Sissy woke up sleepily in a bed in an unfamiliar, but beautiful room. The last thing she remembered she was in the car with her dad. She was on her way to the beach to celebrate turning 15. Where was she? Was this some sort of weird hospital? She felt okay, maybe a little groggy. As she came to, she began to notice her surroundings more, her suspicion increasing every moment: big mirror on the opposite wall, locks on the door… leather handcuffs and soft rope coiled on a dresser. Her heart fell and a pit formed in her stomach. Panic ensued. She was just urgently scanning the room for anything that could possibly help her in this situation when she heard the latch turn. Her instinct to flee took hold and she found the furthest corner of the room to run to, making herself small. She was shaking and her vision was hazy from the rush of endorphins. She made out the shape of a man walking through the door. He was easily a foot taller than her and twice her size, muscular, with only a pair of briefs to cover him. He wore a pleasant, soothing smile. He closed the door behind him and looked straight at her. "Hey Sissy," he said calmly.

She felt his gaze on her and for the first time acknowledged what she was wearing. If she'd been at the beach like she had planned, she wouldn't have thought twice about it, but here, with him looking at her like a perv, scanning every inch of her body, she felt completely exposed. Her arms instinctively went across her body, covering some of her cleavage and tight tummy left open by her scant bikini top. Her head shook involuntarily, rejecting the situation she was in, literally saying 'no," and causing her curtains of hair to fall and twist slowly around her face. Her eyes welled up as she heard herself speak the words through quivering lips, "P-please don't hurt me…"

"You have absolutely nothing to worry about. I promise. I'm gonna be honest about what I want. You're going to give it to me, and then I'll send you on your way, and you'll never have to see me again." He still spoke calmly.

"Y-you're going to let me go?." Her young mind focused only on the last part of his sentence.

"Of course. Sissy, do you know what I do here?" She shook her head slowly." In this house, I take advantage of young girls, like you. Some of them only stay for a short time, but many I'll keep for months or even years if I still like them. But you're special. I really do like you, and we're going to have so much fun together, but I think I'd get bored after a while, and I've got other girls who I prefer, so I'm only going to keep you for one night. I promise, you'll be home by tomorrow afternoon. This whole thing will just be a bad memory. Okay?" Again, her head shook. She felt her face go numb with fear. "That's okay, I figured you'd take some time to come around. We're gonna take this super slow. By the time we're doing anything real you'll be ready for it and it'll just happen naturally. You can stay where you are for now. I'll be over here until you decide you're ready to begin." He moved over to the bed and sat down. "I'll tell you exactly what's gonna happen. You have nothing to worry about. I'm just gonna talk to you for a while, and then eventually, you'll decide to come over and sit next to me." She sank down onto the floor, leaning against the wall. Planting herself down to tell him she wouldn't comply. 'There is no way I'm just gonna give him what he wants.' she thought to herself.

"What I'm trying to tell you is that you're one of the lucky ones. I have countless girls who would do literally anything, and have, to only spend one night with me. I know you would prefer none, but that's not an option right now, so you have to be realistic. All of these girls have been and will continue to be in your exact situation, needing to make the decision that you're about to." He went on, "You essentially have two options. If you come sit beside me, I'll talk you through everything. I'll be patient and kind, and I'll go so easy on you. Like I said, we'll take things slow. You won't get hurt. You might even end up enjoying yourself if you let it happen." His voice became ever so slightly harsher. "However, if you try to refuse me, and behave badly, it will not go well for you. Everything will happen exactly as I've just told you, except it will be more painful, more intense, and I'll be forced to restrain you. It will not be pleasant, but as I've said, countless girls have chosen either option, so it's entirely up to you how we proceed. I'll be perfectly happy either way."

His little guest remained motionless in the corner, eyes fixed forward. He wondered how much of this she was retaining, and whether he would get the pleasant, coercive rape he really wanted, rather than a forced, restrained one. "I'm guessing it's hard to conceive of what the latter might look like, so I'll give you a visual." He picked up a remote from the side table and began mindlessly scrolling past thumbnails on a large tv screen. Out of the corner of her eye she thought she caught sight of some pretty horrific things happening in some of the scenes. "Ah, someone you know. Maybe this will help." Her eyes flicked to the screen as she saw her friend Ava Rose tied to an x-cross completely naked, her body dripping with lube, tears, and cum, her skin red from being slapped. The same man who sat calmly in the room with her now was sitting in front of her friend's exposed body, thumbing her clit way too hard and stimulating her g-spot with five fingers inside her. Ava's body was contorting, tensing against the tight restraints. Her face was a tapestry of agony, and the sounds she made would haunt Sissy, whose eyes and ears she couldn't tear away from the screen. The whole scene lasted a matter of seconds and when it ended exactly how it began, the young girl felt something small inside her mind shift somehow. She could almost see a visualization of her inner child retreat to a small, dark room and lock the door behind her to protect herself. Beyond this she only felt rage. She wanted to scream at her captor, "You bastard! How dare you! You can't do that!" but all she could do was silently seeth and sob and shake.

"Do you want that done to you?" he asked somewhat chidingly after a moment of silence. She instantly looked over in his direction, fear in her eyes. "Because that can be arranged, very quickly in fact. I could put you in that exact situation in minutes. Could be fun. I bet I can make your holes widen so much more than you'd think would be possible." Her body retreated again, holding her knees to her chest, not realizing she was exposing the shape of her cute little mound just under her bathing suit. "Of course, because you're new, and you're so damn cute, we'd start you off easier, ease you into the torture." He took another pause to let his words sink in. "Or… we start off even easier, give you a nice, gentle stay here. All you have to do is come sit beside me." He rubbed the spot on the bed next to him invitingly. "I promise I won't bite." He smiled at this.

Something in his voice was so convincing. Without even realizing it she made a move to get up off the floor, putting her hand down to lift herself up, before stopping herself. She had to at least consider this. What was she doing? What was even happening? How was this real? "Of course I could just as easily force you to stay longer, keep you forever…" He trailed off as she finally, in an instant, stood up before she had time to think about her actions. She would do anything to go home sooner. Even if he was lying about letting her go, it was a risk she had to take. Now that she had stood up she didn't know what to do. She didn't have the energy yet to move her body over to him and sit down. She stood there for a moment, eyes forward, almost robotic. After a short time, the stiffness in her body had made her tired. She relaxed slightly, her eyes wandered over to him, still not looking him in the eyes. She heaved a deep sigh with a small quiver and just let out what she was feeling. "I'm so scared." she said, her eyes glistening as they shifted back and forth, trying to contend with what was about to happen. "What do I do?" Finally she gave in to the only support she had around her, her captor.

"Come here, sweetie." he said sweetly with a kind smile and put his arm out. She moved to him and sat down, the strength of his arm around her now pulled her into his side, her head to his shoulder. His skin was soft. It was almost comforting, but it felt wrong. Her heart was pounding. "It's gonna be okay, I promise." He soothed her, rubbed her shoulder, felt her hair, placed another hand on her thigh. Now that he had her here he knew she would be too scared to run away again. He could just enjoy her. "I'd like to begin now," he said, patiently. At this, her heart started beating even faster and her vision blurred again for a moment before she could force herself back into reality. He didn't wait for her to say anything. "Have you ever seen one before?" He pointed down with his eyes. She shook her head. She looked even more beautiful up close now. He could make out the subtle features of her face, her young, fair skin. He could just take her right there, but he knew that if he just waited a few minutes, he wouldn't even have to hold her down. She would just give it to him. "It's about time then. Slip your fingers under the waistband, like this" He showed her on one side, and she obediently took the other, and they both pulled down at the same time, revealing his hard girth. She stared at it with wide eyes. "It's okay, you can touch it if you want," he said encouragingly.

She looked down and away awkwardly. "I don't even know what I'm doing."

"It's easy. I'll teach you." he said, "I told you we'd start easy. Just place your fingertips on it for now, like this" And he showed her, keeping a firm grip around her waist, so she knew she didn't have another option. She behaved obediently. Even just her fingers around his cock gave him so much sensation. He kept himself calm but inside he was ravenous for her body. He kept his word and taught her everything, walked her through the technique, slipping in some hints as to what would happen next so that she was ready. Within a few minutes she was jerking him off in full swing, both hands firmly around his cock. He had to lean back, vocalizing his intense pleasure. When he was satisfied with this, he leaned forward again, gesturing for her to stop, but keep holding it for him. He grabbed her forcefully around the back of her neck and brought her lips to his, kissing her deeply. "You're such a good fucking girl." His voice was gruff. He kissed her again, and then all over her face, down her neck and her shoulders. His other hand was grasping at her abs, hips, thighs, then up to her chest, pushing her top around, almost exposing her completely.

It was unthinkable. She had to force herself not to push him away, but there was something else there too. The sensation was almost… hot? She felt herself get lightheaded and her hips almost moved into him. Finally he wrapped both his hands fully around her throat threateningly and brought her face close to his, forcing her to meet his eyes. "You're still my good little girl?"

"Mhm." she said in a small voice and nodded, terrified. Her mouth hung open slightly, his hands squeezing just enough to make her feel like she was losing oxygen. "Then you won't mind taking this off for me." He glanced at the small amount of clothing still covering her up. She nodded again quickly and he placed a kiss sweetly on her cheek. "Good girl. Go on then." He released her and gestured for her to get up. Again without giving herself a chance to think she obeyed, stood before him and pulled her clothes off, making sure to keep her arms by her sides so he didn't get angry that she was covering herself. He smiled and shook his head in amazement. She was a masterpiece. "Just beautiful." he gave her. He got up and walked circles around her, taking in every inch of her perfect form. She was terrified he would try something and tensed up whenever he went behind her, bracing for something. She swore he was getting closer each time, like a shark. Eventually he came up beside her and placed a hand on the small of her back, towering over her. "Do you know what we're going to do next?" She breathed out and sobbed, making a face and shaking her head as she said earnestly "I really don't want to…" "Don't want to do what?" he asked, feigning ignorance. "...have sex." she supplied reluctantly. "You don't have to worry." he said, soothingly, rubbing her back gently. "We can wait. We'll do some other things first." He smiled down at her as she looked up and thanked him with her eyes. "Why don't you lie down? I won't make you do anything. You can just relax." She knew there would be a catch but at least she wouldn't have to be an active player anymore. She obeyed, lying face up on the bed, bracing herself for what would come next.

He began at her face, tracing spirals and shapes with his fingertips, mapping the topography: her cheekbones, dimples, button nose, soft, ample lips. Some places he wanted to retrace with his lips, kissing her gently on the eyelids, jawline, and lips again. He moved on to her neck, pressing into her muscles, lingering only a moment with one hand clamped around her throat. He continued like this over her entire body, even the more boring parts. He wanted to know it all. He sucked on her puffy teen nipples and bit down gently, scratched his fingernails down her abs, kissed and massaged his way all up and down her legs and feet; all to help switch her on. It worked. She was able to dissociate from most of it, but her body couldn't escape the feeling. Finally he worked his hands up her inner thigh and even when his thumb rubbed against the crease where her legs met her body, she forced herself to remain still, but the signs were there. Her breathing was heavy, her tight teen torso heaving up and down. All of her muscles were tense, her hands gripping the sheets, and her jaw clenched. He slowed down for a second, placing his hand menacingly on her abs, only an inch or two above her pussy and tickled her skin with his fingers. His other hand found her thigh. "This pussy needs some attention," he said. "Are you gonna do it or should I?" He gave her a choice.

"What would I do?" she asked, wanting to get it right, not anger him.

"Do you ever touch yourself?"

"...Sometimes." she said awkwardly.

"Show me," he commanded. And she obeyed. "That's it, make it feel good." Her hips moved ever so slightly back and forth as she stimulated her clit. "You're doing great. I'm just gonna help a little." he said softly. He pushed into her fingers, making her do it harder, and for several minutes, enjoyed this sensation of both of them fucking her clit, bringing her to pleasure. Her breath had become bated and her mouth was open, eyes wide, processing the feeling. This wasn't enough. He expected her to moan for him.

"That's a good girl. Do you ever finger yourself?" She felt the fear again. She knew where this was going, and didn't know what to say. It felt inevitable.

"Um… I guess." she said, her voice shaking.

"Okay, let's see how you do with one finger." He forcibly removed her hand from her folds and brought his hand to her entrance, circling the opening with his middle finger. Her body tensed and she started to panic. "Shh shh… relax. I'll be so gentle, I promise. Just take a deep breath… now take another one. Keep doing that. It'll help." He was being very patient. He would reward himself later. Now he would give her a taste of what was to come. He pushed in and began stimulating her g-spot. Again she panicked and brought herself up onto her arms before she was pushed down by his hand on her throat. He was not gentle like he'd promised, but it didn't matter. The feeling was so intense that she couldn't fight it. Her hands gripped his forearm for support as he held her down. She bit her lip and let out a series of noises that she didn't know she was capable of, her vision blurred as she went cross-eyed before they rolled back into her skull. Her hips pushed into him involuntarily. She came back to reality when he pulled out of her. "Oh my god." she heard herself say as he released her throat too. "You did really good, Sissy. You've gotten through one of the harder parts. Having sex is just like that but a little more intense." She looked down at his size compared to his finger and shook her head in disbelief. He would give her another moment but he was so fired up after seeing her contorted like that and hearing just a sample of what noises she would produce. He looked deeply into her eyes and said, "It's time." Once again the panic overcame her. "Wait wait wait!" she said urgently. "Please… just give me a second, please?" she begged.

"What for?" he asked in earnest.

She took another deep breath like he said to and steeled herself. "You said you're gonna hurt me if I don't obey…"

"That's right."

"So my best option is to just… do what you say…"

"I'd say so" he nodded.

"I really don't want this," she pleaded again.

"I know," he offered. "If you lay here, I won't make you do anything. We'll just start in this position to make it easy for you." He didn't give her a chance to speak or protest, but pushed her legs up to her shoulders and prepared to fuck her. "Any last words as a virgin?"

She took another deep, quivering breath. "Y-you… won't hurt me? I just have to lie here."

"Of course, baby. Just relax, try to enjoy yourself." And he plunged into her. She was smooth like butter and leaked cum all over him. All of his work preparing her had come to fruition. It had all been worth it, and though he knew that she wanted nothing more than to try to throw him off of her, she remained obedient. Now he could just enjoy himself without her protesting or having to be restrained. There were no words to describe it, euphoric, natural. Her facial expressions might have been the best part. He could watch her fighting with herself and with the intense pleasure, coming in and out of a dissociative state. He took it all in, kissed her, choked her, thumbed her clit, moaned loudly and told her she was a good girl.

After several minutes in heaven, he told her to turn over. "Don't worry babe, you still won't have to do anything. You might even like this position more." She moaned in protest but summoned the energy to roll over face down and he continued to rape her, now with a beautiful view of her plump teen ass getting railed. From here he could pull her hair and push her face into the sheets, still hearing her muffled moans. She was so swept up in the sensation and remaining feeling of intense fear that she didn't notice at all when he gradually, over the course of many minutes crept his body and arms around her and laid more of his weight onto her. Before she knew it she was completely immobilized. Her body fought against it instinctively but he just held her tighter, almost squeezing the breath out of her. "Shh shh, easy. I'm doing this for your own good. I knew you wouldn't like this next part, but this is happening." She was confused for a moment about what he was talking about before she felt him pull out of her and deftly find his way to her other entrance. Her eyes widened and a sickening feeling came over her. "No. NO!" she screamed, her voice breaking as she squirmed with all her might. "The more you fight, the worse it's gonna be. I promise it goes in so much easier if you just relax." He pushed his first couple of inches in, his dick lubed up from her own fluids. "No no no please god please." her mouth found the words without her meaning to. This was torture. He pushed in further and further until there was at least a foot of dick inside her. At a certain point her words turned to loud moans, then screams, then some noises which could have been confused for an impression of some wounded, dying animal. He stayed inside her like this for some time while she accommodated and got used to the sensation. The entire time she begged her mind to send her to that dissociative state again, bring her out of her body so that she wouldn't have to experience this but it didn't happen. She felt everything. She caught her breath after a moment and steeled herself. "Please." she stated austerely, and then sobbed. "Please, I'll do anything."

"Anything, huh? I don't believe you," and he moved his hips to pull completely out of her and then plunge in again to his full length. If she wasn't broken before, this did it. Every nerve in her body seared as he pushed into her, her muscles twisting and contorting, toes curling, each of her organs feeling the new pressure. Her throat hurt just from the noise she made as he did this: "AHHHHHHuuuuhgh!" He laughed at her, this sound was like music to him, and it only added to the sensation of his dick against her inner walls. She thought she would throw up, but she knew she only had a moment before he did it again. "Please! Please, please," the urgency in her voice. "Please don't do that again," she wept. "I will do literally anything. There has to be something I can do. Please, anything but that."

"Alright, Sissy. I'll allow it. There is one thing you can do, but I'm not sure you're prepared to do it." He spoke to her sincerely again.

"Just tell me, please. I'll be so good." The longer his dick was inside her, the more intensely she felt it. Every passing moment was even more agony.

"You have to have sex with me, fully consensual, do everything I say without hesitating or begging. You'll give yourself completely to me. I want the full girlfriend experience."

He had barely finished talking when she replied. "Yes yes! I'll do it, please. I'll do it. I'll do whatever you say." He wasn't sure he believed her but he could always keep raping her later if she didn't obey. He pulled out of her ass slowly and got up from her. Immediately she arched her back and put her hand on her asshole in pain, moving away from him. He decided he'd give her a moment. He loved watching her like this anyway.

Once she looked like she'd recovered somewhat he sidled up to her on the bed to lie next to her and pull her in close. He stared into her eyes earnestly. "You know what this means right? I own you now. You will do everything in your power to please me. If you don't enjoy it, you have to pretend. You'll only call me Daddy now."

"Yes, Daddy." she replied in a small voice, her focus still recovering from the anal. "What do I do?"

"You can start by opening yourself up to me. Spread your legs. That's it, and your pussy lips. Stick your tongue out. Amazing." She obeyed everything, he fingered her clit for a moment before going in to get a full taste of her underage pussy, sticking his tongue in as far as it would go. He felt her tense up. "Mm mm, don't resist the urges. Just do everything that comes naturally. I wanna hear all the noises." And she obeyed, as he continued to eat her out, making these cute, almost pouty moans and gripping at the sheets. "You want me to fuck you? Hm?" he said, coming up for air. "Yes, Daddy." came the reply. "Tell me you want me to fuck this 15 year old pussy. Say it."

"Please fuck this 15 year old pussy, Daddy." she said, looking down at him.

"Now say it to the camera. Go on."

She looked around indignantly before she noticed a small lens on the ceiling pointing straight down at her. She rolled her eyes in disbelief, with barely enough time to contemplate the fact that all those noises she was forced to make from the ass fucking were now immortalized. She steeled herself. She had to get this right, and so she obeyed again. "Please fuck this 15 year old pussy, Daddy." He was going to enjoy that eye contact later.

"I will, baby, but first you have to do something for me." he said, getting on top of her. "Show me how you hold your breath." He wrapped his hands around her throat and applied gentle pressure again, holding her gaze. "Still going?" he asked after a moment. Without opening her mouth she nodded, hoping he believed that she wasn't cheating by breathing through her nose. Her face had gone a light pink. "Good girl, let's see how long you can last." He stroked her face gently and leisurely moved his hand to hold her nose shut. This continued for another moment as he gave her encouraging nods. Finally when her face had become a deep red and she began violently shaking her head involuntarily and begging him in silent screams he released her and said "Okay." She took a huge gasp of air followed by several smaller ones as he mindlessly played with her tits while she recovered. "Good girl. You did good." He leaned over to get something from a drawer on the bedside table and said, "Again." handing her a roll of tape to use over her mouth. She was only a moment into the second round of this when he shoved his dick into her without any warning, still keeping eye contact. It was so intense all of a sudden. She gasped without meaning to, as he knew she would. He slapped her hard across the face without any hesitation. "Bad girl." He shook his head, clicking his tongue, as he squeezed her throat hard. "You'll have to do better than that," now fucking her slowly. "Stop fucking breathing." She rolled her eyes incredulously as if to say "I can't!" "Do it, slut." He held a finger under her nose to make sure she was complying. "That's better. I'll allow you to hold your nose shut if it would help," which she quickly did. His dick deep inside her virginal pussy, his hands around her throat, unable to breathe, she thought she would lose consciousness. Her other hand grasping at his abs and chest, the only way she was able to beg him to just let her breathe. After what seemed like forever like this, he pushed both her hands down onto the bed, allowing her to breathe. He only released one of her hands for a moment to rip off the tape so that he could kiss her deeply. She kissed him back with tongue. This continued for almost an hour, taking a few short breaks between positions. They did everything, and the longer it went on, the less she was able to resist the urges: to moan, twist, push against him. Someone watching from the outside would think she was enjoying it. He fucked her in several positions standing: with one leg over his shoulder for maximum spread and accessibility, then with her leaning against the bed with his hand around her throat for support. He coerced her into letting him push his thumb into her ass. She even sucked his dick several times without prompting once he'd talked her through how, slapping it against her face to show submission, putting a stupid look on her face and showing him her ahegao look. He showed her how to move her hips in cowgirl so he could just watch as she fucked herself on his dick. Finally this did it and she started to slow down, showing fatigue.

"You alright, babe?"

"Yeah just… um, my pussy. It's like, getting sore."

"Should we take a break?"

"Yeah, if that's okay?" She was such a good little slut.

"Of course. We'll start up again later once you've had a chance to recover."

"Thank you, Daddy." He allowed her to move off of him and slump down onto the bed, exhausted, her teen ass and thighs recoiling at this movement. He had to admit he needed a short break too, and he loved seeing her like this. He would be ready to start again before she was though. This would be fun.

He sat down on a soft, deep chair to watch her body rise and fall from a few feet away. 5 minutes later a young woman walked in to stand by him and make easy conversation for a while. "Hey, you." Polina Malinovskaya said to him.

"Hello, my love," his voice singing.

"So this is her? Looks like fun."

Sissy was barely aware of what they were saying. She didn't even notice when a few minutes later, a number of girls quietly entered the room following Polina. She had almost drifted off when they began surrounding her, moving slowly. "Ready babe?" Polina said loudly, jerking Sissy up from her rest, but giving her no time to process what was happening. "Yeah!" her master said, smiling widely. In an instant the girls sprang, landing on the bed: 4 of them holding down a different limb with Polina straddling her from behind, facing down. Sissy screamed and struggled but got nowhere. They quickly began to apply the restraints and in a moment had her completely immobilized, hogtied: her arms behind her back, tied to her ankles which were up by her ass now, two pieces of rope behind her knees, tying her legs tightly to poles at the foot of the bed and spread apart so she couldn't even roll over completely. They placed a pillow under her chest so her face wasn't pushed into the bed, and another under her hips so her ass was pushed up. The girls finished their work and left quickly. "Enjoy," said Polina, smiling at him.

Sissy screamed at him and wept loudly as he sauntered over to her slowly, not saying a word, even as he joined her on the bed and mounted her, his dick laying across her back. "YOU BASTARD YOU FUCKING–I HATE YOU PLEASE DON'T–" she cut herself off with another sob, her voice shaking. She continued to yell obscenities at him until he wrapped his hands around her throat and squeezed hard enough that she could only talk in a tiny, choked, breathy voice. "Please…" her face quickly going purple, eyes popping out, mouth agape, tears flooding her face, soaking the sheets below her.

"We had an agreement, remember?" he spoke quietly into her ear. "If you won't let me do what I want, I have to force it. I told you you weren't gonna like it. This could have been easy, but you chose this. And you deserve this. Remember that." He kissed her wet cheek, and then moved and placed his tip inside her.

"Oh god." she said quietly, mostly through her mouth. Her nose was stuffed up from crying. WIthout another word he began raping her soft, tight teen ass. Finally, mercifully her soul left her body, completely this time. She was able to remember the camera and make her conscience float above the scene, detaching herself almost entirely from the physical sensation. She felt a deep sadness mixed with something that was almost boredom. All she could do now was wait for it to be over and pray that she could stay dissociated from it until then.

Meanwhile her body was acting on her behalf. The noises she made were unimaginable: those same animal noises from before but even more, louder, mixed in with begging, weeping, snorting, coughing, and retching. She swore she could feel him slam into her stomach each time he reentered her. She was so nauseous. It was heaven to him. He could feel all the little ridges inside her. It was like fucking her before but now she could take his full length, which only added to the sensation. He raped her ass brutally and relentlessly for another 30 minutes, pounding her every second, moving his hands from her throat to her hair to her mouth and nose to stop her breathing again, then squeezing her ass and reaching around to fondle her puffy teen tits. He raped her until his cock felt raw, and her screams of bloody murder and cursing had turned to loud moans, then softer, then silence, just heavy breathing decorated with the occasional slap on her ass followed by a weak "hmm" of pain. Finally he'd had his fill of her ass and decided to move on.

He undid the knots tying her to the bed, took hold of her body and spun her around so her face was hanging off the bed. He quickly and deftly placed her face in a sling and tied it to the canopy over the bed so that her face was held firmly at dick-level facing him as he stood. He grabbed something else from off the side table and slapped her hard before placing a spacer in her mouth, forcing it to stay open. Lastly, he took an unlabeled bottle and sprayed something down her throat. She made several noises in protest and tried to squirm out of the restraints, eventually giving up and trying to ask "what did you do to me?" only for it to come out as a few open-mouthed grunts.

He seemed to understand though. "Just a little muscle relaxant. That way you won't try to push me out." She was horrified. This couldn't be happening.

He wasted no time. "Taste your ass, slut." he told her as he easily slid 13 inches down her throat. "Yeah, how's that teen ass taste, hm?

Now she really thought she would throw up, retching, her full body contorting against him. He gave her throat the exact same treatment as her ass but it was even easier to slide in and out, and the screams of agony were replaced with choking, coughing sounds. Her conscience had come back to her body now and all she could do was stare up at him with tears pouring from her eyes, feeling his dick move up and down her throat, and hearing her own sounds of choking. She couldn't breathe. She thought she might die. After recovering from the initial sensation, she rested her head in the sling and waited for him to be done using her like the hole she was. Minutes passed like this. "Look up at me." he bade her. She didn't obey immediately, so he slapped her cheek. "Sissy, if you want this to be over, look into my eyes. I'll end this right now." In that moment she fully believed he only wanted to watch the light die in her eyes as he ended her life. Is that what she wanted? To her surprise, he pulled her hair and held her under the chin, forcing her to keep looking at him as he gave his last few pumps and emptied himself down her throat. Of course she felt everything, her body automatically trying to swallow around his dick. The look on his face as he came was terrifying: euphoria. At last he pulled out, breathing heavily, feeling like he might faint. He recovered quickly and untied her completely. She wasted no time in crawling to the opposite side of the bed and slumping down again, in a fetal position.

The best part was over, but he wasn't quite done with her yet. He gave her a few moments to recover before moving over to her and spooning her. She protested and wiggled a little but didn't fight him as he put his arms around her. She was so tired. His dick had softened slightly but he still pushed it a few inches into her ass as he cuddled up to her. She moaned in agony but still didn't try very hard to pull away. "See now, I love that you're not even fighting it. I can just do anything to you." She didn't even have the energy to cry, just stared forward. He kept his dick inside of her as it softened fully, slowly shrinking out of her. He dimmed the lights from a remote. "It's okay, Sissy, it's over for now. Try and rest." He stroked her body gently. "I might rape you one more time when we wake up if that's okay, and no more anal if you don't want. Other than that you can just sleep here and I'll send you home in the morning. Sleep came surprisingly easy. Her body had shut down and she lost consciousness after a few minutes. He kept his word and didn't try anything else that night; he even let her sleep most of the night not touching him.

Sissy woke gently the next morning and found him staring at her. "Good morning." He said softly and kissed her on the cheek, then on the lips, and massaged her muscles, helping her body adjust to being awake. She had to admit to herself it felt good. She was so sore. He rubbed her skin down her abs to her thighs, avoiding her pussy just for now. He told her to stand up and stretch so that he could watch her tight body move and twist. It was such a beautiful sight, her soft skin stretching over her muscles. He would enjoy it while he still had her. She wondered if he would really let her go. She wanted to ask him but didn't want to anger him. An idea came into her head and something came over. She crawled toward him on the bed on all fours and with her cute little b cups hanging down for him to see, planted a deep kiss on his lips, then his cheek, then his neck. She backed away slightly and kindly asked him what she wanted to know.

"Of course," he said as he had before. "Soon." He caressed her cheek. "There's just one more step, and then I'll let you walk out the door." As he said this, the girls from before entered the room and walked toward the bed. Sissy tensed up and looked afraid. "Don't worry, baby. They're just here for insurance. Are you gonna be a good girl?" She nodded. "Then you have nothing to worry about." He moved her body so she was lying in the same position as the night before, face up with her legs splayed. He kneeled between them and entered her deeply once again. She barely reacted this time. Polina brought something out of one of the dresser drawers and moved onto the bed beside Sissy. She pulled the teen's legs slightly further apart and brought what Sissy could now see was a tattoo pen to her inner thigh, inches from her opening. Sissy just about lost it. "No no no!" She would not let them give her a permanent memory of this experience. She began moving away and her master held her still by her hips.

"Hey, this is happening either way. Am I gonna need to involve the girls?" he said severely. She looked at them all, standing in wait, merciless, ready to do whatever he said. She laid back down and used all her effort to resist the urge to move again. The tattoo was incredibly painful on her sensitive skin. She hardly noticed as her master began fucking her gently. It only took a few minutes. Sissy looked down to see a new mark on her body: three small droplets drawn as if they were trickling down her leg. The tears came again. She couldn't believe this. "There we go. Something to remember me by."

Everything moved quickly after that. The world spun. The girls left and he said a few more horrible things to his little teeny slave, savored the last few moments inside her. When he was satisfied, he rose and told her to follow him, which she did without thinking; through the door, into a hallway. She was finally out of the godforsaken room. He led her through his mansion, down a staircase to a massive entry room with high ceilings. The doors opened automatically as they approached. She didn't run though. She still didn't fully believe he would let her leave. If he did, he was going to make her go naked? Just steal her bathing suit? Everyone in public would see her like this? Her parents? Piece of shit! "This is it then," he said and his voice turned sinister. "Before you go, I want to remind you of why you're in this situation. You get to leave because I say so. You know I could just as easily keep you here, rape you every day; or not, just force you to live here and obey my every command. Not only do I get to decide that you leave, but I also decide that you won't come back. There isn't a corner of the world you could hide where I couldn't get access to you, so every day you get to spend out there, doing whatever you're doing, it's because I allow it. I will always own you." His hands had found their way around her throat again and were tightening. "Even now, as I'm about to let you go, I could just decide on a whim to kill you. It would be so easy, and then no more Sissy." Her face was deep red again from the lack of oxygen. She looked up at him with bloodshot, tear-stained eyes, begging him silently not to. He released her and she coughed quietly. His demeanor shifted again. "That being said, you probably won't be able to have sex again for many years due to the trauma, at least that's my hope, if I've achieved what I intended. So while we're here, this might be your last chance to get fucked for a long time. I'm willing to do that for you even if other guys will just see you as some used up, undesirable cum slut. What do you say?"

She backed away from him until she was up against the wall, shaking her head. "Please." she begged.

"Come on." he continued, smiling and walking toward her. "You're telling me you're not even a little tempted?" He began touching her tiny pussy and the surrounding area, brushing up against her tender tattoo, which stung.

"Let me go!" she sobbed and pushed him away. That was it. He had already decided what he wanted, so he took her. He hadn't even gotten to deposit his seed in her yet. He raped her for several minutes up against the wall, her legs wrapped around him as he held her up off the ground. She went limp, knowing better than to fight him. Like he said, he would just make it worse for her. Before long he came inside her and eased her down. "Thank you, Sissy." he said, panting, and kissed her one last time on the lips, slapped her ass. "Good girl." And pushed her out the door.

She felt his fluid seep through her inner walls and down her legs. Those legs that propelled her automatically as her mind recovered from the repeated trauma. She moved down a stone path in front of the house to a driveway, only noticing the van with blacked out windows when she was right up on it. Two older teens got out, pushed her into the back seat, and the car moved. She lost track of how much time had gone by, when finally the car slowed to a stop and the door beside her opened by itself. It was bright outside, and as she moved into the light, she made out the shape of her childhood home in front of her. Without thinking she exited the car and started toward the house but all her energy was gone, she could no longer move her legs. Her knees buckled. She stumbled to the ground and collapsed, blacked out, naked on the sidewalk.