14 comments/ 63442 views/ 8 favorites The Weekend Slave Ch. 01 By: cybergirlsex This is my first story...Let me know if you want me to continue it! * "Oh, come on guys, don't make me take it off." The fair haired young man shivered slightly, dramatically. "It's cooold. I'm really not attractive when I'm cold. Ya know what I mean?" He smirked slightly. Well, that was what they got when they played strip poker as Fall ended and Winter began. He had been the one to suggest it, so it was really his own fault. Ryan Miller wasn't the best poker player, so he must have known that something was going to happen when he suggested playing strip poker. With floppy blond hair and bright blue eyes, he was an attractive young man. Stripped shirtless, his smooth chest and vaguely toned body were clear. All he was wearing were black boxer briefs that showed off the contrast of his tan skin and the bright white tan line at the edge of his briefs. "Someone buy me out, please?" He looked around the circle hopefully. Most of them were fairly drunk; after all, they were a bunch of college students on a Friday night. What else was there to do? Shivering pathetically, dramatically, again, Ryan gave a sweet smile. "Please, please, please? I'll do anything...just don't make me take it off. It's too cold. I wanted to stop ten minutes ago but you guys made me play another round." He really hadn't protested too much. He was the type of person who followed, not the type who lead a group. He was a stereotypical frat boy; he drank a little too much, partied a little too hard, and slept with a few too many girls. He didn't mean any harm though; he was just having fun at college. Who cared about an education? He was definitely looking forward to the weekend. As he peered around the circle again, the movement of a hand raising caught his eye. "My savior!" he declared, then saw who it was. She was a newcomer to their weekend 'study group'--pretty, sure, but she had probably joined because she actually thought it was a study group. Tall, pale, and slender, she looked like a model. She had high cheekbones, big dark eyes fringed by darker lashes. Her hair was jet black, probably dyed, but it hung in loose curls around her face. She wore bright red lipstick no matter the time of day that he saw her. They had a class or two together, maybe, but he wasn't quite sure. "My savior," he repeated, hesitating, unsure of her name. When she offered her deal, it was in a quiet but powerful voice. "I'll buy you out if you promise to be my slave for the weekend. No backing out once you agree, understand Ryan?" How could he resist that deal? Didn't she know that he couldn't wash dishes or do laundry to save his life? She was getting the losing end of this bargain, he was absolutely sure of it. "Deal!" he agreed instantly. She smiled predatorily and he suddenly felt uneasy. But he wasn't about to back out of this deal. Standing, Anna brushed herself off. She hadn't lost a single article of clothing in the game yet. She was wearing skin-tight jeans and knee-high black stiletto boots. Her shirt was an off-the-shoulder, transparent creation that showed her lacy black bra. Ryan nearly started drooling. He was going to get to live with this hot piece of ass for the weekend? He couldn't wait. "Let's go then, slave," Anna instructed. Ryan started to reach for his clothes, but she put a heel on his t-shirt. "I didn't say to get dressed. Go on. I'll drive." Winking at his friends, Ryan laughed and practically skipped out the door, eager to go home with this hot chick. She probably just wanted sex with him. Anna didn't speak as she drove him to her apartment building. She didn't seem shy about leading a half-naked man through her apartment complex. She just gestured for him to follow her. Once they were in her apartment, she closed and locked the door. Ryan wandered around, exploring a little. "Looks pretty clean. Not gonna be much dusting for me to do, is there?" he joked. "Strip," she commanded. Ryan's eyes lit up. Ha! He'd known she just wanted him for sex. Ignoring the command, he stepped up to her and put his hands on her chest, squeezing her breasts and leaning in for a kiss. She gave him a hard shove, forcing him down to the ground. Placing the sharp heel of her boot on his crotch, she put most of her weight on his balls. Ryan whimpered, eyes wide. "What are you doing?" he asked in a panic. "Shut up," Anna warned. "You agreed to be my slave this weekend. You will obey me, do you understand? You will refer to me as Mistress Anna or just Mistress. And you will follow my every command without hesitation or deviation. And if you don't, I will punish you." She leaned more heavily on his balls. "Do you understand, slave?" "Y-yes." "Yes what?" "Yes Mistress Anna." She stepped off of him and he instantly curled up, clutching his crotch and whimpering pathetically. With a cold smirk on her red-painted lips, Anna watched for a moment. "Now slave," she said when he had recovered slightly. "Strip." And slowly, shakily, he did. "Stand," she commanded, pleased when he did so. "Stop covering yourself. Put your hands behind your back." He was responding nicely. Perhaps it was the massive amounts of beer she'd watched him consume that made him so compliant. Circling him, she was amused to find his cock half-hard. It was a nice cock...a little longer than average, and satisfyingly thick. She reached out, toying with the supple foreskin. Ryan shuddered and his hand twitched slightly but he kept his hands behind his back. "Good boy," she murmured in praise. Stroking his cock, she watched with a pleased gaze as it grew in her hand. "I can't wait to fuck that. You're going to be my little fuck toy, Ryan. Didn't know what you were getting into, did you?" She trailed fingers along his chest, tweaking one of his nipples and then rubbing her finger along his lips. "Didn't know, did you, slave?" she repeated more insistently. "N-no mistress, I didn't." "Well come on. Let's go to the bedroom." She led him by his cock into her spacious bedroom. The mattress was large on its four-poster frame. Pushing him down onto the bed, she positioned him just how she wanted; arms handcuffed to the headboard above his head, legs free. Once he was secured that way, she sauntered to the bathroom. When she emerged, she was wearing a black thong that matched her lacy bra. She had her black stiletto boots on still. Ryan gazed appreciatively at her body. With 38D breasts and a narrow waist, she had an appealing figure. She strutted to the side of the bed and gazed down at him. His cock was hard, standing up straight. She reached down and gave it a quick stroke. A drop of precum appeared on the deliciously flared head and she wiped it onto her finger. Absently, she reached over and offered her finger to his lips. Without hesitation, he licked the precum off of her finger. Anna was surprised. She gave her slave a curious look. "Ryan...did you like that?" "Uh...I don't know. Mistress." "You're in shape, aren't you? Rather flexible?" "I guess so, Mistress." Keeping his hands cuffed to the headboard, Anna ordered, "Put your legs in the air." Once he had warily done so, she slipped up on the bed by his ass. Putting pressure on his thighs, she rolled his pelvis towards his head. "I want you to suck your cock baby," she encouraged, reaching through his legs to try and get him harder and longer. He could reach it, she knew he could. The head brushed his lips and he recoiled, head pressing back against the pillow hard. "Come on," she coaxed. But he refused, eyes wide and lips clamped tightly shut. She gave him a hard smack across the ass but though he jumped slightly, he refused to open his mouth and take his own cock in. She tried for twenty minutes, trying to force his jaw open and to pull on his cock and all other manners of effort. But it was to no avail. Angry, she opted for a different tactic. She warmed his ass up with some hard spankings while he was exposed like this. Then she leaned down and grabbed her ropes from the nightstand. After tying his feet to the headboard so that he was stuck all curled up with his cock in his face, she disappeared from his view. The next thing she knew, she was inserting cold, lubed fingers into his ass. She had long, slender fingers. They easily reached his prostate. Ryan moaned, feeling his cock brush his lip as he did so. Her fingers felt so good, though. "Cum for me," she coaxed with a smirk. Ryan eagerly thrust his ass against her fingers as much as he could in this position. It wasn't until he felt the familiar surge in his balls that he realized his mistake. The cum exploded out of his cock, spewing across his face in a sticky punishment. It filled his mouth and nose and stung his eyes. "Beautiful," Anna declared five minutes later when she untied his feet from the headboard and instead tied his ankles to different posts, leaving his feet spread-eagle with his hands above his head. "Next time, we'll work on obedience. And swallowing so that you don't leave such a mess." And with that, she left him tied up on the bed, sticky, sweaty, and with the taste of his own cum in his mouth. To be continued... The Weekend Slave Ch. 02 Contact me if you have ideas of how this story should continue...Let me know how you think it compares to part 01. * She left him lying in her darkened bedroom with cum on his face for an hour. It dried like some bizarre, uneven face mask. The cum on his eyelashes crusted his eyes shut. In his nose, it forced him to smell that tangy sexual scent with each breath. It kept him somewhat aroused, against his will. His brain took in the pure sexual scent and the raw taste and turned it into thoughts and fantasies. His brain had cleared from the alcohol earlier. Now all he could think about was the cum on his face and about how his dick had gotten hard in the past hour. When Anna returned, she smiled at the sight of her slave. His eyes were closed--she entered silently and alerted him to her presence with a long slow lick up the underside of his dick. It practically sprang to attention, standing erect. His eyes remained shut, but his hips shifted and he moaned. Anna continued licking his dick as if it were an ice cream cone, swirling her tongue around the edge of his foreskin and the head. She stuck her tongue in the slit at the top, making him twitch and groan. With his legs still spread wide, tied to the bed, he couldn't do much. Finally, she forced a cock ring down over his throbbing cock. Untying him, she helped him sit up. Retying his hands in front of him, together, she smiled. "Go wash your face and take a piss. Don't touch your cock." She sent him along into the bathroom with a light swat on the ass. Watching her muscular frat boy stumble into the bathroom, Anna smiled to herself. She still wore her black lingerie and stiletto-heeled knee-high boots. She was pleased to have won Ryan in that poker game last night. He had given himself to her, really, though he had had no idea what he was in for at the time. When Ryan emerged, clean-faced and confused, Anna sauntered over to him. "Sit down, Ryan." She said, leading him to the bed. He obediently sat, clearly still a little confused, not quite rebellious yet. "You have a choice. Your only one all weekend. You can leave now and never get to feel my hot, wet, pussy on your big hard cock...or you can stay and experience that and more." Ryan's dick had been hard before. He hadn't been able to get himself to pee in the bathroom because the cock ring wouldn't allow his erection to go down. But though it had been hard before, it stiffened more at her sexy words. As if to prove her point, Anna lifted Ryan's hands to her underwear. He could feel the heat and wetness. He shuddered in ecstasy and dropped his hands away. "I'll...I'll stay." "You promise?" "Yes Mistress Anna." "Good boy. And you'll obey everything? If you don't, I have permission to share a video of what happened earlier with all your friends and professors?" Ryan stared at her in horror. "Y-yes Mistress Anna." She beamed at him. "Glad that's all settled. Lie down on the bed." She watched as he hesitantly tried to decide on his own which way he should lie. Impatient, she snapped, "On your back. Head on the pillow. Is it really that difficult?" He didn't answer, thinking it rhetorical. She grabbed his balls, squeezing hard. "I asked, is it really that difficult?" "Ow! N-no Mistress!" She gave his balls an extra squeeze, pulling them down hard, then let them go. He whimpered slightly but she was already spreading his legs and tying them to separate bed posts. Spread-eagle on the bed once more, Ryan could do nothing but let her attach his roped-together hands to the headboard again. Stretched out, she found him to be a beautiful sight. She ran her fingernails down his chest, pausing at his hips and then running her hands back up. Tracing his nipples until they peaked and hardened, she met his eyes, then gave each nipple a rough twist. He gasped in surprise and pain, then silenced himself at the look in her eyes. "I hope you enjoyed cumming last night. You probably won't cum again for the rest of the weekend. I, however, will. Starting now." She climbed aboard the bed and straddled his chest. Shifting, she put a knee on either side of him and straddled his head. "Sniff my panties." He really had no choice. When she was content that she'd smelled him enough, she stood. Slowly, she removed the thong, tossing it aside. She removed her bra as well and then sat down on his face again before he could really catch a glimpse of her breasts. Wearing only her stilettoed boots, she straddled his face. "Lick my pussy," she commanded. There was a hesitant pause, and then his tongue slipped out to take an experimental lap at her hot, pink pussy. "Come on now Ryan, eat me out. Can't you do better? Maybe that's why the sorority girls won't take you in," she taunted. His tongue wiped long swipes along her pussy, pulling away just before the tip reached her clit. "Yes," she moaned as he got the hang of it. She shifted, giving him access to her pussy and ass and rubbing her clit on the sharp structure of his pert nose. "Yes, yes, yes!" she groaned in ecstasy as she rode his face towards her first orgasm of the night. "Tongue my clit," she commanded as she reached the edge. He stretched his tongue up and flicked his tongue quickly across the little bud of flesh. She moaned, shuddering and his face was flooded with her juices. "Keep going," she demanded. She reached down, grabbing his head and rubbing almost violently up and down his face. His nose slid through the wet lips of her pussy. When she'd had a second and third orgasm on his face, she finally fell away from him. Collapsing contently on the bed beside him, she smirked. "Nicely done, slave." "Thank you Mistress." She glanced down and saw that his cock was rock hard. Of course. Men liked to think that they and they alone could give women pleasure. She chuckled and grasped his cock. "Did that turn you on? You liked that, didn't you?" "Yes Mistress Anna." "Would you like to cum, slave?" "Yes! I mean...Yes, Anna. Mistress Anna." "Well too bad." The boy's face fell in misery as she laughed at his stupidity. She gave his cock a yank and then stepped off the bed. "I'm not satisfied yet," she told him. She bent down, giving him a clear view of her ass. When she straightened up again, she was holding a lengthy dildo, longer and thicker than his own cock. Ryan blanched but she just promised, "I'm going to slide my pussy all the way down that big cock of yours." He was soon distracted when she began doing just that. She spilled lubricant all over his cock, balls, and ass. Then, facing his feet, she squatted over his dick and began sliding down it. The view of her ass and the feel of her pussy squeezing his cock made him able to ignore her fingers playing around his asshole. That was, until she started pushing the dildo inside his ass. He yelped and tried to thrust his hips away. She followed his movements, and in the end he only succeeded in getting the dildo shoved deeper into his ass. While he moaned and complained, Anna fucked him hard with the dildo, fucking herself on his cock as if it were her own personal dildo. Both of them were panting. She felt his cock tighten under her, saw his balls tighten. She shoved the dildo in hard. In the pain that followed her sharp movement, he experienced no pleasure from the cum spilling out of his cock. She had pressed his prostate into action, milking the cum from his cock. It caused him so much pain that he hardly noticed that he was cumming even past the constraints of the cock ring. "You stupid boy," she declared, though she was smirking. "Look at the mess you've made! There'll be punishment for this!" Pulling off the cock ring, she grabbed his shaft and started jerking him roughly, despite his complaints of sensitivity. Even as the first round of cum oozed from his dick, even as he started to moan in pain, she began to jerk faster. "We aren't anywhere close to finished," she declared. * To be continued... The Weekend Slave Ch. 03 As always, let me know what you think! * He had cum without permission and now she wasn't going to let him stop. It wasn't just women who could reach multiple orgasms; it was just that for men like Ryan, it was painful. Knowing that he was sensitive and that he didn't want any more stimulation, she roughly jacked him off. Ryan moaned and complained, begging her to stop. Fed up with his complaints, she withdrew the dildo from his ass and shoved it in his mouth instead. It kept him quiet while she forced his balls to give up all of their cum. When she finally finished, his dick was so sensitive that it jumped at the lightest touch. Anna left it alone for awhile and turned her attention to the boy it was attached to. She gently fucked his mouth with the dildo for a moment, then pulled it out. Ryan coughed and spit and tried to get rid of the taste. She gave him a hard slap. "Be more respectful! I gave you a taste of your ass even as you were disobeying me by cumming!" Admittedly, she had forced him to cum with intense prostate stimulation...but that was the fun of it. Ryan whimpered and didn't apologize. "You insolent little bastard," she accused. She partially untied him and flipped him over on the bed. The puddle of cum on his stomach began to soak into the mattress instead. God, she loved seeing him so vulnerable like this. His sensitive cock ached at the sensation of being pressed into the mattress with the weight of his own body. Tying him up on his stomach, she disappeared for a few minutes. Exhausted by tonight's activities so far, he started to doze. His eyes were closed when he heard her re-enter. Hoping she would just come lie down and fall asleep with him, Ryan was totally startled by what happened instead. Thwack! The paddle landed squarely on his left ass cheek, forcing his sensitive cock hard into the mattress and leaving a stinging sensation on his bottom. "Ow!" he yelped. "I think you mean, 'Thank you Mistress'," Anna replied with a smirk as she brought the paddle down again. She loved seeing the red marks that appeared and faded. With each slap of the paddle, they faded a little less. She applied the strokes to each side of his ass. "God, I love your bubble butt," she told him. "I know someone else who will love it too." He didn't understand the comment at first, and anyway, he was too preoccupied with the paddling. Anna paddled him a couple more times before asking, "Have you been counting my spankings? I was only going to try twenty on you, since it's your first night." Ryan groaned. "No Mistress, I didn't count." "Well then let's start over." And she did. At this point, the spankings came harder, but she made them unpredictably far apart or close together. Ryan shuddered and moaned softly as he felt his cock stirring beneath him. Sore and abused as it was, somehow he was still getting turned on. When they finally reached twenty strokes, she put the paddle away. She rubbed a hand over his reddened ass, loving the raw, roughened texture of his beaten skin. "Beautiful," she sighed contently. "Well my slave, it's time for bed. You have a long day ahead of you. I've got all kinds of fun planned out." She made him get down on the floor, chained one of his ankles to the bed to keep him from leaving, and then fell asleep in her bed. * After an uneventful breakfast (except for the fact that they were both naked), Anna disappeared into her bedroom. She didn't cuff him; he'd made it clear that he wanted to stay, even if his ass did hurt so much that he could barely sit down. He'd made a deal, he'd kind of enjoyed himself, and besides, he was a bit scared of what she would do if he left. She had that video of him, after all. When Anna re-emerged, she was dressed casually, as if for a day of shopping. In a flowy short skirt and an off-the-shoulder top, she looked cute and casual. Her hair was pulled up in a ponytail, but as always, she wore her bright red lipstick. She was wearing stiletto heels as well. He felt his balls tingle at the memory of her heel pressing into his sack. "Are we going out?" he asked, quickly adding, "Mistress?" Anna nodded. "Your clothing for the day is in my room. No arguments. Go put it on. I laid it out for you on the bed." Ryan curiously ventured into her room and was dismayed at what he found: a pair of hopelessly threadbare denim short shorts, a black lacy thong, and one of Anna's t-shirts, a small hot pink number that read "Fuck Me" in bejeweled black letters across the front. Ryan struggled into the clothing. The shirt barely fit over his chest: his nipples stuck out against the fabric. He had trouble with the thong; there was hardly enough fabric to tuck his cock into and he wasn't even hard. And when he finally got the shorts past his thighs and buttoned and zipped them, his cock formed an obscene bulge at the crotch. He would have said he looked flamboyantly gay, but no self-respecting gay man would have dressed in this ensemble. Ryan blushingly returned to Anna's side in the living room. She looked him over, smirked, and then led the way outside. He felt like he was going to pop out of the shorts with every step. He kept looking down to make sure his cock was still restrained. She instructed him to drive and they got in her car. He wasn't sure where they were going, but the whole way there, she rubbed his cock through the shorts. From an obscene bulge, it was now a lewd, vivid impression of his cock, pressed to the fabric of the thong and shorts, nearly ready to pop out the leg of the shorts. When they finally arrived and he looked around, he realized that they were at the mall a few miles away from the college. It wasn't the closest one; most college students went to one nearer the college. But there was still a slight chance of meeting someone they knew. He was terrified. Anna got out of the car and indicated for him to follow. He stayed close, trying to hide his erection by walking close behind her. His ass was nearly hanging out of the shorts. As they began to stroll through the mall (and Anna kept a leisurely pace), people stared and murmured. Mothers drew their children quickly away, older observers expressed disgust at 'young people today.' Finally, Anna stepped inside a small store. Belatedly, Ryan realized it was a popular local lingerie store. Anna clearly knew the clerks there from the way they greeted her. "This is my latest boy, Ryan," she told them, pulling him forward. Just then, a young man entered from the back room. He was a rugged kind of handsome, all strong jaw and stubble. "He's our latest boy," a salesgirl whispered to Anna. With a smirk, Anna pushed Ryan to a waiting salesgirl. "Take him to fitting room 3 to try on some panties of his own. Make sure no one else is back there." The salesgirl liked Ryan instantly. He was cute and obedient...She slipped her hand to his crotch in the dressing room. "Let me help you out of those pants," she said with a smile. He didn't protest, unsure what Mistress Anna wanted. The salesgirl stripped off his shorts and smiled interestedly at his cock in the black thong. Pre-cum made a wet spot against the fabric and he blushed. "Here, try these on. Anna likes to see her boys in these," the girl said. But as soon as he'd removed Anna's lacy thong, the salesgirl was twisting her hand up and down his cock. By the time Anna ventured back to the dressing rooms, leading the new male clerk by his tie, the salesgirl had given Ryan a handjob leading to an erection of massive proportions. "Oops." she giggled, and slipped out as Anna and the new boy came in. "I told you he'd need a punishment," Anna reminded the new clerk. Paul, as was his name, smiled at her. "You were right, dear." Ryan noticed that he didn't have to call her Mistress. "Ryan, bend over. Facing away from us. Yes, let Paul see your pretty ass." Ryan obediently turned and bent over, his legs apart. He blushed as Paul slid a hand over his reddened ass cheeks. "Nice job," the man complimented. Ryan heard a zipper but didn't dare look up. Paul's hand remained on his ass. As slurping sounds began, Mistress evidently giving the lucky man a blowjob, Paul directed some of his fingers into Ryan's asshole. Finally, Mistress stood up and Paul asked, "Ryan, what does your shirt say?" "Fuck me?" "Sure." And with that, Paul rammed his cock into Ryan's ass. He wasn't as long as Ryan, but he was thicker and it hurt. Ryan moaned but Mistress told him to shush. She sat down on the bench in the dressing room and spread her legs in front of Ryan's face. She wasn't wearing panties. Ryan, torn between enjoying the sensations and resisting, buried his face in Mistress Anna's pussy. She held his head to her cunt and dug her fingers into his hair. Paul's hips were thrusting Ryan's body back and forth, in and out of Anna's crotch. Reaching underneath, Paul rubbed Ryan's cock. "Don't you dare cum, slave," Anna panted and Ryan tried to resist. He humped Paul's hand until Paul finally let go, instead grabbing Ryan's hips and pulling him back onto Paul's cock as Paul started to cum. Ryan collapsed on the floor when Anna let go of him, satisfied. Cum leaked out of his ass. "Put your clothes back on," she instructed him and waved to Paul as he left the cubicle. But even with the thong and shorts on, cum leaked down Ryan's thighs. His cock bulged rudely and precum dripped from it, creating a large wet spot on his shorts. It was just like this that Mistress Anna made him walk through the mall at her leisurely pace, all the way out to the car. To be continued...