him. Her eyes were closed, and her face was full of the pleasure she was feeling. Moving more strongly in her, he began building her climax skillfully, slowly allowing her to override every part of her that felt pain as the pleasure in her pussy built higher and higher. Finally, as her body arched beneath him and she cried out her pleasure behind the gag, he swept both her legs over his shoulders; continuing to pump his dick in and out of her as she rode out the climax, he pulled the plug from her ass. Despite the slight pain from having her ass stretched out over the monster again, the sensation really only added to the climax as another part of her body was able to finally relax. Slowly Allison drifted down from her orgasm, Todd till pumping steadily away at her pussy. Seeing that she'd gotten her pleasure, he pulled his dick from her pussy, and pushed it into her widely stretched ass. It wasn't as tight since the plug had been in it all evening, but neither did it cause her any pain. Moving quickly and roughly, he pummeled her ass hard, finally letting himself go with the pleasure of it. Since her asshole hadn't taken anything other than the plug, he was free to use it almost brutally. Allison was lost in her haze of pleasure still, barely noticing that her legs were spread over her shoulders, or that Todd was burying himself balls deep in her ass. Really, it mostly just felt pleasant, even though some of the discomfort was returning to her pussy and her breasts. Todd groaned as he fucked her ass, the hours of tormenting her, and then holding onto his control while in her pussy had taken its toll on him. His balls were bursting with need, and he finally thrust hard one last time, burying himself deep in her ass as jet after jet of his boiling cum shot into the darkness. It felt like he came forever, the biggest load of his life planted deep in her ass, and slowly he relaxed on top of her sore body, completely spent. Uncuffing her, he kept his dick buried in her ass, liking the knowledge that it was there and that she hadn't protested at all. When her arms were released, to his surprise they settled around his shoulders, although he did realize that this was probably the most comfortable position for him as he was still lying prone on top of her. "Good girl," he whispered into her ear, and felt her sigh happily beneath him. Pulling back a little, he popped the gag out of her mouth and pulled it off her head before giving her a gentle kiss. Groaning, he pulled his dick from her ass with a small plopping sound. Moving very gingerly, she gathered herself up off the bed and got her coat. He smiled as he watched, she was walking funny again. Decently covered, although it obviously hurt where her coat brushed against her chest, she walked to the door and turned to look at him. For a moment it looked like she was going to say something, but then she just nodded her head in a kind of farewell and left. When Allison got home, she discovered that she didn't even want to think about masturbating, her body was far too sore. Even though it was only 10pm - it felt like she'd been at his apartment for forever - she fell into bed and went straight to sleep, still wrapped in her coat. As she slept, Todd's cum slowly began leaking from her ass. Poker Loser Ch. 07 When Allison woke up Saturday morning, she realized that the had to hide her coat and get in the shower before her parents came in and found her on her bed, naked underneath the black coat and with dried cum on her ass. Wincing, very sore from the night before with Todd, she moved carefully as she stowed the coat away under her bed and ran to the bathroom. None too soon either, she could hear her mother coming down the hall. "Allison? Are you up? Our guests will be arriving in an hour." Her mother's voice drifted into her rooms. "Yes, I'm up," she replied, praying that she sounded normal, "I'm in the bathroom, I'm just going to take a shower and get ready." "That's fine dear," her mother's voice drifted off as if she was heading downstairs. Allison slumped against the door of her bathroom in relief for a moment, before turning and examining her abused and sore body in the full length mirror. Brown hair was tousled and tangled, her breasts looked normal although they were still pinkish on the undersides. Her nipples were redder than usual, but no one would be seeing those; a cautious touch made her wince as the entire area around her nipples was incredibly sore. There was no evidence whatsoever around her pussy and ass, although there were some faint shadings that might have been bruises on her ass. Todd had kept his word, the only lasting marks on Allison's body was the discomfort and lingering soreness, nothing anyone would see as long as she was careful (and much more easily explained away than visible markings.). Relieved, she got into the shower and prepared for the pool party. A few hours later, surrounded by family, friends and her parents co-workers, she could almost believe that the night before had been some kind of dream. Her life was so odd lately, with everything going on as usual other than her Friday nights... and the fact that she seemed to need to masturbate daily or else her pussy would be burning with a kind of itch that wouldn't go away until she did. Grimacing a little, she also tried to forget the new feelings of excitement and anticipation that she was starting to get when Friday approached. They were strong feelings after all, she was probably just excited because she and Todd only had two more dates left. Mingling with the guests, she smiled and acted as if everything was normal. "Allison," her father's voice called to her from across the yard. Turning, her smile froze as she saw him standing next to Chad, her step-cousin who so recently had shared a date with her and Todd. The blonde frat-boy smiled at her, waving cheerfully as her father continued to call to her, "Allison, come here darling!" Gritting her teeth, she walked over to the two men, trying to pretend as if everything was normal. "Yes Father?" she asked, deciding to ignore Chad as if he wasn't there. It'd probably be the best way to handle the situation. Unfortunately, her well-meaning father made that impossible for her, "I've just been talking to young Chad here, he's going to Italy this summer, isn't that exciting?" "Great," Allison echoed weakly. The incredibly smug expression on Chad's face was beginning to make her nervous, "It's really beautiful there, I'm sure you'll enjoy it." "I was just telling him about all the pictures you have from your trip there last year," her father said, beaming at his beautiful and accomplished daughter, completely clueless of the undercurrents of the situation. "Yeah, I'd love to see them," Chad grinned at her like a Cheshire cat. Thinking quickly she said, "Well I'm sure that I can send them over to you sometime when you have the time to look, or I could bring them down here now." She almost heaved a sigh of relief at the perfect solution, she could send them later with one of the servants or he'd be forced to look at them here with her. "Well, I'm going out of town for a week after today, getting together with some of my college buddies, and when I get back I'll be very busy packing for the trip and getting things together before I go," Innocently he turned to Allison's father for support. And got it. "Why don't you two run upstairs and look at them," her father said genially, "Don't need to bring them down here darling, everyone who's interested has already seen them." Apparently deciding everything was settled in this corner of the yard, he started walking away towards where yet another guest was entering, leaving Allison alone with her cousin. "Come on Allison, let's go up to your room and look at your pictures," Chad took her arm and began moving her unwilling body, "Best look as though you want to come though, wouldn't do for people to wonder why you don't want me looking at your pictures from Italy." Muttering under her breath, Allison allowed herself to be pulled along, trying to think of a way out of the situation. Once in the bedroom she grabbed the box where she'd stored the pictures and shoved them at him, "Here, you can look at them and let me know what you think." But he grabbed her wrist rather than the box and kicked the door of her bedroom closed with his foot. "Allison, really I would've expected more hospitality from you considering everything we've been through together." She stared at him mutely, without a clue of how to respond, "Todd told me he was seeing you again last night... I'd love to hear about how the night went." He began dragging her over to the bed, "Here, let's gossip." Sitting her down on the edge of the bed he took the box from her hands and placed in on the floor. "So, tell me what happened," As he spoke he began to move his hands behind her neck, untying the top of her bikini. "Don't touch me," she hissed, slapping his hand away. Rather than getting angry, his eyes sparked with mischief and excitement. "Be nice now Allison, I'll bet that your dad would be very interested to hear about how his perfect daughter has been spending her Friday nights... now I'm just asking for a little favor between cousins," he grinned as she winced at his choice of phrasing, "In light that I won't be seeing you again until I'm back from Italy I figured that you'd be a little more co-operative to your loving relative. So. Tell me about last night." Closing her eyes, Allison started speaking as the ties around her neck fell away, "I went over, he made me wear nipple clamps and a clit clamp and an assplug. I had to handcuff my hands behind my back, and put a gag in my mouth." her bikini top fell completely off, "He spanked my ass with a paddle," the bottom to her suit worked its way down her legs, "Then he whipped my boobs and my nipples, and the he whipped and cropped my pussy, and then we had sex." "Ouch," Chad responded, "Sounds like that hurt." "Yes," she said opening her eyes, to her dismay he was now taking his own suit off, "Yes it did, it hurt a lot and it still does, so please... don't..." "Oh no," he grinned at her, "I don't feel that sorry for you. And I'm getting a going away present from my pretty cousin." Pulling her body totally onto the bed he began kissing her, shoving his tongue deep in her mouth. Again she experienced that wave of disgust at the fact that her cousin was kissing her, in her own bed no less! Chad was just excited at this chance to have his hands on his snobby cousin again, especially since this time he wouldn't have to share her. Her very short and clipped story of what Todd had done to her the night before really just made him more excited, knowing that her body had been abused like that. There was something incredibly sexy about the vulnerability of the girl beneath him, that just added to the naughty taboo of their relationship and the physical attraction he had to her anyway. Allison was relieved when he finally ended the kiss, even though she knew that worse was coming. At least her cousin's tongue wasn't in her mouth anymore! Still, she felt slightly sick as he continued to treat her like his own personal sex toy. Ignoring her whimpers and slight whines, he began to knead the heavy globes of her breasts, sucking hard on the sore nipples. Her body arched in pain underneath his as her nipples cried out protest at being touched, much less at being sucked and nibbled. Remembering how much her breasts had affected her, he spent plenty of time lavishing attention on them, sending jolts of pleasure and pain through her body as the abused appendages responded. He tweaked the nipples and twisted them lightly, biting and pulling them between his teeth, gripping her whole boob in his palm and twisting the globe of flesh. By the time Chad was done with her breasts, Allison was panting as though she'd run a long race. Her body didn't care that it was her cousin on top of her, it responded to his manipulations as well as it would to any other guy's... her pussy was soaking wet. Eagerly, he lowered his mouth to her pussy, burying his tongue in the sweet juices he found waiting for him. Being very athletic, it was no trouble for him at all to twist his body around so that his dick was above her face without ever lifting his mouth from her quivering pussy. Lowing his dick, he poked her closed mouth and cheek; when he pinched her clit warningly, Allison finally opened her mouth. There was nothing else to do, if she made a seen, she'd be found with her cousin and he'd be very quick to spill all about her Friday exploits in an attempt to save himself. Feeling more nauseous than ever she accepted his dick into her mouth, although she did nothing to suck back. It didn't bother Chad, he moved his hips rhythmically, fucking her face like he would her pussy as he licked her juices. Allison couldn't help but sigh around his dick as he sucked her clit into his mouth; despite the abuse heaped on it the night before, the little nub was quite responsive and her cousin was an extremely skillful pussy eater. Before long she was feeling very close to an orgasm, as much as she tried to hold off from it, and she wished that it would just all be over. She almost wished he'd just cum in her mouth, as disgusting as that would be, if he would just leave her alone after that. Cumming while Todd had been there just didn't seem nearly as shameful as cumming when it was just her and her cousin. Chad lifted his face out of her pussy before she orgasmed, but also without cumming himself. Resigned, Allison just watched as he turned himself back around and positioned his very hard dick at her pussy. Spreading her legs a little, she winced as he pushed into her, and spread her legs a little more, trying to alleviate the discomfort. He moaned as his dick was once again engulfed in his cousin's extremely tight wet pussy; he didn't know how she managed to stay so tight with that monster of a cock that Todd had, but she did. Allison gritted her teeth and bore it as he began thrusting in and out of her, his hands running down her body possessively. Really, she wanted to scream out in horror and disgust, but there was nothing to do except lay there as her cousin ravished her body. Noticing that he wasn't getting quite the response he wanted, Chad lifted her body up and pulled himself back so that he was kneeling on the bed, her body pressed close to his. Allison was forced to put her arms around him to keep balance, and as he began thrusting into her again she moaned. The new position meant that his body ground into her clit every time he drove home, and his dick pushed against her g-spot as he moved. With her eyes closed, she could almost pretend that it wasn't Chad that was moving so aggressively beneath her... at first her phantom lover was faceless, but as Chad continued to thrust, he began to closely resemble Todd. Now that he was getting a much better response from Allison, Chad really began thrusting hard, rocking her body on top of his. It made her boobs bounce enticingly on her chest and he reached his head forward to suck a nipple into his mouth. As he sucked and fucked, his cousin started really writhing in his arms, her eyes closed and her head had fallen back so that the long sweep of her brown curls hung behind her. She began to move back against him, riding his hard dick and grinding her body down onto his. Chad moaned, releasing the nipple from his mouth, and he quickly sucked the other one in to give it attention as well. Allison was moaning as in her mind she rode a passionate and attentive lover who physically resembled her Friday night tormentor; but he was kind and romantic, and everything she'd ever wanted. Her nipples and pussy were on fire with need and desire as he heaved and moaned beneath her. Chad was overjoyed with the response that he was getting from Allison, he had a feeling that since he eyes were closed she was probably thinking of someone else - Todd maybe? - but that didn't matter to him. The reality was that it was him buried deep in her pussy, him that she was riding so enthusiastically, him that was producing the whimpers and moans from that pouty mouth that so often turned guys down. And it would his cum that filled her tight pussy at the end of the day, not anyone else's. Biting down on the nipple in his mouth, he grabbed her perfect buttocks and heaved vigorously beneath her. Allison let out a wordless cry as she came, digging her nails into his back with her passion. Her tight pussy pulsed around his dick, and as the ice princess creamed herself all over his dick, he began shooting spurts of his own cream into her ready pussy. Releasing the nipple from his mouth he moaned her name as he came, emptying his balls into his aloof cousin, he held her body tightly to his until he was completely spent and his dick was beginning to soften. "Thanks beautiful," he gave her a deep kiss, and then allowed her body to fall off of his, cum already beginning to leak from her pussy. A quick trip to her bathroom to clean himself off, and he practically skipped back down to the pool party. Allison lay on her bed, disgusted with herself, until he was gone. Then she pulled her body up, and ran to the shower, trying to wash her cousin's mouth, hands, and cum off of her even if she couldn't wash away her memories. Half an hour after him, she rejoined the pool party, telling her father that she'd had to make a few phone calls that she'd forgotten to do while she was inside. Trying to ignore the smug expression on Chad's face, she joined the other kids her age in the pool. **************************************** At the end of the day, Allison was in the laundry room, looking for her towel - it was blue and white and said "ANGEL" in pink letters, she'd had it ever since she was 12 and it was her favorite. Somehow it had gotten mixed in with all the others and she didn't want it getting accidentally thrown out with the rags or anything. Sighing happily when she found it, she turned to go, only to see Chad in the doorway watching her with a light in his eyes. "Nice ass Allison," he stepped in and closed the door. "Now what?" she asked, resigning to one more session with her horny cousin. "Just wanted to say goodbye," he stepped towards her and lowered his mouth hungrily to hers, the towel clutched in her hands between them, he probed her mouth for a moment before pulling away, "Again." Grinning cheerfully, he turned her unresisting body facing away from him and pressed her upper body down over the washing machine. Swiftly, he slid her bikini bottoms halfway down her legs and then pressed his dick slowly into her pussy from behind. She moaned into her angel towel as her pussy was stretched out again, her breasts were pressed flat against the cold machine, but her face was protected from the metal by the soft fabric of her towel. Pumping his dick in and out of her pussy, he sighed in happiness at the tight wetness that surrounded his dick; the he pulled out and began pressing his dick into her even tighter ass. Allison moaned again as her ass opened for her cousin, it didn't hurt very much after all the stretching it had gone through the night before... in fact it almost felt good. Chad groaned as he pumped her tight ass, the chance that they might be caught (unlikely as it was) added to the thrill. Moving slickly, his dick plunged in and out of her ass as her nipples hardened against the coldness beneath them. Her breasts were rubbed against the metal of the washing machine as her cousin banged her body from behind; and she shivered with both the cold and pleasure. Deciding that he might as well take advantage of the situation, Chad moved his hands around the front of her thigh, and rubbed his fingers against her pussy and clit. Allison moaned and pushed her body back at him as little waves of pleasure traveled through her body, and his dick lodged itself more firmly into her ass as she moved her hips back against him. Groaning as her ass clenched around his dick, he pushed two of his fingers into her dripping pussy and used the butt of his hand to really press and rub her swollen clit. As he began spurting in her ass, he shoved a third finger into her pussy and a moment after him, Allison started cumming as her cousin emptied his load into her backdoor hole. Her pussy juices dripped over his hand as she came, sighing in completion. Chad allowed his body to relax onto hers, pressing his softening dick deep in her ass as his body pressed hers down onto the washing machine. Kissing her neck and shoulders, he murmured, "Have a good summer Allison." With a last kiss, he straightened up and his dick fell from her gaping ass, one glob of white cream sliding out of the slick hole. Allison pulled up her bikini bottoms as he opened the door. Wrapping the towel around her waist, she waited till he was gone and then went quietly back up to her room. Poker Loser Ch. 08 Princess, We'll be staying at my place this Friday. Coat with nothing under it again, put your hair in a ponytail this time. I heard you had a good time this weekend, pool party sounds like it must have been a ball. I'll pick you up at 4:30. Your Lancelot * * * * * Todd picked her up on Friday, the conversation during the ride centered around the pool party. Like Chad, he wanted to know what had happened. Mostly he seemed amused that her step-cousin had taken advantage of the situation the way he did. For some reason she had distantly be hoping that it would make him angry or jealous, not that she needed protection from Chad since he'd be gone for the summer. She'd convince her father to let her get an apartment with a girlfriend or something, and then she just wouldn't let Chad know where she was - and even if he found out she didn't have to let him in. Arriving at Todd's apartment complex, he molested her a bit in the elevator, kissing her and reaching in and under her coat to toy with her body. He liked to listen to her gasp and moan as he played with her, and she seemed quite content to let him have his way with her body. We'll see how she reacts to this date, he thought with a satisfied smile. If all had gone the way he'd hoped last week, she'd finally be ready for this... if not, well he still had the video tapes. He'd find some way to get her back into his bed at least. When they entered his apartment and walked into the main room, there was a large group of other people there. Allison gasped as she recognized several of the guys - including Chad (whom she had thought would be out of town this week). There were eight guys total, and another girl who was sitting on one of the guys, kissing him while his hands moved under her shirt. Just that sight gave Allison a clue of what she was in for. A quick look at Todd showed her that there was going to be no way for her to talk him out of this, and she sighed and slumped her shoulders in resignation. This was the second to last date... and at least she always got off (usually multiple times)... maybe it wouldn't be so bad. Inside her head, however, she renewed her vow to move into her own apartment, preferably in another town. The guys all greeted Todd and leered at her, they were brown-haired and blonde, one guy had black hair like Todd, one redhead and one very large black guy. All the ones that she knew were from Todd's frat so she guessed that the rest were as well. At least his frat had a reputation for making its members take constant STD tests - they had to since they constantly shared sorority pledges. From the Greek letters stretched across the brunette's rather small boobs, Allison figured that she was probably one of the frat's shared girls for the year. Not that she seemed at all adverse to her situation, jumping up to greet Todd with a kiss as enthusiastic as the one she'd been giving the guy whose lap she'd been sitting on the moment before. Allison was surprised to feel a slight twinge of jealousy as the other brunette swapped spit with Todd. Quelling the emotion, she told herself it was only natural, after all he had been the one to take her virginity. By now all the guys in the room were leering at her exposed legs, as if they knew that underneath her coat she was completely naked. Knowing Todd, they probably did. Chad got up and stepped over to her, "Cousin, let me get your coat," he said, mockingly playing the gentleman. She glared at him, "I thought you were going out of town this week." "I did," he grinned at her, "I got back this morning, I leave for Italy on Monday! When I got home Todd very kindly extended an invitation to me for tonight." He nodded to his host, who nodded back a very amused expression on his face. Chad turned back to her, smiling, "So, let's get you out of that coat so we can really begin the evening." Holding her chin high, she calmly unbuttoned the coat - refusing to give the guys any satisfaction by showing emotion - and stripped it off, handing it to Chad. The guys let out whoops and cheers as her curvy body became visible, bringing heat and color to her cheeks even though she didn't allow her expression to change. Standing there completely naked in a group of men she barely knew, she barely recognized herself. Todd smiled approvingly at her, "We're going to play some poker Allison... I'm sure you know how to play." a wink, that heightened the color in her cheeks, "We're playing strip poker and we're all wearing five pieces of clothing. You get four forfeits and then if you lose a fifth time... we all get you for the night." He grinned at her despairing expression. It'd be almost impossible to beat all of them that many times, she would lose eventually. This was really just Todd's way of drawing out the agony, and humiliating her in the process. When she didn't make any protest, the guys began setting up the game on the coffee table; next to her were the big black guy and Todd. She realized she didn't actually know anyone's name except Todd and Chad's, somehow that was comforting. If she didn't know their names, hopefully they weren't people that she'd run into very often. The big black guy eyed her appreciatively, and she shrunk back a little against Todd; her parents weren't racist exactly, they just didn't know anyone who was black and she didn't have much experience with them either. The size of the huge guy made her feel very small and very vulnerable. Unfortunately, shrinking against Todd reminded him that she needed a forfeit for the first hand. "Ah, let's see. The first time Allison loses, the winner gets a few minutes to do whatever he - or she -," a quick smile at the other brunette, "Wants." Then he began dealing out the cards. Allison felt a little queasy as she realized that she and the other girl were almost certainly going to be involved that night; she didn't know why lesbianism turned other guys on so much it just did and there was nothing to do about it. Allison managed not to lose the first few hands, although it was close. She did lose the fourth though, and Todd pulled her up from her seat, pushing her in the direction of the cute guy who had won. He had long brown hair and kind eyes, pulling her into his lap so that she was facing him, he squeezed her breasts, mouthing the nipples gently. Relaxing a little, she pushed her chest towards him, encouraging the touch as her breasts worked their usual effect on her pussy. Sucking harder on her nipple, he pinched and twisted the other one with his hand, then briskly rubbed the entire breast in his hand. Switching nipples with his mouth, his fingers toward just as roughly with the one he'd been sucking, pulling it away from her body and letting it drop so that her boob bounced. After a minute of that, he really began mauling her breasts, squeezing them hard and chewing on the pert cherry nipples. Once he stopped, Allison realized that she was moaning and rubbing her crotch on his body. Blushing furiously, she got up off his lap and walked back to her place, wobbling a little. When she sat, Todd spread her legs and pushed his fingers into her very wet pussy, pulling them out he showed his soaked fingers to the rest of the group, "Nice job," he said to the guy who had been playing with her boobs. The guys sitting next to him clapped him on the back as Todd held his fingers in front of Allison's face for her to clean. She did so, and played the next few hands of poker with her the taste of her pussy in her mouth. Todd declared that her next forfeit would be that the winner could play with her pussy for a few minutes - hands and mouth only though. Quite a few hands passed before she lost again, almost all of the guys had lost at least half their clothes and the brunette was sitting in her underwear. The big black guy next to her had won the round; rather than sitting her on his lap he had her bend over in front of him. With her hands braced on the low coffee table, her ass was high in the air in front of him. He trailed fingers through her wetness, rubbing her slit and her clit before pushing one fat finger into her pussy hole. She shivered a little, the size of just his finger was rather intimidating and she wondered if his dick would be a match for Todd's. Pumping his finger in and out of her, he added another one and she moaned a little as he began to push the two digits in. When he pulled them out, he leaned forward and placed his large dark hands on her slim white hips and pulled her body back towards him as his tongue buried itself in her pussy. Now she was really moaning and pushing back towards him as the large tongue swirled her juices around. He sucked her clit into his mouth and did the most amazing thing with his lips, vibrating them around the sensitive nub. To the amazement of the entire group, Allison came right there as her clit vibrated in her mouth. Crying out her pleasure, she was starting to get a similar rush as she had the day Todd had brought her to his office building; having so many people watch as her body was ravished sent a thrill through her even as she came down from the peak of her orgasm. As she slumped back into her seat, she stared at the large man sitting next to her, who grinned smugly and licked his lips clean of her juices. Todd said behind her, "Ronald plays the saxophone and the trumpet." There was definite amusement in his voice... and just maybe a tinge of jealousy?? Allison didn't have much time to think about it as he announced that the next time she lost the winner would have similar access to her pussy and/or her asshole. Fortunately, it was quite awhile before she lost again, by the time she had one of the guy's was completely out of the game and the other girl was sitting in just her panties. The winner was the red-head, like the black guy he had her lean over in front of him. Sucking his fingers to get them wet, he slid one into her ass, twisting and wiggling as he sank it into her dark hole. The other guys cheered as she grimaced and whimpered a little. When he added the second finger, he used his other hand to slide two fingers into her pussy and rubbed both sets of fingers through the thin interior lining. Allison wriggled and panted as he added a third finger to both hole, stretching them wonderfully. Her breasts hung low beneath her body, bouncing and jiggling as she moved, providing a great show for the guys who couldn't see what was going on behind it. Despite the fact that she was afraid of the outcome of the night, she couldn't help but get turned on as all these guys watched her debasement with naked lust on their face. They were all hard, and they all wanted her. The guy pumped her ass and pussy with three fingers each, before finally pulling them out. She stayed in place for a moment before making her way back to her seat. The musky smell of her pussy was now filling the room as her juices leaked down her thighs. Sitting down, Todd declared her final forfeit: the winner would be able to manhandle her body with hands and mouth in whatever way he wanted for a few minutes. Ten minutes later, she lost again. By now the other girl was completely out, along with three of the guys - who were all playing with the other girl's body as they watched the game. Slight moans from the girl filled the air as Allison moved to the winner, another cute blonde guy. He settled her on his lap, playing with her breasts for a few moments; bouncing them on her chest and twisting her nipples roughly. Turning her around in her accustomed position over the coffee table, he spanked her ass a couple times and she squealed in surprise - the guys all laughed and cheered. His tongue licked her thighs and pussy, cleaning the juices that had flown from her very eager pussy. Moaning, she pushed back against him as he sucked her pussy lips into his mouth. Then she got a shock as his mouth moved up over her pussy and he started sucking on her asshole. It felt just as good as it had the time before with the blonde woman. "He's got his tongue in her ass!" she heard one of the guy's next to them shout, and the room cheered as the guy worked over her asshole. Her knees began to feel weak as he sucked and pushed with his tongue; fortunately his turn was over before she could actually collapse in front of him. "Next turn, and she's all ours," Todd said, winking at her cheerfully as the guys in the room let out another whoop of joy, "I think that we might keep playing even after she gets out. First winner gets first choice of hole, second gets second choice and third gets third choice. After that... it's wherever you can get in!" the guys all cheered again as she blushed. To their left, the guys who were already out of the game were getting hand jobs and a blowjob from the sorority girl, they knew that they'd have to wait their turn with Allison anyway, so they might as well enjoy themselves while they watched the game. Allison wondered what was going on in the other girl's mind as the three guys played with her pussy, tits and ass. She only had time to wonder for a moment as the game began again with a vengeance. Thankfully, Chad was the next guy out, leaving her with Todd, the big black guy, a blonde, and a guy with shoulder-length brown hair. Todd went next (she had a feeling it was deliberately - what did he need to compete for her body?), leaving the last three guys a secured first spot in one of her holes. When Todd left, he went to the sorority girl on the floor, turning her on her back and putting her legs over his shoulders as he pushed his thick cock into her wet and waiting pussy. The girl moaned as her pussy stretched wide. Having the girl moaning her pleasure as Todd pumped away in her pussy was rather distracting for all the remaining poker players. Allison almost lost the next hand, but fortunately the brown haired guy had a worse deal than she had. However, he'd still secured himself to be first in one of her holes. She lost the next hand though, and watched with some jealousy as the girl climaxed while Todd jack hammered her pussy. As he filled the sorority slut up with cum, his deep brown eyes met Allison's hazel ones and held them until he pulled his dick of the girl. At the table, the black guy and the blonde battled for first choice of her body; as the game began, the brown haired guy who'd come in third pulled her onto his lap and started playing with her breasts. She bit her lip to keep from moaning as the sensations went straight to her already overflowing pussy. The end of the round... the blonde threw down four fives, sure he'd won until the big black guy smiled and laughed. The whole room cheered as he lay down a royal flush of hearts, it was just too ironic. All the guy's stood and began stripping, eight various sized hard dicks pointing at her was a rather daunting sight. What was more daunting was when the guys stepped back so the big black guy could take first choice of holes. The big black guy had a huge black dick. It wasn't as thick as Todd's, but only barely, and it was much much longer. Standing straight and blunt away from his body, it had to be at least 11" long, if not an entire foot. Huge balls hung beneath the intimidating vision, swaying gently as he walked towards her. Grabbing her much smaller white body, it seemed like his dark skin swallowed her up as he pressed her close to him, covering her lips with his own. The watching crowd cheered as he pulled her down to the floor on top of him. Hesitating, she straddled him and positioned the huge head of his long dick at her hole. With his hands behind his head, he watched as the formerly snobby white bitch slowly lowered herself onto his long black pole. Allison felt like she was sliding forever as his dick filled her up, stretching open places in her pussy that had been previously unexplored. She moaned as her groin finally touched his. The surrounding circle watched in awe as her pussy engulfed the entire shaft, it seemed incredible that her body had managed to accommodate the monster. Placing her hands on his muscular chest for balance, she began lifting herself back up, only getting about halfway before letting herself slide down again. It felt incredible. She began to move a little faster, as behind her the blonde runner up looked her body over. "Get Carrie over here, I need to get my dick wet before plugging this bitch's ass." The surrounding crowd cheered, and Allison realized that Carrie must be the other girl's name. When the other brunette was on her knees in front of the blonde and sucking his dick, the third place guy with brown hair walked around to the front of Allison. "As long as he knows where he's going to go, I might as well start enjoying myself!." The guy's cheered again as Allison obligingly opened her mouth to swallow his 7" prick. Behind her, the blonde pulled his saliva coated dick from Carrie's mouth and knelt between the black guy's legs. With his dick in his hand, he guided the head to the tight entrance of Allison's ass. Slowing her movements on the black guy's large cock, she waited as the blonde began forcing his dick up her tight entrance. Shuddering, she moaned around the dick in her mouth as another piece of meat filled her last hole; she felt totally stuffed with dick. As the three men began to move in unison, plugging her holes wonderfully, two other guys knelt on either side of her and began playing with a tit with one hand and jerking themselves off with their other hand. Out of the corner of her eye, she could see the last three guys - including Todd and Chad - with Carrie in a similar position, impaling on her their three dicks. Is that what I look like right now? To her surprise, the thought rather turned her on even more. Then the guys at her tits really starting pulling on her nipples, milking her heavy breasts, and her mind came back to more important things. As her body adjusted to the two dicks stuffing her pussy and ass, she began feeling a kind of pleasurable burning filling her ass, the kind that she got in her pussy before she came. The two poles rearranged her insides as they pounded her body hard, and the guy in her mouth was holding her head in position so that he could really skull-fuck her. She wasn't sucking at all, instead he was using her mouth and throat as if it was a third pussy - probably a good thing because with everything else being done to her body she didn't have the attention capability to actually give him a blowjob. With her body completely adjusted to the large amount of cock in it, her intense arousal from the poker game returned, and she started cumming hard while they hammered into her. The clenching of her ass and the moans issuing from her mouth brought the blonde and the brown haired guy off; she drank the cum in her mouth without even thinking about it. The two guys pulled out as the black guy beneath her continued to brutalize her pussy with his huge slab of meat. As soon as the dicks had left her ass and mouth, two more replaced them, filling her up again. It started to feel like one continuous orgasm as the dicks in her left and were replaced, there were always at least two in her at any given time - although she had noticed that guys would leave the room and come back. After a while, she realized that these were the guys who had been in her or Carrie's ass, leaving to wash the residue off their dicks before returning for me. She felt grateful for that small dignity at least, she didn't have to worry about tasting her own - or somebody else's ass - on someone's dick. The only thing she really remembered out of the cocks continuously pumping into her body, was when the big black guy took a turn in her ass. His long cock opened up spaces in her insides that burned as he stretched her out, and she gasped and moaned as he finally dug balls deep into her ravaged ass. Though the intense haze of pleasurable pain, she came as he pounded her ass with his long meat, feeling the tip of his cock rearranging her insides while she moaned and her pussy creamed. Poker Loser Ch. 08 Finally the guy's pulled back for a breather, and she realized that she had quite a lot of cum on her body and so did Carrie. Lying on the carpet exhausted, she blinked hazily at the resting guys on the couches and chairs, who were still looking at the two girls on the floor. It didn't bother her that she wasn't offered a seat, she didn't think she could get up to get one anyway. She realized that she hadn't even noticed if Chad had taken a turn with her body - although she was sure that he had. The constant fucking seemed to blur together in her memory, just stroke after stroke pounding into her body as she came over and over again. "Let's see the girl's go at it for awhile," suggested one of the guy's. His suggestion was greeted with immediate approval from the surrounding guys, and the coffee table was removed from the center of the chairs and couches so that they could all have a good view. Allison was pulled on the carpet into the center of the guy's, and Carrie crawled over. Being more used to this kind of thing, Carrie had more energy than Allison did, so she spread the more innocent girl's legs and pressed her body on top. Allison just lay there as Carrie pressed her small breasts against Allison's larger ones, and brought her mouth down for a kiss. The guys whooped and hollered as Carrie pushed her tongue into Allison's mouth, she tasted like sex and cum. Carrie began licking Allison's body, cleaning the sticky residue from the large breasts, squeezing them and sucking on the nipples as she went. Allison moaned as the smaller girl rolled her nipples in her mouth, it seemed like she knew exactly how to touch Allison for the best possible reaction. Turning around, the girl got into a 69 position and lowered her mouth to Allison's dripping pussy as she lowered her own cum filled one to Allison's mouth. The guy's cheered again as Carrie began cleaning the cum out of Allison's pussy, using her fingers to scoop more from the hole. Tentatively, Allison opened her mouth as a glob of cum dropped from Carrie's pussy; the second-hand load wasn't the best thing she'd ever tasted, but she'd already eaten so much cum that the taste didn't really bother her. Resigning herself to her fate, and feeling rather grateful to Carrie for cleaning up her own messy pussy, she began licking the other girl's soft folds. To her surprise, she found herself actually getting into the lesbian action. There was something much softer and gentler about it, more caring and intimate in a way. It also helped that since they were both girls, they knew the exact right spots to hit on each other's body. The only time that Allison hesitated was when Carrie began cleaning the cum around her ass, but she figured that everything else with the girl had been pleasant enough that maybe she would try this too. Gently licking the cum from the crinkled and slightly swollen hole, she found that it wasn't really any different from licking the other girl's pussy. Once both girl's asses were clean, they returned to the pussy licking, sucking and licking each other to a gentle climax. After Carrie rolled off of Allison, she realized that all the guy's were hard again and stroking their dicks, and that they were all still cheering at the great show the girl's had just put on. Todd was smiling at her, infinitely pleased at the flexibility she was showing during this date. The previous Friday had not at all been wasted. The girl's exhausted body's were both picked up and re-positioned, their holes filled with the guy's revived hard-ons. After awhile, Allison just felt completely drained, her pussy was so sensitive that she was in a state of almost constant orgasm, any kind of touch to it at all just sent her off shuddering and moaning as the sensitized flesh quivered. She felt slightly nauseous from the amount of cum she'd swallowed, and her ass and pussy were burning as they became the more popular receptacles for all the guys. Finally, sandwiched between two poles that were pounding her sore and overused holes furiously, she passed out. Sometime later, she woke up again, water was pouring down on her and she realized she was in the shower. Two pairs of hands were scrubbing her body and washing her hair; she thought she recognized Todd and the big black guy's voices. After they'd washed her body, two very large dicks pushed their way back into her sore pussy and ass and began pumping away, holding her up by her crotch as the water poured down on the trio. She climaxed again, crying out, and passed out again; she didn't wake up until the next morning. Wrapped up in Todd's arms, she was in his bed. Looking around sleepily, she didn't see anyone else, and it didn't look like he was getting up anytime soon either. Tiredly, she let her still exhausted body snuggle up to his sleeping form, and she fell asleep with one leg between his and her head tucked under his chin. They slept that way until the afternoon. Poker Loser Ch. 09 Princess, I'm glad you seemed to enjoy yourself so much on our last date, you're awfully hot when you're being fucked every which way and enjoying it so much. This Friday you're going to be all mine though. We're going out again, I'll mail you a package of what I want you to wear, along with a few items. 5pm on Friday Princess. Last date. Your King of Hearts ----------------------------------------------------- The package came on Wednesday, opening it, Allison pulled out a gorgeous silk dark red dress. It was fantastically low cut in the front, a string across her cleavage would be all that would keep it from gaping wide over her breasts. The back was scandalously low, and a long slit up the back only left about 8" of material between the bottom of the back and the top of the slit; in the slit was chiffon which would sweep out behind her like a train when she walked. She was going to look like sex in heels. Underneath the dress were a few Ziploc bags holding a butt plug that looked like it would be much more comfortable than the one she'd previously worn, some kind of smooth metal bullet object, and a chain that had two little rope loops on the ends. Looking over the instructions in the bag, she found that the bullet object was for her pussy, and the little loops were meant to tighten around her nipples. At the very bottom of the box was, shockingly, a pair of panties. Maybe he just didn't want to bullet to fall out of her; but when she picked the panties up, she could feel something smooth and hard in the crotch of them. Confused, she found there were no instructions with it... well, only two days till she found out. She found herself unreasonable excited - and a little sad that this was going to be the last date. Ridiculous, she was probably just not used to having her Friday's open, she'd just have to find something else to fill them with. Maybe dates with other guys, sweet romantic guys who wanted her for more than a fucktoy. Sweet, romantic, wonderful guys who wouldn't call her "Princess" and turn her into some kind of slut. Allison wanted to kick herself when the pictures of these guys she was conjuring up did nothing to excite her. Putting the silky dress in the back of her closet, she shoved the package under the bed and went to meet a friend for shopping. Maybe she'd look for a new guy to take her out on Friday nights. ***************** Friday evening found Allison feeling unaccountably nervous as she looked at herself in the mirror. She didn't know why she would be getting an attack of nerves, it wasn't as if she liked Todd after all, she just had to deal with him for one more date. Still, she definitely looked better than she had for any other date barring her high school senior prom. The dress fit her perfectly, clinging seductively to her curves. Her cleavage was daringly bared by the V-neck that went almost to her belly button, and the back of her dress hugged her ass and gave a great view of her legs through the chiffon in the slit. The dark red color brought a natural flush to her cheeks, and made her skin look golden tan; red highlights stood out in her hair - which she'd deliberately put up in a French knot, knowing that Todd liked it down. With the high heels and her make-up, she looked like the highest priced hooker one could buy. Smoothing her hands over the silky dress, she got a certain amount of pleasure as the smooth material caressed her skin. The little gold chain connecting the two hoops around her breast was clearly visible in the V-neck of the dress, and it was pretty obvious where the ends of it went as her nipples were held at attention by the little nooses. It didn't hurt at all, it was more like something firmly gripping her nipples teasingly. When she walked the hardened nubs rubbed against the silky material covering them, which just teased her even more. The bullet was firmly in her pussy, it was cool when it first smoothly slipped in but was now warm as it was engulfed by her body. As she had thought, the plug had barely hurt at all when she'd pushed it in; barely half as wide as Todd it had only been a little bit of stretching pain as her ass opened around the widest part of the plug. Really not uncomfortable at all. The doorbell rang, and she rushed from her room, butterflies filling her stomach. Scolding herself, she told herself to stop being so stupid; after all, this was a guy that had monopolized her body for his own depraved uses for the past 5 weeks. Maybe she was just happy that it was all finally going to be over. Opening the door, she found Todd standing there, looking incredible hot in an actual tux and holding one long stemmed red rose. She actually blushed as he looked her over with open admiration in his eyes. "You look incredible," he said, and stepped up to kiss her. For a moment, it was everything she'd always dreamed of in a date, until he slipped one hand down and caressed the silky material covering her ass. That brought her back to reality. Still, he acted like a gentleman for the most part, graciously handing her the rose and escorting her to the car. He even opened the door for her to get in. The car ride was surprisingly pleasant as they talked and he made stupid jokes that made her giggle at his dorkiness. It was surprisingly normal. They went back to the same restaurant as their first "date", only this time Allison found she didn't mind the stares that she got as she walked by the other tables to the same booth they'd sat in before. Then she jumped a little, as they were about halfway to her table... the little bullet in her pussy had started vibrating. Out of the corner of her eye, she could see Todd grinning slyly at her with one hand in his jacket pocket, and she realized that he must have some kind of remote that set it off. A few more steps and the smooth hard thing in her panties began to vibrate... right over her clit. It made it much harder for her to concentrate on walking, when they finally got to the table he turned both off. It was funny how the gestures he was making were almost romantic (other than setting off remote vibrators); sending her a gorgeous dress to wear, the single rose, taking her back to their first restaurant and even getting sat in the original booth (although that might have been nothing more but wanting to keep her in the back where he could play with her more). Still, Allison was strangely touched by it all; he didn't have rich parents the way she did, he must have used his own money to pay for it all. And even though he worked almost full time, he still had lots of other things to pay for. Not to mention that it wasn't as if he had to do this, he could have just as easily just had her come over to his house naked under a coat again and had just as good a time for himself. Instead, he'd opted to make the last date... well, kinda special. She smiled at him as they settled into the booth. Those feelings lasted about as long as it took for the waiter to get to their table, her to recognize him as being the same one as the last time, and for Todd to make the plug in her ass start to vibrate as the waiter took their drink orders. Back to business as usual. But the date was pleasant for the most part, although he kept setting the vibrators off at odd times during the meal; sometimes just one, sometimes more than one and always at different speeds. A couple times he set off all three at once, at a very high speed and her eyes almost glazed over as she completely lost track of the conversation while incredible sensations spread through her lower region. She was completely hyped up, and actually rather eager to get back to his place by the time the waiter took his credit card for the check. After all, this was the last date, she'd get one last incredible fuck out of him and then she'd be on her way with life and she'd never have to do anything like this again. Lesson learned, it wasn't going to be one that she repeated. Besides, she did feel some kind of closeness to him, he was the guy who'd taken her virginity after all, and last week she hadn't really been able to pay much attention to him as everything was going on all at once. One last time could actually be... quite nice. And then she'd get closure too. Allison realized that she was making up reasons for why she should cooperate and enjoy herself that night, but she didn't really care. After all, she couldn't think of any reason not to. There wasn't one really. When the waiter brought the credit card back to Todd, he again paused and looked at Allison, "Could I... again?" Todd grinned at him and the three vibrators began to buzz away at a low vibration; he slipped the straps of Allison's dress off so that her breasts were completely out in the open, nipples firmly gripped in the little loops. The waiter tugged at the chain connecting her nipples, apparently unsure as to how to get it off, and Allison gasped as the little nooses tightened on her nipples and Todd turned up the intensity of the vibrators. After a moment of squeezing her nipples tightly, the little loops popped off of her nipples, sending little jolts of pleasurable pain through her breasts. The waiter gripped her breast flesh firmly in both hands, squeezing as his mouth descended on her right nipple. With the warm mouth suckling and nibbling on her tender bud, Allison moaned softly and Todd turned the vibrators up another notch. When the waiter moved his mouth to her other nipple, Todd turned up the vibrators all the way and leaned down towards her breast. "Bite it," he told the waiter, and taking her right nipple into his own mouth he followed suit. Allison came as the two mouths bit her nipples, the vibrators going at high-speed in her ass and pussy and pressing into her clit. Trying to keep her moans down, she clenched her fists and arched her back as her orgasm flowed through her entire body. Finally, her heart stopped racing and her pulse slowed, her body relaxed back into the booth and the men lifted their heads from her swollen, wet nipples. "Thanks," the waiter looked at both of them appreciatively before walking off. Todd reattached the little nooses around her nipples, making her moan again slightly, and then she pulled the straps of her dress back up over her shoulders. "Come on Princess," he helped her out of the booth, and they walked out of the restaurant, his arm around her slender waist, fingers slowly stroking her silky hip. ***************** Back in the apartment, Allison surprised Todd when he turned from closing his bedroom door. She stepped forward, and put her arms around his neck, lifting her face up for a kiss. Surprised and extremely pleased, he lowered his mouth onto her pert red lips and they kissed passionately as he ran his hands up and down the smooth material covering her body. Step by step they moved back towards the bed, her hands pushing the jacket off of his broad shoulders and nimbly unbuttoning his shift, without ever pulling her mouth from his. His job was much easier, the silky dress slid easily from her body as he rolled it over her hips, and she gasped into his mouth as he pulled the nipple loops from her body. Finally he had to let her mouth go as he stepped out of his pants, and pulled her panties down her thighs. Admiring the smoothness of her legs, he also pulled the egg from her dripping pussy, and removed the plug from her ass. Then he pulled her back up into his arms and they began kissing again, her tongue moving as ardently in his mouth as his did in hers. She actually sucked on his tongue as he probed her mouth with it, and he groaned low in his throat. Pulling away for air, he lowered his hungry mouth to her breasts, sucking hard on the unblemished flesh. Like the first time he'd had her in his bed, he wanted to leave his mark, this time because it was the last of their "dates". He left mark after mark on her boobs, kneading the heavy flesh with his fingers and his mouth, pinching her nipples and stretching them away from her body before releasing them to bounce back. Sucking the nipple into his mouth, he bit down as she moaned his name. Damn that was hot. He liked the way his name sounded in her mouth, especially when she said it like that. Rolling the nipple with his tongue, he let his fingers slide into her pussy, they were immediately drenched in wetness. Pushing two fingers up her slick hole, he pumped them in and out of her, coating them with her juices before bringing them up to her mouth. Allison willingly licked her juices off of his fingers, sucking and nibbling on the tips as she cleaned them. It was like she was an entirely different person. Todd couldn't take it anymore and he spread her thighs wide and pushed his needy cock into her waiting pussy. When he slid home, Allison looked up at him, "Did you know that I was a virgin the first time?" she giggled as he looked completely dumbfounded for the first time of their entire acquaintance. After a moment's pause he answered her, "No... but that definitely explains why you were so tight." "Would it have made a difference?" she asked "Well," he smiled down at her, "I might've gone for your pussy first and kept your ass for later." He began sliding his dick back out for the first thurst, "Does it bother you that I was your first?" Allison couldn't even begin to put her feelings into words, so she just shook her head. Todd leaned forward and kissed her mouth, pushing his tongue between her lips as his dick thrust deep into her pussy again. As her pussy stretched around the thick meat, she arched her back and moaned again, trying to push more of it into her. They fucked decadently, hands running up and down each other's bodies, and moving together in rhythm. Allison was passionate in her responses to him, always molding her body to get the best possible impact out of his thrusts. Her slender body writhed and heaved beneath his, her pussy convulsed around his penis, tightening and loosening as their pleasure mounted. Todd was ecstatic at her involvement, although he knew that she'd respond once she'd worked her body, he hadn't been expecting her to be so involved and definitely not from the beginning! He knew that with this unexpected situation, he wasn't going to last long, at least not for the first round. Wrapping his arms tightly around her body, he held her close, pressing her breasts flat against his chest. Biting the skin between her shoulder and her neck, he began thrusting in and out of her powerfully. Allison wrapped her legs around his body as he pummeled her pussy, pulling him in closer as her arms did the same. Todd lost it and slammed her body hard, jets of his cum shooting out of his cock into her wetness. The last thrust and his dick's increased hardness and the pulsing of his cum flowing through it was enough to set Allison off. Crying out his name, her legs tightened around him as her pussy convulsed around his dick, her nails digging hard into his back; they passed the finish line together. After a few moments of laying there panting, Allison wriggled a little beneath him and he rolled off of her. "I hope you don't think tonight's over," he smiled hazily at her. "No," surprisingly she giggled a little, and then pushed him so that he was laying on his back. Looking him over, she inspected his entire naked body. It was strong and lean, with toned muscles; a small patch of hair on his chest and then a happy trail leading down to the shaved area of his groin. Which right now was covered in their cum. Getting onto all fours, Allison leaned over his crotch and began licking the juices off of him, cleaning him with her mouth. It was sex on her tongue as she made sure to include his balls, licking juices out of every wrinkle in it. By the time she was done, his dick was a little bit firmer, but not nearly hard. Allison began to explore the rest of his body, with fingers and tongue, finding what places made him tick. Trailing her fingers along his sides and the insides of his thighs made him shiver, touching and massaging a spot just behind his balls made him moan and his dick jump a little. Remembering the sensitivity of her own nipples, she abandoned his lower body and teased his much smaller nipples with her fingers. They hardened and he shivered a little, so she lowered her mouth to them, testing. She was rewarded with a moan and his back arched slightly as it sent exquisite sensations straight to his balls. Giggling a little, she moved her mouth to the other nipple, giving it similar attentions. Returning her caresses, Todd reached one hand over and pinched one of her own hanging nipples, after all they looked so tempting, like hanging fruit. He cupped the breast in his hand, feeling the weight of it in his palm. Abandoning his nipples, Allison moved her lips higher, kissing up his shoulder blades and neck; when she got to his ear she licked it and he tensed and tightened his hand on her breast. Sucking it into her mouth, she bit down gently and he groaned as the gentle nibbles sent a message straight to his reviving dick. She sucked and nibbled some more, and then moved her mouth to the other earlobe, repeating the attentions. By now Todd's hands were filled with both of her breasts, stroking gently and tugging on the nipples like he was milking a cow. Sighing happily, she glanced down and saw that he was completely hard again. Repositioning herself, she straddled his hips, surprising him again. Using her hands to position the thick meat, she slowly lowered her body down onto it. It took a little longer to work his dick all the way than when he was on top, in this position she had to hold herself up and that made her inadvertently tighten her pussy muscles. With a thick shaft like Todd's that meant that it felt like she was stretching more than usual as his dick penetrated her wet hole. Finally she was completely impaled on his dick, it felt like it was filling her even more than usual and she moaned as she began to lift herself off it before sliding down again. For his part, Todd was delighted at her initiative, and even more delighted with the change of position. For the first time he was getting to watch Allison's body bounce on top of his, her breasts jiggling sexily as she rode him. Watching for a moment, he realized what was missing and used her hips to pull himself up. Allison stopped her movements, slightly startled, and then understanding as Todd's hands released her hair from it's confinements. Then, as he lay back to watch her again, putting his hands on her hips as she moved on top of him, her hair swayed about her shoulders and head as she rode him. Grinding her body on top of his, Allison enjoyed the sensation of being in control of the action for the first time with Todd. She plunged his dick in and out of her tight pussy, hands in front of her on his stomach for balance, she rubbed her clit against his groin every time she hit home. Her breasts pushed prettily between her arms, she began grinding her clit more and more often as she fucked, using his dick like a sex toy of her own. Reaching up to pinch her nipples, Todd enjoyed the look on her face as she began creaming herself all over his dick. Since he'd cum so recently he wasn't ready to again, and he got a real treat watching her moan and cry out while her body ground itself onto his. With her head back, panting his name, hair flowing like a waterfall down her back, breasts bouncing with nipples jutting forth proudly, she made an incredible sight. As she continued to convulse around his hard cock, he couldn't take the view anymore. Not without doing something about it. Using her hips to pull himself up again, he wrapped his arms around her waist and locked his mouth onto one jutting nipple, sucking and chewing on it, and he began moving his body beneath hers while she came. Allison was just starting to come down from her orgasm when Todd shifted positions beneath her. With him sucking on her nipple and the way his body now pressed firmly against her clit while his dick bounced off her g-spot with every thrust, her body immediately began climbing to a higher, much more intense orgasm. Poker Loser Ch. 09 Todd also appreciated the physics of the new position as his dick found new places to explore in her wet pussy, a new angle to press its mass into. He also enjoyed the feel of her body in his arms, moving on top of him. Having her bouncing breasts directly in his face didn't hurt either, especially when he could get more and more passionate reactions from her by biting down on her swollen nipples. They were like tempting fruit hanging just in his reach, and he wasn't one to try and resist. Her pussy was splayed wide open against his body as they fucked harder, her clit felt like it was going to explode as another orgasm spread from it, making her quiver with intense pleasure. "OH GOD TODD!!!! I'M CUMMING AGAIN!!!! FUCK ME TODD!!!!! FUCK ME HARDER!!!!! OH TODD!!!!!" With her passionate cries ringing in his ears, Todd jammed his dick into her quivering pussy, groaning her name as his second load of cum flowed into her body. Todd fell back against the bed, pulling Allison with him, his cock still embedded in her pussy. He could feel it softening, but he didn't really feel like pulling it out until it fell out on its own, it felt rather pleasant to have her body resting on top of his, willingly. A soft weight that pressed into him. They lay there for quite awhile until his dick finally fell from her pussy, then she got up and started walking around his room, looking at everything in it. Something she hadn't gotten the chance to do before. There were pictures, a few trophies, some things that were obviously from his frat. Todd just enjoyed the view of her body as she looked over his room. When his cum started to drip from her pussy, she didn't even notice and he watched as it began to slide down her thigh. "Princess," she turned to look at him without her usual look of disgust at the nickname, "Come here." Willingly, she walked over and stood by the bed as he sat up and ran his finger up her thigh, collecting the glob of cum. Holding it up to her mouth, she willingly sucked it off her fingers. It sent little tingles through his body to watch her eat the loads he'd left in her pussy, and he reached his fingers into her soft folds to dig more for more cum. Three times he lifted his fingers to her lips and watched her soft mouth willingly open for each load, hazel eyes looking into his brown ones submissively. He was starting to get hard again. Allison noticed, and she leaned down to clean the juices from off his dick again, getting the rest of his load that had slipped out of her pussy onto his body while they'd lay entangled. Todd sighed happily, slightly surprised that his dick still had the ability to get hard again so quickly, even for the beauty in front of him. There was something slightly intoxicating about her. As soon as she had him clean he got up, "Come on, let's take a shower." They got into the shower and washed each other all over, he even shampooed her long brown. Running his hands all over her soft, wet body, he could feel himself starting to get hard again. Time to get out of the shower. To his surprise, Allison stopped him as they entered the bedroom door. "Can you do something for me?" her voice was soft, hesitant. "What?" intrigued by her strange behavior, he followed willingly as she pulled him over to the bedroom wall. Standing with her back against it, she looked up at him shyly. "Can you pretend that I just lost the poker game..." her voice trailed off for a moment, "That I just lost the poker game and now I'm trying to get out of.... You know..." her last two words were a mere whisper, and he grinned as he suddenly realized what she wanted. "Thought you could cheat me huh?" he grabbed her wrists and held them above her head, she looked up at him with acted fear and real excitement. He brought his mouth down hard on hers, pushing his tongue insistently into her mouth where he could taste the results of the sex they'd already had. The whimpers in her throat as he pressed his body against her was quickly getting his dick up to full length, the feigned struggles fueling his energy. Using one hand, he grabbed her breast hard and pinched her nipple, twisting it viciously to the right and left as she cried out into his mouth. Still holding her hands above her head, he turned her around so that she was facing the wall and brought his hand down heavily on her firm ass. SLAP! SLAP! SLAP!! She danced and whined as he beat her ass with his hand, giving her hard slaps on the pale surface, turning it slightly pink. He continued spanking her until he saw real tears fall from her eyes as her ass burned with pain. Pressing her hands firmly against the wall, he got into position behind her and shoved his dick into her dripping pussy without delay. Pumping a few times, he pulled out and then brutally thrust into her ass, shoving his dick all the way in without stopping. Allison cried out in pain as he began thrusting in and out of her ass without letting her body adjust to the thick meat, it hurt her wonderfully. The brutal thrusts pushed her body against the wall, and her breasts flattened out as her nipples rubbed against the rough surface. With one cheek turned, Todd could see her face as she gasped and panted for breath while her ass slowly got used to the size of the invader. The tightness of her ass almost took his breath away, apparently she hadn't stretched it out much over the past week, and it had shrunk back almost to virginal size. Still the pain didn't seem to be bothering her, even as his body slapped against the reddened flesh of her cheeks, from the look on her face she was definitely enjoying the rough treatment. Taking his cue from that, he began to thrust into her even harder, knocking her lower body against the wall as he fucked her. Using his free hand he began slapping her already burning ass with each thrust into the tight hole. Allison was moaning as her breasts were smashed into the wall over and over again, the burning passage in her ass and the pain from each slap on her flesh was actually pushing her towards another orgasm. She whimpered as his dick split her tight hole, almost lifting her off her feet with the force and brutality of it. It felt wonderful, her vulnerability and slight resistance adding to the experience. Todd bit down hard on her shoulder as he moved his hand in front of her body, roughly rubbing her clit with two fingers. She yelped at the bite, and then moaned as his fingers began to work beneath her. Fire was building in her empty pussy, a very different fire from the one that was burning in her abused ass. Pushing her own breasts against the wall, she moved her nipples across the surface as she pushed her ass back against Todd's plundering cock. As her ass bore down tightly on his cock, Todd realized that although he'd already cum twice, he didn't have much reserves left, especially with the excitement of "forcing" her to take it in the ass. He gripped her clit tightly between his fingers as he started riding her ass for all he was worth, Allison let out a wordless cry as her clit was crushed, her orgasm starting to crest again. Todd slammed her ass hard, pushing her up on her tip toes with each thrust; then, as he twisted her clit with his fingers, her body slammed into the wall as she came, all of her weight was on the cock that was shooting its seed into her tight hole as her toes could not longer reach the floor. With her ass squeezing the last of the cum out of his dick, he was as far into her hole as he possibly could be, her body pressed between his own and the wall. When he finally pulled away, completely spent, she dropped an inch to the floor. "Lemme go wash myself off," he sighed, and she nodded and went towards the nightstand beside his bed where he had a box of Kleenex. When he came back from the bathroom, she was curled up on his bed fast asleep. Todd shrugged, looked like he wasn't going to have to take her home tonight. Settling himself next to her, he threw his arm and leg over her body possessively before drifting off. ***************** The next morning Todd woke up to the pleasant sensation of his dick in someone's mouth. He groaned as Allison moved her mouth up and down his shaft. Pulling her mouth off, she looked at him, "One last time please?" For an answer, Todd pulled her on top of him and rolled over so that she was trapped underneath him. Lowering his mouth to her breasts, he sucked the nipples while squeezing them with his hands. Using his thighs to spread her legs, he pushed his very hard morning wood into her already wet pussy. He fucked her slowly, enjoying the sensation of her wet cunt caressing his dick, taking his time as he built her orgasm. Allison cried out his name as she came, and he treasured that, continuing to stroke in and out of her pussy as it convulsed around him. Pulling out, still hard, he turned her over so that she was on hands and knees, her ass pointing invitingly towards him. It was a little swollen from the previous night, but he didn't care. He wanted to leave his last deposit in the place she'd always thought was the most "dirty". Pushing the head of his dick into her ass, he watched as the slightly pink crinkled hole opened up for him. Allison moaned and buried her head down in her forearms as he stretched her open, leaving her ass high in the air for him to plunder. Once he hit home, Todd moved roughly, wanting to really make her feel it. Not that she wouldn't have other reasons to remember him, especially for the next few days as the hickey's he'd left on her chest spelled out his initials - not that she realized that yet. Still, having a sore asshole would remind her of the journey he'd brought her on, if nothing else. Allison's ass burned pleasantly as Todd thrust mercilessly in and out of it. She reached one hand to rub her pussy, sliding two fingers into the hole while she thumbed her clit. Her fingers could feel his dick sliding in and out of the tight hole just above her pussy, and she moaned again as he really began slamming into her ass. Very quickly, Allison was cumming again, and her clenching ass and panting moans made Todd come to the cusp more quickly than he wanted to. In retaliation, he pulled her back onto his dick, digging as deeply as he could while he shot his cum up her backdoor. When he'd finally spent the load, he let her fall back onto her hands and knees, popping his dick from her body. "Stay there," he told her. Allison stayed in position, watching him as he picked the butt plug up off the floor; he pushed it into her stretched ass, and she realized that he was leaving the deposit of cum in there, that it would be there until she took the plug out. Strangely, it didn't bother her. Quietly they got dressed, he handed her a bag full of six tapes, and he drove her home. When he stopped the car in front of her house, he turned and kissed her passionately one last time, slipping his tongue into her mouth as his hands caressed her sore breasts. When she got out of the car, Allison paused. A moment passed as she just stood there, holding the door open... then she closed it and walked away. Her feelings were too confused to even sort out for herself, she couldn't even begin to explain them to someone else. But it was probably those disturbing feelings that caused her to keep the plug in her ass until late that night as she masturbated while watching the one video that she hadn't destroyed. ***************** note: thank you all so much for reading and for all your much appreciated feedback and suggestions!!! Check out the "coming attractions" on my bio for more on Allison as well as other upcoming stories =D Thanks again! Poker Loser This time when he pulled his fingers out of her ass, she remained tense. Unfortunately for her, that just meant that it hurt more when he positioned herself between her legs and began trying to push his incredibly wide dick into that small, barely stretched hole. It felt like he was trying to shove a brick into her ass as the wide head of his dick pushed against the outside of her hole. She could feel herself stretching around the tip of the head, stretching and stretching and stretching... there was no way he was going to get that monster into her ass! He was going to tear her apart! As she began to panic, and scream behind the gag in pain and fear, she inadvertently relaxed her ass muscles, and the head of his dick finally managed to pop into her ass. Her eyes bulged. Todd stopped for a moment, to allow her to adjust to the proportions of his dick, and also to savor the expression on her face. Disgust, revulsion, he judged he was causing her just enough pain to get back at her for all her cockteasing. He didn't want to actually do her damage after all. Running his hands up and down her smooth legs gave him something to do while waiting for her to adjust to the invader. After a moment's thought, he also turned the vibrator up another notch, give her some pleasure to help with the discomfort. Plus, there would be nothing more humiliating that having her enjoy the taking of her own ass. Even if she wasn't an anal virgin - which by her reactions he was pretty sure she was - he doubted she'd ever taken anything as thick as his dick in her ass. Todd leaned forward a bit, pushing himself a little bit more into her ass, causing her to grimace, and her reached forward with his hands to begin playing with her nipples. As the vibrator in her pussy and his nimble fingers on her nipples and breasts began to have their effect, she began moving her hips a little again, and he pulled his dick back a bit before pushing more in. With her grimacing and groaning, he slowly worked his dick in and out of her ass, pushing more and more in with each stroke. Allison was conflicted. On one hand, the dick moving in her ass made her want to throw up, just knowing that it was there. On the other, she was starting to work her way back to an orgasm. The feelings in her ass hurt, but the pain was lessening, and even with the pain, it almost seemed to be adding to the experience. As Todd hit bottom, he turned the vibrator up another notch, and began really moving in and out of her stretched, deflowered, perfect ass. He could feel the vibrations as he moved, her ass was so incredibly tight, he was having a hard time not cumming immediately. But he wanted to draw this out... and most of all, he wanted her totally humiliated, he wanted her cumming on camera, while he plundered her ass. With that thought, as he moved in and out of her ass, he made sure that his groin hit the bottom of the vibrator, causing it to move within her as well, and he really began pulling on her nipples, having noticed the effect playing with her breasts had on her. Not only was the vibrator and the tugging and twisting of her nipples having an effect on her, but having him moving in and out of her ass was starting to feel good too. She felt full, completed, like everything was finally right where it should be with her body. And not only that, but she could feel the biggest orgasm in her life building up in her. Eyes half closed, she was moaning and rocking her body, completely oblivious when Todd took that gag off her that it was gone, everything was concentrated on the incredible feelings that were sweeping through her body. He was moving harder and faster in her ass, really giving her a brutal ride, pulling harshly on her nipples, the pain mixed in with the pleasure and she could just feel herself climbing higher and higher, getting ready for the great fall. When Todd felt like he was ready to cum, he turned the vibrator up full blast, grabbed her nipples, pinched down hard and pulled them away from her body, using the leverage to slam his dick in her ass three or four times. Allison arched her back to the extent that she could, "OH GOD! OH GOD! OH GOD I'M CUMMING! YOU'RE IN MY ASS AND I'M CUMMING! OH GOD TODD! OH FUCK, FUCK ME! FUCK MY ASS!" Having those words coming out of that spoiled, pampered mouth did it for Todd. He slammed his dick one last time into her convulsing ass, and groaned her name as he began spewing his load into her dark hole. The pulsing rod in her ass caused Allison's orgasm to soar even higher. By the time that Todd had finished spilling his load in her ass, Allison's nerves had reached overkill. She was sobbing and begging Todd to take the vibrator out of her pussy, everything was so oversensitive that when he pulled the vibrator from her, she fainted. It had all been too much. Hours later, Allison would wake up in her own bed, still naked. Her pussy was pink and raw, her breasts had marks all over them, her nipples were chafed, and her ass hurt. It hadn't been a dream. That didn't surprise her. What surprised her were the feelings that swept over her... Regret that she was in her own bed... and with her virginity still intact. One hand reached down to touch her still virgin pussy, and even though she winced at the gentle touch, insistently she began to stroke herself, fondling her sore breasts with her other hand. After a small orgasm, she finally drifted back off to sleep... wondering.... ------------------------- As always, feel free to comment and give suggestions! I'm thinking about turning this one into a series, lemme know what you think!