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Prison Bitch Ch. 01

By: curtainsup1



James had never had to share a room with another man in his life. He'd never had a brother, he'd lucked out for his first year of college and snagged a single room, and then his whole life had changed. The guards escorted him down the halls, the sound of men stomping their boots and smacking their cell bars following him. James hung his head, his blond hair falling into his face. He was - or had once been - a cute college kid. He was a little nervous, a little bookish, his frame slender and light. With his big blue eyes, his full cocksucking lips and the cute glasses perched on his nose, he looked like the prison would eat him alive.

It had been a stupid mistake. Just once, he'd wanted to fit in. He'd had a few too many, and when his 'friends' had run out of beer, they had sent him out to get more. He knew that it was stupid, but he had been feeling flushed and flattered by all the attention. He hadn't wanted the guys to leave. So he'd gotten in his car, and he'd gone to buy beer. It was only three blocks away, what could possibly go wrong?

He ran over a little girl a block away from home, beer in the back seat. Child killer. Men (though at nineteen, he was little more than a boy) like him didn't get it easy in prison. The guards shoved him into his cell, un-cuffed him and shut the bars behind him, leaving him to his fate.

"Enjoy, princess," one said as they walked away laughing - Steve had lost his wife to a drunk driver years earlier, and he didn't take kindly to those that killed others through sheer stupidity. The guards could have been easy on the boy, could have put him with someone that wouldn't make his life a living hell, that would shelter him without taking it out of his ass, but they wanted to see James suffer. He was a pretty boy - by the end of the week, he'd have bent over for half the prison. And they had made sure to bunk him up with one of the guys with the biggest cocks to 'break him in'. Not that James knew his fate yet. He had an inkling from the TV, from rumours and jest, but surely prison couldn't be all that bad? Ever the optimist, James didn't want to think about what could be in store for him.

Kyle was sat up on the top bunk, his muscular back pressed against the wall as he watched his new cellmate, his expression blank. He eyed the boy up, taking in his smooth, pale skin, his lean body and his pretty face. The kid looked barely legal, and that was how Kyle liked them. He felt a tingling in his dick just looking at that innocent face, those big, cute eyes and those full lips. Kyle was betting that those lips had never been wrapped around a cock, though the kid looked like he sucked it constantly. No matter, Kyle would make sure to put those lips to good use. That ass, too.

"Turn around," he said, his voice deep, masculine and authoritative. Kyle was a big guy. At 6'4, he was about nine or ten inches taller than Kyle, and the muscles in his legs were about the size of Kyle's head. His arms were huge and covered in prison tattoos. The bulge in his crotch was pronounced, snaking down one leg. He wasn't even hard yet. He had a buzz cut, his hair dark and cropped close to his skull. His legs hung off the end of the bed.

"W-what?" James stammered, his voice meek compared to Kyle's. There was no doubt that his new cellmate was an alpha male, and James felt like a bug in his presence, like he wasn't a real man. Fuck, the guy bled testosterone. Next to Kyle, James was nothing.

"Turn around," Kyle insisted. "I want to check out that ass of yours." He grinned, his dimples showing, deceptively friendly.

"N-no," James said, his eyes widening. His hands fluttered awkwardly as if he didn't know quite what to do with himself.

"Tch. Boy, you don't want to make me come down there." Kyle's grin shifted, something dangerous lurking behind his eyes. His smile sharpened, showing one too many teeth. "Guards put you in here for a reason. You start screaming, they won't come. Now turn around and show me your ass."

"You can't do this," James said, his eyes filling with tears. He tried to hold them back - he was a man, after all. Men didn't cry. A wave of hopelessness went through him. His life was ruined. Just weeks ago, he had been a happy, carefree college kid. Now he was sharing a cell with a criminal and his life was ruined. He wouldn't be able to go back to college, get a job, anything. That was even if he ever got out of this place.

"I can do whatever the fuck I want," Kyle said, shifting on the bed. He reached a hand down between his legs and squeezed at the bulge in his orange jumpsuit, eyeing the pretty college boy. He liked it when they cried a little - it was real cute. "You wanna know why I'm in here, kid? I'm in here for raping a pretty boy like you. So think about how much you wanna push me. Like I said, they put you in here for a reason. They wanna see you suffer, boy. So turn the fuck around."

At the word 'raping', James' future flashed before him. He had no illusions - this man could overpower him easily. Letting out a helpless sob, he turned around and gripped the bars, turning his back to the other man.

"That's it," Kyle said. "Now stick your ass out real pretty, show me what you're working with, kid. If you've got a nice enough ass, maybe I'll keep you around a while."

James took a deep breath, fighting his humiliation. His cheeks flushed red and he curved his back, shoving his ass out at Kyle. Across the hall, there was another cell, two men watching and nudging each other. James avoided their eyes.

"That's a real nice ass, kid. But I can't see it so well with that baggy as shit jumpsuit on. Why don't you take it off, eh?"

"I don't want to," James said, still sticking his ass out at the man. Tears welled up in his eyes. "Please. Don't make me."

Kyle rolled his eyes - the fucking fag was so pathetic. "Come on, you got underwear under them, not like it's so bad. Strip 'em off for me, or do I have to come down and make you do it? If I have to make you, you better believe I'll be fucking you right up against the bars where everyone can see."

Trembling, James peeled himself away from the bars. His hands shook as he lowered the zip on his overalls. He pulled them from his body and stepped out of them, revealing a white undershirt and a pair of white boxers.

"Tch, kind of skinny," Kyle said. "Ah well, we'll beef you up, get some muscle on you. Even if we can't do anything about the size of your cock. Not that you'll need it that much. Your bulge is real small there, though. How you expect to fuck bitches with that cock? Prolly a good thing you're a faggot."

"I-I'm not. I'm not a fag," James said, his cheeks flushed. He clasped his hands in front of his groin, looking down at the floor and chewing on his lower lip cutely. "My dicks' just average, that's all."

"Average." Kyle snorted. "Sure." He checked the kid out quickly. "Now turn around and lower your boxers down under your ass and show me that sweet ass of yours. If you tell me no again, I'm gonna get off this bed and give you a lesson in obedience, boy." 

Trembling, James turned around again. He took a deep breath, fiddling with the waistband of his boxers. "I can't," he sobbed, even as he lowered them over his ass, showing nice, full, pale buttocks. He stuck his ass out toward Kyle and gripped the bars again, his face flushed.

"That's it," Kyle encouraged. "Yeah, that's real nice, bet that's as smooth as a girl's, huh? Now reach back and show me your pretty pink asshole. I wanna see your cunt, boy."

James whimpered quietly. He hesitated for a long moment, until he heard Kyle move on the bed. James' hands flew from the bars. He parted his own buttocks slowly, revealing his tight, pink asshole. It was obvious just looking at it that he'd never had anything bigger than an exploratory finger up there, despite any curiosity he may have had.

"That's a really cute pussy, James," Kyle said, rubbing his hand over the slowly growing bulge at his crotch. There was a damp spot near the head where he was starting to leak pre-cum. "I'm gonna enjoy shoving my big dick in that. Aren't you glad you saved it for me? Open it up wider so I can see it."

James sobbed brokenly and did as he was told - it had only taken ten minutes to turn him from a once-normal college boy to a crying, broken, obedient thing. He opened his ass up further for Kyle, showing him his tight, puckered hole, ignoring the leering men opposite their cell.

"Have you ever sucked dick, kid?" Kyle said, unzipping his jumpsuit and pulling his cock and balls out. He stroked himself a few times, rubbing his fingers over the sticky, uncut tip.

"N-no," James stammered.

"D'you want to learn? Before you answer, I want you to know that my dick is going in you one way or the other. I can either shove it up your pretty pink asshole, or you can have a little lesson in how to suck cock. I don't care either way. But if you even try to bite, I'm gonna give you a lesson in what it feels like to have your balls tortured whilst a big, thick cock fucks you up the ass. You got it?"

James broke down. He let go of his ass and grabbed the bars again, crying openly. His knees felt weak. The reality of the situation hit him - he was going to be this man's prison bitch. He was going to be little more than a prisoner's sex slave until he either got out of prison or he died.

"I haven't got time for this shit, faggot. You can get over here and start licking my dick, or you can keep crying like a stupid girl whilst I ruin your asshole. It's up to you. I don't really give a shit as long as my thick cock gets a warm hole to fuck, you got me?"

James let out another heart wrenching sob, but Kyle was absolutely unmoved - he wanted to get his dick sucked, and he wanted it now. If James was incapable of sucking his dick, then he'd just shove it up the boy's ass and be done with it. He just liked to lube up with a little throat fucking first. After all, in prison, it wasn't like there was any lube. If the boy sucked him off a little first, it wouldn't hurt so bad when he rammed his thick cock up his ass. If he didn't suck it, it was no skin off Kyle's nose.

Giving in, James straightened up. He pulled his boxers back up over his ass, ignoring the hoots and laughter from those that could see what was happening. They all knew what was coming. Turning around, he looked at Kyle. James was blushing deeply, his eyes bright with tears, his lips quivering. Kyle couldn't wait to get those lips around his cock.

"Come on over," Kyle said, hopping off the bed and leaning against the wall, staying by the cell entrance so he could give his buddies a show. After all, it wasn't like they got fresh meat this pretty that often. "Kneel down. Don't make me make you, bitch."

Trembling all over, James did as he was told. He got down on his knees. The cement floor was cold and crushed the delicate skin at his kneecaps. For the first (though far from the last) time, he came face-to-face with the cock that he was destined to serve. It was a monster - nearly ten inches long and nearly as thick around as a can of coke. Just looking at it made James' stomach cramp and his asshole tighten as he tried to imagine that up inside him.

"There's a good bitch," Kyle said, slapping the head of his dick back and forth over James' face. He pulled the foreskin back and rubbed the head of his cock over the boy's lips, pre-cum clinging between his dick and James' mouth in strands. Kyle lifted his dick up. "Now suck my balls," he said. "Every good dick suck should start with the balls. Bitches forget balls too often."

James leaned in, trying to do as he was told. Kyle smelled musky and masculine, and the closer he got to his balls, the more the smell of him enveloped James. He tentatively stretched out his tongue and then drew back, shaking his head. "I can't do it." He sniffled, looking up at the bigger male, his voice small. "Please don't make me."

Kyle backhanded the boy viciously. "You want me to hurt you, is that it? You want me to beat the shit out of you? I don't want to do that, but I will, if you make me. You either take my cock, or I beat you unconscious. It's your fucking choice. You be my bitch willingly or I make it hell for you. My patience is running out, whore. Suck my balls."

Sobbing quietly, James leaned in again. This time, he didn't hesitate, dragging his tongue over Kyle's balls before he took one in his sweet, hot mouth. He sucked on one, then the other, giving Kyle's balls a nice tongue bath.

"Oh, yeah, that's it, bitch. You're getting the idea," Kyle said, jerking himself off lazily, pre-cum dripping into James' hair. Kyle just enjoyed the sensation of having a reluctant pretty boy suck his balls before deciding that he'd have enough. He wanted to ram his cock somewhere warm.

"Normally, I'd draw this lesson out, showing you how to suck cock properly, but you've been such a fucking tease that you'll have to wait next time for a real lesson," Kyle said, fisting a hand in James' hair. He tugged the boy's head back, rubbing the head of his cock over those pretty lips. "Now open up and suck. Don't bite, no matter what, or I'll rip out every single one of your fucking teeth. Shouldn't be too hard to get hold of pliers."

James whimpered and did as he was told, opening his mouth hesitantly, his hands gripping Kyle's hips like he could stop the bigger man raping him if he tried hard enough. James was nothing compared to Kyle - he couldn't stop anything.

"There's a good bitch," Kyle said, aiming his dick slowly into that warm mouth. "Yeah, that's it, there you go, suck it." His voice was low and throaty. He took his time, sinking into that hot, wet cavern at a nice, slow pace. He felt James retch when he hit the back of the boy's throat and he just laughed, pushing past his new bitch's gag reflex, sinking into the tightness of his throat. He was so big that James' throat bulged visibly. The boy couldn't stop gagging and choking, and it felt so good to feel those contractions around his throbbing dick.

James had never sucked cock before. He'd never even licked one, never mind take one down his throat. The closest he had ever come to anything like that was tasting his own come one time. He gagged and retched around the bigger man's cock, panicking. He couldn't breathe. He tried to snort in air through his nose, pushing at Kyle's muscular thighs. Despite his fear, he didn't dare bite - he was more afraid of what Kyle would do to him than he was of not being able to breathe. For the moment.

"Mmm, yeah, you got a real tight throat," Kyle said, feeling it contract around him as James choked. "Feels as nice as a good, tight pussy. Though I bet your ass will feel better." He pulled back, leaving the fat head in James' mouth, letting the other man suck in a breath of air before he forced himself down again.

Kyle started to fuck James' mouth in quick, brutal slides, raping his throat mercilessly. His cock throbbed at the wet heat of it. He was so fucking boned from feeling and watching the pretty college boy gag around his huge cock. He barely let James take a breath.

"Ow, you little fuck," Kyle said, pulling back. "Watch your teeth." It was nothing, just a little scrape where the boy hadn't been concentrating enough, but it wasn't fucking acceptable when you were sucking someone off. Pulling his cock out of James' mouth, Kyle spat in the boy's face and backhanded him sharply, hard enough to split his lip and send his glasses flying.

James' head whipped to the side. He flicked his tongue out, tasting blood. Reluctantly, he looked up at the other man, his eyelashes wet with tears. "I'm sorry."

Looking down, Kyle smirked. He pressed his foot into James' groin. "What's this, faggot?" he asked. "Sucking off guys gets you hard, huh? Well that's good, I guess. You're going to be doing a lot of that, so it's good that you get off on it like a real fag. Probably means you'll get off on a nice ass fucking, too. You're really gonna like it in here."

"I'm not," James croaked. "I don't." He wasn't a fag, he didn't get off on it. But he couldn't deny that he was hard, his cock throbbing, tenting his white briefs. This was exactly what he barely let himself think about at night. But hushed, late night fantasy with a shameful hand moving under his bed clothes was nothing like the reality. His throat hurt. He'd been humiliated, treated like he wasn't a man, wasn't even human.

This man was going to rape him. And he wasn't going to be gentle about it.

"Well, straight men don't get off on sucking cock, do they, boy?" Kyle asked, pulling James in by his hair. "Fuck, doesn't matter to me either way. I'll fuck you whether you get hard for it or not, all I care about is getting off. Don't much care either way if you get off with me. But you should be thankful. Fags just like you have paid money to suck me off. You're a lucky kid, bitch." Grinning, Kyle rubbed the sensitive head of his dick against James' lips and moaned.

"Now come on, suck it properly." He twisted his hand in James' hair. "Open your mouth, take it inside and suck it. If you do a good enough job, maybe I'll bust my nut in your mouth and we'll save your ass for later. If you can't get me to come, well - then we'll just have to see how well your virgin asshole takes a big dick like mine." Kyle grinned down at the boy. "Come on, you know the alternative is worse. Unless you want me to fuck your ass, I mean."

James paused, breathing hard. He knew that he didn't really have any choice - if he pissed Kyle off, he would pay for it. Slowly, reluctantly, he opened his mouth, letting the bigger man feed his cock to him. James sucked, hollowing his cheeks around Kyle's throbbing dick. He could feel the veins against his tongue, and he tried hard not to let his teeth graze the sensitive skin. His own cock throbbed between his legs. His hands twitched toward his cock before he stopped them, curling them into fists.

Kyle groaned, then laughed. "You wanna touch yourself, fag?" he asked. "You don't get to come until I do. You even try to touch your cock and I'll beat your nuts until they're the size of apples. Fucking faggots. No control." He pulled out again, looking down at his dick. He was so fucking hard, and he was getting bored of that pretty mouth. Kyle was a greedy guy - he wanted to open all his presents at once.

"I guess you want my dick up your ass. Get naked and lean over the bottom bunk. I want your ass in the air."

"No, please," James sobbed, his voice raw and rough from the throat fucking. "I'll suck it. I'll make it feel so good. Please. Please don't make me, I've never done anything like this, please."

"You've got ten seconds before I take your disobedience out on your balls."

Prison Bitch Ch. 02



After being caught stealing a quarter of a million dollar necklace from a high end jewelry store, I landed myself 5 years in a woman's prison. I was scared but excited; I had heard so many stories about prison life for women. I had always been curious about experiences with women in the sexual department, but had never had a chance to act on those curiosities. I was about to find out what sex with a woman was like and I was very excited about the opportunity.

Jones and Lucas led me out of the shower area and down toward the cell area. Every time a door opened and closed, it made this awful sound of no turning back. What had I done? What had possessed me to steal that necklace and end up here in prison? Was this what I wanted? I was about to find out. 

The cell area of the prison was cold and my nipples went immediately erect. Without a bra or panties on, in the thin jumper that they provided me with, it wasn't hard to feel a chill in all of my sexual places. I carried my bedding as we walked through the cell block. I could feel eyes on me as we passed the cells in the cell block. There were all kinds of cat calls, whoops and whistles as I walked through what would become my home for the next few years. 

The guards led me down a corridor that branched off from the main thoroughfare. It was a little more private than the main walkway; only four cells on this branched off corridor. As we approached the last cell on the row, I saw a woman standing at the door of the cell and my mouth dropped. She was the most gorgeous woman I had ever seen. She couldn't possibly be Sherri? She couldn't possibly be the "tough girl" that the other guards were talking about? She had a devious smile on her face and the look in her eyes told me that maybe she was the one.

"You got a new roommate, Sherri," Jones said. "The Boss says that you are to take care of her. And don't forget what will happen if you don't do what the Boss says this time, you little whore! The Boss says if anything happens to this hot little cunt, he will come down hard on you, harder than he ever has before."

They radioed the control room to open the cell door. The door opened and they escorted me into the cell. My eyes got huge when I entered the cell. I had seen some of the things in this cell in magazines, but never in real life. They led me to the bunk and seeing that Sherri's stuff was occupying the bottom bunk, I set my stuff on the top bunk and turned around. My nipples were still very erect and I could feel the cum from the guards dripping out of my pussy and ass and soaking my jumper. 

Jones turned and looked at me and said, "Tonight may be the longest night of your life. Your first night in a woman's prison, your first night in a prison cell and your first night in a cell with Sherri may just test your strength and stamina. Sherri has been assigned to you and she may resent you for that at first. It depends on how much you want to be protected from the scum in this place on how well Sherri will protect you. Think twice before doing anything stupid. With as hot as you are, you will need protection. Consider this your one and only warning. For the next 1,827 days, you will get no more warnings from us nor will you get any sympathy from the guards here. Good luck!" With that, the guards turned, walked out and radioed the door to be shut and locked. 

Sherri was standing in the corner by the bars and was glaring at me. "Listen here you little cunt, you have a lot to learn about prison life. I am here to teach you the ropes and I am not happy about it. I have no choice but to do what they want when it comes to protecting you, but you will pay your dues to me. First thing that you need to know is this room has come to me by doing a lot of favors for a lot of people. These things are mine and I will use them as I see fit. You will not touch these things without permission first."

I looked around the room at all of the accessories that adorned the cell. There were whips and chains and leather abounding in the room. All things that I thought were not allowed in a prison cell. "I have been here a long time sweetie and I get just about anything that I want. I will be here a long time and I have been the only inmate in this section of the prison for the last ten years. No other inmates are even allowed down this corridor. I pretty much own the place and I like it that way. So, no little cunt is going to come in here and think that she automatically gets the top bunk."

I must have looked surprised with that comment. Sheepishly I said, "I assumed that seeing that you had the bottom bunk, I would occupy the top. I will sleep on the bottom, if that is what you want. I don't want to make any enemies here, especially of my cell mate."

"Well, first of all, never assume anything here or with me. You will only get yourself into trouble. Second of all, I never said anything about you sleeping on the bottom, either. Until you have proven yourself worthy, you will sleep on the floor in the corner of the cell. You have a lot to prove before you deserve a bunk."

I looked over in the corner of the cell and there was a thin bed roll laying there. I couldn't believe that I was going to have to sleep on the floor for my first night in a prison cell. I looked at Sherry with the biggest puppy dog eyes that I could muster. "Please Sherri; don't make me sleep on the floor. I will do anything to be able to sleep on the bunk! Absolutely anything you want me to do!" With the sound of despair, I allowed myself to look up at her for the first time since entering the cell. She had the same sort of jumpsuit on that I had, but it was black and made out of rayon of some sort. She had on these platform heels that were to die for. Her hair was long and flowing and brunette and was coiffed to the nines. She had make-up on and her nails were done nicely with slut red polish. She was hot.

She reached out and slapped my face and said, "Don't you ever make eye contact with me unless given permission to do so, do you understand, bitch?"

My head was reeling from the slap and I said, "I am sorry, Sherri, please forgive me?"

"And don't ever address me by my first name, you little slut! To you, I am Mistress and nothing else. You will obey me or you will be punished. Now, was that 'anything' I heard you say?"

My gaze went to the floor and I made a mental note not to do anything that would anger her. My cheek was throbbing and I spoke to the floor, "Yes, Mistress, I will do anything, not to sleep on the floor tonight, please?"

"That's good to hear, you little cunt! I will make you do things that you never imagined could be done to you. And you will do them without hesitation and without a whimper. If I catch you not doing something or hesitating in doing it, I will punish you as I see fit. For the next three months you are going to be my little sex slave, my little sex toy and you will do who I want, when I want, and like it! Now, I am sure that the guards gave you a thorough exam in the shower area but I will want to further explore your holes to make sure there is nothing that they might have missed. Get your stuff off of my bunk and I want you out of your jumpsuit, NOW!!!"

Without looking up at here, with my head bowed in submission, I took my bedding off of the top bunk and went to lay it by the bed roll. I started to unbutton my jumper and heard her behind me doing something with the apparatus on the wall. She was much taller than I, at about 5'9" and it didn't take any effort for her to unlock the shackles that were bolted into the wall. I slipped out of my jumper and turned to look at her feet. I could see that she had also stripped and was now only wearing her shoes. I glanced up at her breasts and was immediately excited. She had about 36D cup tits and her nipples were pierced with silver hoops and there was a chain connecting them. I couldn't wait to be able to suck on those hot nipples, if that was an option, in the future. I quickly looked up while she was still facing the wall and got another look of her arsenal of bondage devices. It was quite an impressive collection and one that any dominatrix would die for. She turned around and caught me glancing at her collection and smiled, mischievously. 

"Come here you little cunt, I want to take a look at what I have to work with." I walked over to her with my head bowed and she snapped a leather and chain adorned collar around my neck. "This will prove to the other inmates that you are my property and to keep their hands off. Every bitch I have trained in this facility has had a moment or two in this collar. Now get over here." With that, she led me over to the wall by the hook in my collar and pushed me up against the cold concrete blocks. She lifted my hands over my head and shackled my wrists to the cuffs in the wall. I had to stand on my tippy toes in order for the cuffs to reach me and thought this might be painful in the next few minutes. I had no idea.

There I was completely immobile and exposed. I thought to myself, I might as well get used to this as it seems to be an ongoing thing here. I was afraid to say anything, even a remote whimper as she turned around and I could see the back of her. She had a very nice tight ass with a tattoo above her crack that was awesome, very sexy. She grabbed something off of the table beside her bed that I couldn't see. She turned around and came over to me. She lifted my chin so that I had to look up and said, "Listen here, you do the things that I say, when I say them and you won't get hurt. I like to be obeyed and I will reward you for the good things that you do. However, you are not to be rewarded yet, only when you have done something super well, will you be rewarded. Understand?"

I nodded my head yes and she smiled, a sadistic looking smile, but nonetheless a smile. She brought her hand from around her back and then I saw what she had, a ball gag. She placed it over my lips and I opened my mouth quickly, for fear that she might hit me again. Sherri tied that ball gag around my head and then leaned closer to my ear and whispered; "Now the fun begins. The gag is to prevent any of the guards coming back here to check on us. Play nice and I will give you an extra pad to sleep on for the night."

She took my tit in her hand and started to squeeze my big 38DD tit in her right hand. With her left hand, she took two of her fingers and shoved them deep into my pussy. I let out a grunt but it was grunt of surprise and excitement at the same time. I was still filled with guard cum and mixed with my own juices that had started flowing as soon as I became naked. I was wet and her fingers slid right in without hesitation. "Your pussy seems a little bit engorged and swollen; they must have had a good time with you down there. I can feel the guard's cum mixed in with your juices and it does feel good. I'll bet your ass is soaked with their cum, as well." 

She took her fingers out of my cunt and shoved them in my ass. My ass was a little sore from the fucking I had gotten earlier, but it was still soaked with cum so her fingers went in easily. She pumped her fingers in and out of my ass a couple of times and I started to squirm a little bit. "You like it in the ass, don't you, you little slut?" I nodded my head yes and she started going deeper and harder. With every stroke into my ass, she was stroking my g-spot from behind. It was feeling awesome and I started to moan. My ass was grinding and pushing against her fingers with every stroke. I was getting hotter. Being shackled to the wall, on my tip toes and being fucked in the ass by this gorgeous Mistress, I was close to cumming. She must have been able to sense it because she started pumping faster and harder. "I can't believe that your ass is so tight and so responding. Are you going to cum for me you little cunt?"

I nodded my head and with the next up stroke, she added another finger. I had three of her fingers in my ass and she was fucking me like a little whore. I was in heaven. After about a minute of her fucking my ass with three fingers, I started to clinch my ass muscles and pussy muscles and needed release. I came with a vengeance and squirted all over her arm. She withdrew her fingers quickly and turned me around and slapped my ass, hard. I whimpered underneath the ball gag and she smacked my ass again. "You fucking little whore, I will tell you when you can cum and only when you can cum." She turned me around and lifted my chin to look at her. "Do you understand? I am in control here and you are only to be gratified when I say so." I nodded my head yes and she reached back down to my pussy. "Now, let's try this again. I will tell you when you are to release and if you do so before I tell you that you can, you will be punished." 

She started rubbing my hard little clit with two of her fingers. Making nice little circles all around my clit and then she reached up and pinched my left nipple. She just kept circling my clit until my hips started swaying to her touch. She was trying to make me cum, I just knew it. I also knew that I could cum at any second, right now. I bit into the ball that was stuffed into my mouth and tried not to cum. She then took her two fingers and slid them inside my cunt deeply and hit that little spot that turns sex into magic. I started writhing in the shackles and my pussy muscles started tightening. I was biting the ball gag as hard as I could when she said to me, "If you cum right now, you fucking slut, I will leave you to hang there the rest of the evening, until dinner time. You better think long and hard about not cumming, no matter what I do to you."

As soon as she said that, she leaned over and bit the nipple of my left breast. It was sticking out hard and erect because she had been pinching it. The bite almost took me over the edge but it was so hard with her fucking my cunt with her fingers like she was. With every up stroke, she hit my spot and made me quiver, made my pussy muscles tighten even more. She moved to my right tit and clamped down, hard enough to make me jump. She laughed and said, "How much more do you think you can take?" With that comment, she reached around me and slid two fingers into my ass. She started fucking my ass and fucking my pussy at the same time. I was in ecstasy like I had never been before. I have had guys before do the same thing, but with this gorgeous woman fucking me like she was I didn't know how much more I could stand.

While I was still lingering on that thought, she turned her pussy hand so that she could rub my clit with her thumb. That was it! I wouldn't be able to last another thirty seconds like that. Just then she said, "Okay, you little slut, cum for me! I want you to cum like a whore!" She was pumping fingers in and out of my ass and my cunt with the same motion and rubbing my clit with that thumb of hers. She bit my left nipple and then my right and I couldn't stand it any more. My hips bucked forward and I came like the whore that I felt like I was. The entire orgasm lasted about two minutes and I didn't think that I was going to be able to withstand any more arousal.

She leaned up and withdrew her hands from my body. She looked completely satisfied that she had taken me over the edge. In fact, she almost looked smug. She turned around and took a pillow off of the bunk and threw it on the floor right in front of me. I was still recovering from that orgasm that she had put me through and I knew that my body was real sensitive at the moment. It would not take much to get me off again. Sherri must have known that and used it to her advantage. She knelt down in front of me and looked up into my eyes. "Now, you are going to learn what you will need to do for me in a little bit when I let you down from those shackles." My breathing was still a little labored and my legs were quivering, standing on my tip toes. "Has my little sex slave ever eaten pussy?"

I shook my head no and tried to look concerned. "Well, you are going to have to learn and I am about to give you your first lesson." Being very careful, she took one of my legs and swung it up over her shoulder and did the same to the other leg. At least there was some relief to my toes and calves. She then took her arms and put them around my legs and spread my pussy lips apart so that I was wide open. "I like your shaved little pussy and I hope you taste as good as you look. I am going to eat your pussy like no man has ever done and I want you to cum all over my face. Do you understand?" 

I nodded my head yes with anticipation. As I said before, I had never been with a woman but was very curious about it. I have heard that they eat pussy better than men because it is natural to know what a woman wants. With my pussy lips spread wide open, she leaned into my pussy and began to lick. With the first lick, I kind of jumped and then realized that this was the most awesome thing that I had ever felt between my legs. She licked circles around my clit and moved down toward my awaiting cunt. When she stuck her tongue in, I lost all rational thought. She fucked my cunt with that tongue for a good five minutes and I loved every minute of it. Then she moved from my cunt to my asshole and began to lick that too. When she stuck her tongue into my asshole, my whole body shivered. She licked all the way back up to my clit and began to concentrate on my hard as a rock clit. First, flicking it with her tongue and then taking my entire hard clit into her lips and sucked. She began to give me head just like I would have sucked on a cock. Moving her head back and forth over my clit just like she was giving a blow job, she could sense that I was close once again. 

While she was sucking on my clit and the orgasm inside of me was building, she began to flick her tongue across it faster than any man has ever licked my clit. The orgasm was building and I was about to cum when she sucked my clit into her mouth and it felt like a vacuum cleaner had attached itself to my clit. Her suction was so strong that I was cumming in a matter of seconds. I filled her mouth with my juices and could feel the wetness spray all over her cheeks as well. I came hard and she still had not taken her mouth off of my clit. In fact, I think she started sucking harder. I was going to black out from an orgasm for the first time in my life. I didn't think I could handle one more and here she was not letting go of my clit. Then she took her right arm from around my leg and shoved three fingers deep in my cunt. She fucked me hard with her fingers and that was it, I couldn't hold back anymore. My pussy muscles tightened around her fingers as she kept fucking me for all she was worth. I sprayed my juices, once again, all over her cheeks and into her mouth. She was latched onto my clit with a vengeance and still fingering my cunt. Within seconds, a third rush came to the surface and I came harder than the first two combined. Not only did it fill her mouth, but my juices were sprayed all over her nice round tits, also. 

That was the last thing I remember for about twenty minutes. I did black out from ecstasy and when I came to; she had unshackled me and laid me on my bed roll. I opened my eyes and she was kneeling beside me and pulling my hair from my face, tenderly. "I am glad you are back with me. I was getting ready to call the guards right before you opened your eyes. You are one hot little slut and I find it amazing that you can squirt your cum like you do. I have had a lot of female lovers and have never had one do that to me. You filled my mouth with a lot of your juice and boy do you have one tasty pussy. I will have more of that later tonight, after lights out. Dinner is in about an hour and you have performed well, my little sex slave. I will give you this time to rest and get dressed for dinner. You may be in a bunk sooner than any other slave that I have been given in the last ten years. I like that about you."




Prison Bitch Ch. 02



James was in quite the predicament -- he was kneeling at the feet of his burly, masculine cellmate, his lips swollen and slick from sucking Kyle's cock, tears streaming down his face, his cute blue eyes wide with horror. Kyle's monster dick bobbed and jerked in front of his face, wet with spit and pre-cum. James couldn't imagine that cock fitting in his ass -- it was the thickest dick he had ever seen, even in porn. But if he didn't bend over and offer his ass up willingly, Kyle would just make him. He was his cellmate's new bitch -- if he didn't play nice, Kyle would just hurt him, would fuck him all the more brutally for resisting and take his frustration out on James' vulnerable, sensitive balls.

When Kyle let out a low, warning growl, James immediately sprang into action -- he didn't want to get his balls beaten. Surely that would be worse than taking that monster dick up his ass?

"Please," he sobbed, even as he stood up to do as he was told. "Please, I can't, I've never taken a dick. You're too big, you'll rip me apart, please." His lip was still bleeding from where Kyle had hit him. Everything more than a few feet in front of him was blurry without his glasses. He was a tiny little weed compared to the huge, muscular man in front of him.

"If I have to tell you again, boy, you know what'll happen," Kyle said, narrowing his eyes at the pathetic boy in front of him. He reached down, stroking his thick, meaty cock a few times. The head was sloppy with pre-cum and spit, his cock throbbing in time to his pulse. All he wanted was to bury his dick in Kyle's tight ass and blow his load.

James hesitated for a second longer before wilting like a flower out of the sun. He peeled his underwear down with trembling hands, his cock still sticking up proudly. It was nothing compared to Kyle's -- a mere five inches, and not all that thick. Kyle's cock was easily twice the size of his, possibly even thicker. Stepping out of his underwear and standing there, a skinny teenage boy, barely nineteen, he knew that his life was over. There was nothing he could do to stand up to this man. If Kyle told him to bend over, James would have to bend over, or risk something worse.

Crying like a baby, far too aware of the laughter and jeering from those that could see him in the cells opposite, he leaned over the bottom bunk, trapping his cock between his stomach and the grimy mattress.

"That's it, there's a good bitch," Kyle husked out, eyeing James' pale, round ass and his straining thighs. "Stick your ass out like you're all in heat for my dick." He stepped closer, smearing the head of his dick over James' buttocks. "You got a real pretty ass, bitch. I'm gonna enjoy stretching it out until it swallows my dick like it's made for it."

Shaking, James helplessly did as he was told. Fisting his fingers into the filthy sheets, he stuck his ass out as far as he could. He trembled when he felt Kyle's hot, thick dick smearing over his skin. James closed his eyes and took in a deep breath, just waiting for it. He knew it would hurt -- it would probably hurt worse than anything that he had ever felt, but maybe if he just got it over with, Kyle would leave him alone.

"Oh yeah, you're gonna be a real good, obedient bitch, I can tell. Maybe I should fuck faggots more often," Kyle said, sliding his huge, warm palms up James' inner thighs. In one powerful motion, he wrenched the boy's legs apart, forcing them wide so that James was completely exposed to him. Kyle looked down at his pretty pink pucker and grinned -- he really was going to enjoy turning that tight little asshole into a cunt. Leaning down, he spat slickly on the hole, laughing as he felt James jump. "Relax, cunt," Kyle said. "You'll like this. Most faggots do."

Kyle wasted little time with teasing James -- he just pressed one thick finger against the boy's tight, twitching hole before forcing it inside, twisting it back and forth, screwing it into James' ass. As much as Kyle wanted to fuck the boy, he knew that fucking a virgin open on his huge cock without stretching him out a little on his fingers first would hurt him, too. He didn't care much if he hurt James, but Kyle wasn't much of a masochist -- when he slid into James' virgin asshole, he wanted it to be tight and slick, not chafing him with the vice-like friction. 

James gasped as he felt Kyle's finger penetrate him -- even the man's fingers were thick. James had played around a few times by sticking a finger up his ass, but Kyle's fingers were twice the size of James', and his hole burned and ached as it stretched. Sobbing into the sheets, James trembled in place as his cellmate violated him, stretching his hole open until it ached and burned.

The boy's hole was deliciously tight. Kyle's dick twitched just at the thought of getting inside that tight, hot hole. He didn't really give a shit about James' comfort, or how much he hurt the boy. As far as Kyle was concerned, James was just a hole to fuck. If anything, he kind of liked it when he hurt his bitches -- it made them clench around his cock so nicely. Twisting his finger inside the boy, he quickly added a second, ignoring James' muffled gasps and whimpers as the stretch hurt him. Kyle fucked him brutally on his fingers for a couple of minutes, opening him up, scissoring his fingers mercilessly as James twitched and cried out in pain under him.

Pulling his fingers out with an obscene, slick sound, Kyle parted James' buttocks and looked at the other's pink hole. It was already starting to look like a cunt -- where it had been tiny and tight before he had shoved his fingers into the boy, it was now slick and open. He watched as James clenched, returning his hole back to that tight, pink little pucker. By the time Kyle was done with him, that pretty pink hole would be gaping open and leaking come like a well-bred pussy.

"I'm gonna fuck you now, James," Kyle husked out, spitting onto his opened hole to make the first slide nice and slick. "I'm gonna shove my big dick all the way into your virgin hole. I'm gonna rape your guts." Kyle grinned, stroking his throbbing cock. "Don't worry, you'll learn to love the feel of my huge dick opening you up. By the end of the month, you'll be begging for my dick. You'll be able to take my fist up your pretty pink asshole. Of course, it won't be so pretty and tiny then, but I'm sure you'll learn how much pleasure your ass can bring. Especially to other people." Kyle laughed and slapped James' ass.

"Now, I want you to reach behind you and open up your cheeks for me. I want you to give me your asshole like a good bitch. I want you to thrust your cunt back at me and open yourself up like the faggot you are. Because really, deep down, you want my dick. You crave it. You want it so bad you can fuckin' taste it," Kyle said, gripping his own dick at the base, aiming it at James' virgin hole.

"I'm not," James sobbed. "I'm not a fag, please, I can't. I'm not, I don't want it, please. Oh God, please don't make me. I'll suck your dick, I'll do whatever you want, just please don't fuck me, it'll hurt so bad, please." He couldn't do it. He just couldn't do it -- it was one thing to lie there and take Kyle raping him. It was another thing entirely to open himself up, press back and offer his virgin hole up to the big man. He clenched his opened asshole, sobbing uncontrollably. If he did this, if he let Kyle fuck him, that would be it. He would be the prison bitch. God only knew how many men would fuck him over the next few years. It all started here.

If he wanted to, Kyle could push in anyway and fuck James right there, whether the other opened himself up or not. But Kyle liked it best when they helped with their own violation -- he liked it best when they opened themselves up for their huge dick, sobbing and crying as they pried their buttocks open while he raped them. He slid a hand between James' open legs and fisted the boy's balls, giving them a nasty squeeze. "Reach behind you and open yourself up for my dick, or I'll pop them like grapes," Kyle threatened.

Nauseating pain shot through James' stomach. His legs jerked. He sucked in a breath and whimpered, tensing up, his balls trying to tighten and draw up into his body to escape the abuse. He arched his back, his hands flying back to his ass. Lying flat over the bed, he dug his fingers into the crack and pried his buttocks open as wide as he could, exposing his slick, pink hole humiliatingly. Anything to get away from the sharp ache of having his balls squeezed. "Please," he whimpered, wincing with pain. "I did it, please, fuck, it hurts."

"There," Kyle said, giving James balls one last warning squeeze. "That wasn't so hard, was it?" he asked, just taking a moment to look at the way his new bitch was spread out for him. He was going to have so much fun with this one. His dick twitched, leaking pre-cum copiously from the tip. Moving forward, he teased the uncut head over James' saliva-slick hole, loving the way the boy whimpered and tensed in anticipation. "You keep your ass opened up and shoved out at me, boy. You gotta show me how grateful your fag ass is for the privilege of my thick cock opening it up. Plenty of guys would kill to be in your position, so if you ain't grateful, I'm gonna take my payment out on your nuts."

With that final warning, Kyle grunted and started to force the thick head of his cock into James' virgin asshole. Despite the quick fingering that Kyle had given the boy, it was still hard work to get the head in. Grunting and sweating, Kyle rocked forward, gripping James' hip with one hand and his cock with the other. Finally, with a forceful thrust, something gave. James' tight asshole opened up and swallowed the thick head. Kyle groaned and looked down, laughing as the boy screamed. He could see James' ass stretched obscenely around his cock, the boy quivering against the bed as he held his own ass open for Kyle to rape. "You think that hurts?" Kyle asked. "You haven't felt nothin', yet." He gave an almighty thrust, forcing all ten inches of his thick dick into the kid's guts, ripping him open, encasing himself completely inside the boy's tight, virgin hole.

James screamed. It felt like someone had shoved a hot poker the size of a baseball up his ass. His insides burned and ached, that thick cock stretching him out in ways that he had never thought possible. He sobbed into the sheets, not daring to let go of his ass, keeping himself spread open for the huge dick violating his guts. "Please," he whimpered. "Oh fuck, it hurts, I can't take it, please take it out, please. I'll do anything."

Kyle just laughed. "You don't get it, do ya?" he asked, fisting a hand in James' hair, keeping him pinned against the bed, forcing his head down and dominating him completely. He started to rock his hips, grunting as James' tight ass practically sucked at his cock as he withdrew. He looked down, admiring the way the boy's hole bulged out slightly as he pulled his cock all the way back to the head before slamming inside him again, making him take all ten inches with every solid, brutal thrust. "You'll do anything I want anyway. I can make you do whatever I want. No one's gonna to stop me. The guards put you in here with me because they want you to get fucked like a bitch. Dunno why they want it, but they only put guys in with me when they want their little assholes stretched out beyond recognition. Fuck, they'll prolly fuck you themselves the first time they get a chance. You're the new prison bitch. You're gonna take everything that's given to you. You're gonna be fucked an' fisted an' whipped and tortured. You're gonna have your nuts beaten and your cock whipped. You're gonna have your ass stretched out beyond your wildest dreams, and you'll be lucky if you keep your damn teeth. So don't tell me you'll do anything, because I can make you do whatever the fuck I want." He fucked the boy brutally as he spoke -- each slide became easier and slicker as James' ass opened up for his thick cock, stretching to accommodate him, his blood acting as a weak substitute for lube.

The horror of his situation truly dawned on James for the first time. If what his cellmate said was true, it was worse than just being Kyle's bitch. He couldn't help screaming out hoarsely as the other man pulled back -- it felt like Kyle was dragging his insides out along with that huge cock. But Kyle was right -- no one came, despite his screams. The only response was jeering laughter and hooting from the other prisoners. Everyone knew exactly what was happening, and they weren't helping him. Instead, they were waiting, thinking about what it would be like to take their turn with the new prison bitch, thinking about all the things they could do to him. James sobbed brokenly, breathing frantically as Kyle fucked him hard, using him for his pleasure. His body was no longer his own -- it belonged to the men in the prison, the guards and the inmates that would use him as a fuck toy for the length of his sentence. They would play with him, stripping him of his masculinity and his humanity until he was nothing more than a hole to fuck. Even as he despaired for his future, James had no idea what the extent of the abuse would be like. He was destined to live for most of the rest of his life as a bitch to abuse, fuck and torture, and it was all sanctioned by the guards who would no doubt want in on the action.

The worst part was, trapped between his stomach and the mattress, James' cock was still rock hard and leaking. Every thrust that Kyle made brushed up against a spot inside James that made him pant and clench, traitorous pleasure shuddering through his body, making his cock throb and his nipples tighten. The fucking was hell, even as his ass opened and it got easier. It stung, burning and aching, every thrust feeling like it was ripping him apart. But in every tidal wave of pain there was a lick of pleasure teasing at his senses, stimulating his helpless body until he panted with a desperate mixture of lust and agony.

Slowly, James started to move with the thrusts. He pulled his ass open further, each thrust taking his breath away. James surreptitiously rocked down into the sheets, grinding his aching cock down into the bed. He moaned throatily, his eyes rolling up at a particularly deep, hard thrust that hit his prostate hard enough to make his toes curl. He clenched down around the thick cock invading his ass like he was trying to keep it inside him -- he truly was a slave to his body. He didn't even have control over his own senses.

Kyle moaned as James' ass milked him like a hot, tight pussy. Grunting, he sped up his thrusts, panting erratically as his balls drew up. James' ass felt so good, tightening up around his huge cock in pulsing waves every time he drove into the boy. Kyle didn't really care for James' pleasure, but even he had to admit that it had a nice effect on his dick.

"Oh, fuck," Kyle groaned, his thrusts becoming jerky, his muscles tightening. "Gonna come in your tight little cunt, fuck." With one last, brutal shove, he pushed his dick as far inside James as he could, shuddering and gasping as he came up his new bitch's ass. Grunting and groaning, he rocked his hips slightly, milking his orgasm for all it was worth. Letting out a low sigh, Kyle pulled back, pulling his cock out of the boy's twitching hole. The once tiny little pucker was now slick and open, gaping slightly after the hard fucking that James had been forced to take. "You should see how stretched out your asshole is," Kyle said, sliding his thumbs inside of James, pulling him apart, watching as a pink mixture of come and blood leaked out of his hole.

James just whimpered into the sheets at the humiliation of having his well-fucked, aching ass opened up and exposed. He could feel the other man's come leaking out of him. His dick twitched and throbbed underneath him and he couldn't help but rock his hips slightly, unbearably aroused with no relief in sight. "Please," he groaned out -- this time, he wasn't begging for mercy, but something else entirely. His hands flexed, keeping his buttocks pulled open -- he didn't dare let go before he was told. With just an hour in the cell with Kyle, he was already well and truly broken, submissive to the other man in every way.

"Mmm, your hole's really coming along nice. It's already looking like a nice, slick cunt," Kyle said, slapping the boy's thigh and pulling back. He chuckled as James begged him -- the way the other flexed his hips against the bed made it clear exactly what he wanted. "Maybe you won't find it so bad here, faggot. Since you seem to enjoy cock so much. Don't worry, you'll have access to all the cock you can handle and more. But if you so much as touch your dick, I'll cut it off you. Your cock and balls belong to me now, and you don't get to come unless I say you can. How else are you going to learn to come just from having your ass stuffed? By the way, the bottom bunk's yours, so I hope you haven't made too much of a mess." Kyle grinned and tucked his cock away, looking down at the pathetic, broken college boy.

"Why don't you go over there and show the guys opposite us your well-fucked pussy? Press your ass right up against the bars and spread your cheeks so they can get a real good look at your hole. It'll give them something to look forward to later."

A/N: I think this has potential for a lot more. If you like the story, leave a comment! Tell me what else you would like to see Kyle, the other inmates and the guards do to James to further corrupt him, torture him and rape him. I'm definitely open to taking suggestions.



Prison Bitch Ch. 02: First Fuck



James was in quite the predicament - he was kneeling at the feet of his burly, masculine cellmate, his lips swollen and slick from sucking Kyle's cock, tears streaming down his face, his cute blue eyes wide with horror. Kyle's monster dick bobbed and jerked in front of his face, wet with spit and pre-cum. James couldn't imagine that cock fitting in his ass - it was the thickest dick he had ever seen, even in porn. But if he didn't bend over and offer his ass up willingly, Kyle would just make him. He was his cellmate's new bitch - if he didn't play nice, Kyle would just hurt him, would fuck him all the more brutally for resisting and take his frustration out on James' vulnerable, sensitive balls.

When Kyle let out a low, warning growl, James immediately sprang into action - he didn't want to get his balls beaten. Surely that would be worse than taking that monster dick up his ass?

"Please," he sobbed, even as he stood up to do as he was told. "Please, I can't, I've never taken a dick. You're too big, you'll rip me apart, please." His lip was still bleeding from where Kyle had hit him. Everything more than a few feet in front of him was blurry without his glasses. He was a tiny little weed compared to the huge, muscular man in front of him.

"If I have to tell you again, boy, you know what'll happen," Kyle said, narrowing his eyes at the pathetic boy in front of him. He reached down, stroking his thick, meaty cock a few times. The head was sloppy with pre-cum and spit, his cock throbbing in time to his pulse. All he wanted was to bury his dick in Kyle's tight ass and blow his load.

James hesitated for a second longer before wilting like a flower out of the sun. He peeled his underwear down with trembling hands, his cock still sticking up proudly. It was nothing compared to Kyle's - a mere five inches, and not all that thick. Kyle's cock was easily twice the size of his, possibly even thicker. Stepping out of his underwear and standing there, a skinny teenage boy, barely nineteen, he knew that his life was over. There was nothing he could do to stand up to this man. If Kyle told him to bend over, James would have to bend over, or risk something worse.

Crying like a baby, far too aware of the laughter and jeering from those that could see him in the cells opposite, he leaned over the bottom bunk, trapping his cock between his stomach and the grimy mattress.

"That's it, there's a good bitch," Kyle husked out, eyeing James' pale, round ass and his straining thighs. "Stick your ass out like you're all in heat for my dick." He stepped closer, smearing the head of his dick over James' buttocks. "You got a real pretty ass, bitch. I'm gonna enjoy stretching it out until it swallows my dick like it's made for it."

Shaking, James helplessly did as he was told. Fisting his fingers into the filthy sheets, he stuck his ass out as far as he could. He trembled when he felt Kyle's hot, thick dick smearing over his skin. James closed his eyes and took in a deep breath, just waiting for it. He knew it would hurt - it would probably hurt worse than anything that he had ever felt, but maybe if he just got it over with, Kyle would leave him alone.

"Oh yeah, you're gonna be a real good, obedient bitch, I can tell. Maybe I should fuck faggots more often," Kyle said, sliding his huge, warm palms up James' inner thighs. In one powerful motion, he wrenched the boy's legs apart, forcing them wide so that James was completely exposed to him. Kyle looked down at his pretty pink pucker and grinned - he really was going to enjoy turning that tight little asshole into a cunt. Leaning down, he spat slickly on the hole, laughing as he felt James jump. "Relax, cunt," Kyle said. "You'll like this. Most faggots do."

Kyle wasted little time with teasing James - he just pressed one thick finger against the boy's tight, twitching hole before forcing it inside, twisting it back and forth, screwing it into James' ass. As much as Kyle wanted to fuck the boy, he knew that fucking a virgin open on his huge cock without stretching him out a little on his fingers first would hurt him, too. He didn't care much if he hurt James, but Kyle wasn't much of a masochist - when he slid into James' virgin asshole, he wanted it to be tight and slick, not chafing him with the vice-like friction. 

James gasped as he felt Kyle's finger penetrate him - even the man's fingers were thick. James had played around a few times by sticking a finger up his ass, but Kyle's fingers were twice the size of James', and his hole burned and ached as it stretched. Sobbing into the sheets, James trembled in place as his cellmate violated him, stretching his hole open until it ached and burned.

The boy's hole was deliciously tight. Kyle's dick twitched just at the thought of getting inside that tight, hot hole. He didn't really give a shit about James' comfort, or how much he hurt the boy. As far as Kyle was concerned, James was just a hole to fuck. If anything, he kind of liked it when he hurt his bitches - it made them clench around his cock so nicely. Twisting his finger inside the boy, he quickly added a second, ignoring James' muffled gasps and whimpers as the stretch hurt him. Kyle fucked him brutally on his fingers for a couple of minutes, opening him up, scissoring his fingers mercilessly as James twitched and cried out in pain under him.

Pulling his fingers out with an obscene, slick sound, Kyle parted James' buttocks and looked at the other's pink hole. It was already starting to look like a cunt - where it had been tiny and tight before he had shoved his fingers into the boy, it was now slick and open. He watched as James clenched, returning his hole back to that tight, pink little pucker. By the time Kyle was done with him, that pretty pink hole would be gaping open and leaking come like a well-bred pussy.

"I'm gonna fuck you now, James," Kyle husked out, spitting onto his opened hole to make the first slide nice and slick. "I'm gonna shove my big dick all the way into your virgin hole. I'm gonna rape your ass." Kyle grinned, stroking his throbbing cock. "Don't worry, you'll learn to love the feel of my huge dick opening you up. By the end of the month, you'll be begging for my dick. You'll be able to take my fist up your pretty pink asshole. Of course, it won't be so pretty and tiny then, but I'm sure you'll learn how much pleasure your ass can bring. Especially to other people." Kyle laughed and slapped James' ass.

"Now, I want you to reach behind you and open up your cheeks for me. I want you to give me your asshole like a good bitch. I want you to thrust your cunt back at me and open yourself up like the faggot you are. Because really, deep down, you want my dick. You crave it. You want it so bad you can fuckin' taste it," Kyle said, gripping his own dick at the base, aiming it at James' virgin hole.

"I'm not," James sobbed. "I'm not a fag, please, I can't. I'm not, I don't want it, please. Oh God, please don't make me. I'll suck your dick, I'll do whatever you want, just please don't fuck me, it'll hurt so bad, please." He couldn't do it. He just couldn't do it - it was one thing to lie there and take Kyle raping him. It was another thing entirely to open himself up, press back and offer his virgin hole up to the big man. He clenched his opened asshole, sobbing uncontrollably. If he did this, if he let Kyle fuck him, that would be it. He would be the prison bitch. God only knew how many men would fuck him over the next few years. It all started here.

If he wanted to, Kyle could push in anyway and fuck James right there, whether the other opened himself up or not. But Kyle liked it best when they helped with their own violation - he liked it best when they opened themselves up for their huge dick, sobbing and crying as they pried their buttocks open while he raped them. He slid a hand between James' open legs and fisted the boy's balls, giving them a nasty squeeze. "Reach behind you and open yourself up for my dick," Kyle threatened.

Nauseating pain shot through James' stomach. His legs jerked. He sucked in a breath and whimpered, tensing up, his balls trying to tighten and draw up into his body to escape the abuse. He arched his back, his hands flying back to his ass. Lying flat over the bed, he dug his fingers into the crack and pried his buttocks open as wide as he could, exposing his slick, pink hole humiliatingly. Anything to get away from the sharp ache of having his balls squeezed. "Please," he whimpered, wincing with pain. "I did it, please, fuck, it hurts."

"There," Kyle said, giving James balls one last warning squeeze. "That wasn't so hard, was it?" he asked, just taking a moment to look at the way his new bitch was spread out for him. He was going to have so much fun with this one. His dick twitched, leaking pre-cum copiously from the tip. Moving forward, he teased the uncut head over James' saliva-slick hole, loving the way the boy whimpered and tensed in anticipation. "You keep your ass opened up and shoved out at me, boy. You gotta show me how grateful your fag ass is for the privilege of my thick cock opening it up. Plenty of guys would love to be in your position, so if you ain't grateful, I'm gonna take my payment out on your nuts."

With that final warning, Kyle grunted and started to force the thick head of his cock into James' virgin asshole. Despite the quick fingering that Kyle had given the boy, it was still hard work to get the head in. Grunting and sweating, Kyle rocked forward, gripping James' hip with one hand and his cock with the other. Finally, with a forceful thrust, something gave. James' tight asshole opened up and swallowed the thick head. Kyle groaned and looked down, laughing as the boy squealed. He could see James' ass stretched obscenely around his cock, the boy quivering against the bed as he held his own ass open for Kyle to rape. "You think that hurts?" Kyle asked. "You haven't felt nothin', yet." He gave an almighty thrust, forcing all ten inches of his thick dick into the kid's ass, encasing himself completely inside the boy's tight, virgin hole.

James whimpered. It felt like someone had shoved a hot poker the size of a baseball up his ass. His insides burned and ached, that thick cock stretching him out in ways that he had never thought possible. He sobbed into the sheets, not daring to let go of his ass, keeping himself spread open for the huge dick violating him. "Please," he whimpered. "Oh fuck, it hurts, I can't take it, please take it out, please. I'll do anything."

Kyle just laughed. "You don't get it, do ya?" he asked, fisting a hand in James' hair, keeping him pinned against the bed, forcing his head down and dominating him completely. He started to rock his hips, grunting as James' tight ass practically sucked at his cock as he withdrew. He looked down, admiring the way the boy's hole bulged out slightly as he pulled his cock all the way back to the head before slamming inside him again, making him take all ten inches with every solid, brutal thrust. "You'll do anything I want anyway. I can make you do whatever I want. No one's gonna to stop me. The guards put you in here with me because they want you to get fucked like a bitch. Dunno why they want it, but they only put guys in with me when they want their little assholes stretched out. Fuck, they'll prolly fuck you themselves the first time they get a chance. You're the new prison bitch. You're gonna take everything that's given to you. You're gonna be fucked an' fisted an' tortured. You're gonna have your nuts beaten and your cock whipped. You're gonna have your ass stretched out beyond your wildest dreams, and you'll love it. So don't tell me you'll do anything, because I can make you do whatever the fuck I want." He fucked the boy brutally as he spoke - each slide became easier and slicker as James' ass opened up for his thick cock, stretching to accommodate him.

The horror of his situation truly dawned on James for the first time. If what his cellmate said was true, it was worse than just being Kyle's bitch. He couldn't help whimpering as the other man pulled back - it felt like Kyle was dragging his insides out along with that huge cock. But Kyle was right - no one came. The only response was jeering laughter and hooting from the other prisoners. Everyone knew exactly what was happening, and they weren't helping him. Instead, they were waiting, thinking about what it would be like to take their turn with the new prison bitch, thinking about all the things they could do to him. James sobbed brokenly, breathing frantically as Kyle fucked him hard, using him for his pleasure. His body was no longer his own - it belonged to the men in the prison, the guards and the inmates that would use him as a fuck toy for the length of his sentence. They would play with him, stripping him of his masculinity and his humanity until he was nothing more than a hole to fuck. Even as he despaired for his future, James had no idea what the extent of the abuse would be like. He was destined to live for most of the rest of his life as a bitch to abuse, fuck and torture, and it was all sanctioned by the guards who would no doubt want in on the action.

The worst part was, trapped between his stomach and the mattress, James' cock was still rock hard and leaking. Every thrust that Kyle made brushed up against a spot inside James that made him pant and clench, traitorous pleasure shuddering through his body, making his cock throb and his nipples tighten. The fucking was hell, even as his ass opened and it got easier. It stung, burning and aching, every thrust feeling like it was ripping him apart. But in every tidal wave of pain there was a lick of pleasure teasing at his senses, stimulating his helpless body until he panted with a desperate mixture of lust and agony.

Slowly, James started to move with the thrusts. He pulled his ass open further, each thrust taking his breath away. James surreptitiously rocked down into the sheets, grinding his aching cock down into the bed. He moaned throatily, his eyes rolling up at a particularly deep, hard thrust that hit his prostate hard enough to make his toes curl. He clenched down around the thick cock invading his ass like he was trying to keep it inside him - he truly was a slave to his body. He didn't even have control over his own senses.

Kyle moaned as James' ass milked him like a hot, tight pussy. Grunting, he sped up his thrusts, panting erratically as his balls drew up. James' ass felt so good, tightening up around his huge cock in pulsing waves every time he drove into the boy. Kyle didn't really care for James' pleasure, but even he had to admit that it had a nice effect on his dick.

"Oh, fuck," Kyle groaned, his thrusts becoming jerky, his muscles tightening. "Gonna come in your tight little cunt, fuck." With one last, brutal shove, he pushed his dick as far inside James as he could, shuddering and gasping as he came up his new bitch's ass. Grunting and groaning, he rocked his hips slightly, milking his orgasm for all it was worth. Letting out a low sigh, Kyle pulled back, pulling his cock out of the boy's twitching hole. The once tiny little pucker was now slick and open, gaping slightly after the hard fucking that James had been forced to take. "You should see how stretched out your asshole is," Kyle said, sliding his thumbs inside of James, pulling him apart, watching as come leaked out of his hole.

James just whimpered into the sheets at the humiliation of having his well-fucked, aching ass opened up and exposed. He could feel the other man's come leaking out of him. His dick twitched and throbbed underneath him and he couldn't help but rock his hips slightly, unbearably aroused with no relief in sight. "Please," he groaned out - this time, he wasn't begging for mercy, but something else entirely. His hands flexed, keeping his buttocks pulled open - he didn't dare let go before he was told. With just an hour in the cell with Kyle, he was already well and truly broken, submissive to the other man in every way.

"Mmm, your hole's really coming along nice. It's already looking like a nice, slick cunt," Kyle said, slapping the boy's thigh and pulling back. He chuckled as James begged him - the way the other flexed his hips against the bed made it clear exactly what he wanted. "Maybe you won't find it so bad here, faggot. Since you seem to enjoy cock so much. Don't worry, you'll have access to all the cock you can handle and more. But if you so much as touch your dick, I won't be happy. Your cock and balls belong to me now, and you don't get to come unless I say you can. How else are you going to learn to come just from having your ass stuffed? By the way, the bottom bunk's yours, so I hope you haven't made too much of a mess." Kyle grinned and tucked his cock away, looking down at the pathetic, broken college boy.

"Why don't you go over there and show the guys opposite us your well-fucked pussy? Press your ass right up against the bars and spread your cheeks so they can get a real good look at your hole. It'll give them something to look forward to later."



Prison Bitch Ch. 02



"Thank you Mistress, I am glad that I could please you. I just hope that I can please you as well as you have pleased me in my short stay here, so far. Is there anything that I can do before dinner for you? I would love to be able to get you off a few times before chow."

She leaned down and kissed me with the softest lips that have ever graced my lips. She whispered into my ear, "That is a good slave, thinking about her Mistress first, before your rest. And because you have been so good, I will allow you to please me before dinner. So, come on over here and let me see what you can do with that tongue of yours. If you eat my pussy well, I will give you a treat after dinner." 

I was bound and determined to give her pussy a good licking and make her cum like she had made me cum. I wanted that reward, whatever it may be. She walked over to a recliner looking chair and sat down. There was a pillow in front of it and that made me feel good that she was being thoughtful enough to spare my knees. She beckoned me with her finger and I got up and moved to in front of her chair. "Kneel down in front of me and remember, if you don't do it right, I will have to punish you, severely."  

"Yes, Mistress...I will please you like you have never been pleased before."

I knelt down in front of her while she pulled out something from the side of the chair. Then I realized that this chair had been made special for her. What she pulled out were examination stirrups. She placed her feet into the stirrups and pulled herself down to the edge for me. Her cleanly shaven pussy was gorgeous and glistening wet. "Alright, you little bitch, I want you to spread my lips wide open and begin eating my pussy. You will not stop until I tell you to stop and you will have free reign on my cunt. You may use your fingers and your mouth at your will. Please do a good job as I have not had a good orgasm since this morning in the shower. I need a release badly."

I couldn't wait to get my first taste of someone else's pussy. I reached up and spread her lips wide open and took a good look at her already hard clit. I ran my finger over her clit and she moaned. It was hard and wet and I just had to taste it. I stuck my tongue out and licked up and caught her clit with the tip of my tongue. She grabbed me by the back of my head and pushed my face into her pussy with a force that told me that she was still in control. "Don't tease me, you little cunt, eat my pussy and make me cum like the slut that I am."

I did as I was told and flicked my tongue across her clit as fast and as hard as I could. She tasted so sweet in my mouth that I couldn't get enough of her. I took her clit into my mouth and sucked on it as she had sucked on mine earlier. She pushed the back of my head harder into her pussy and pulled my hair as she did so. That turned me on and I began to give her a little blow job. Her clit was sticking out so hard that it was just like sucking on a little cock. I bobbed my head up and down on her clit while she met my every thrust with her hips. She had some leverage with those stirrups and I could feel her begin to shudder. I sucked on her just as hard as I have ever sucked on a cock and began to feel the beginnings of her coming to orgasm. 

"Oh yeah, you little clit sucker, suck me dry. Make me cum hard and you will definitely get a reward after dinner. You eat pussy pretty good for a beginner and if you are this good now, just think what you'll be like in a few weeks, or months, or years! Oh god!!! You are making me feel so good, just like a little whore should make her Mistress feel. Eat me, damn it!!!"

I could feel her hips shaking with every stroke in and out of my mouth. I couldn't wait to stick my tongue in her little honey pot, but I wanted to get her off with just sucking on her clit, first. I began to flick my tongue inside my mouth on her clit with every down stroke and she was getting wetter. I could smell her sex and wanted more and more with every flick of my tongue. I knew she was close so I locked my mouth around her clit and licked as fast and as hard as I could. "That's it...eat me...suck my clit, you fucking cunt...make me cum...damn..."

She pulled my hair and pushed my head onto her mound as hard as she could, she lifted up her hips and I could feel the rush of orgasm begin. She didn't squirt like I had, but I could tell that she was in the throws of orgasm. She was cumming hard and I was feeling proud that my mouth and tongue were able to bring her into this realm of ecstasy. Knowing that she was hitting the height of orgasm, I sucked harder. She screamed out, "OH MY GOD!!! That's it!" I could feel the muscles tightening in her pussy area and wished my fingers had been inside her for that first orgasm. In fact, about half way through her cumming, I stuck my middle finger deep into her cunt. She gasped! I could feel her pussy muscles tightening around my finger and she was so wet! I think I was hotter now than when she was eating my pussy. Feeling like I had done something really good here as my first official duty as her sex slave, I wanted to get her off again. I brought my index finger into her cunt with my middle finger and began to fuck her like a slut. I was still sucking on her clit during this fucking I was giving her and it wasn't two minutes before her hips started grinding against me and her muscles started clamping down on my fingers. I turned my fingers around, like a little hook inside of her, and began to massage her g-spot. She went wild!!!

"OH GOD!!! Please fuck me...fuck me harder...that's it, suck my clit while you're fucking my cunt. Make me cum, Bitch!!! FUCK MEEEEE!!!"

I was thrusting my fingers into her with a purpose. I wanted to make her cum hard. I wanted her to be pleased with my submission unto her whims. As I sucked on her clit, I fucked her cunt harder. Then I took my mouth off of her clit and replaced it with my thumb. She moaned in ecstasy and squeezed my fingers so hard; I thought she would break them. Her pussy was so wet by now that her juices were flowing down to her asshole. I looked at it and wanted to ream her ass. I loved the taste of her and couldn't get enough. With my fingers still inside her cunt and her breathing calming down some, I leaned a little lower and licked her asshole. Her ass was tight and tasty. I stuck my tongue into her asshole and she moaned in pleasure. I figured she liked her ass played with because she had played with mine earlier. Between my licking her ass and the juices flowing down, I figured she was wet enough to enter. I took the two fingers out of her pussy and slid them down to her asshole. As I began to enter her ass with my middle finger, she raised her hips to meet my first thrust. Alrighty then, she is going to like this finger fucking that I am going to give her ass.

"Don't tease me, you little cunt, fuck my ass with as many fingers as you can get in there!!!"

Not wanting to disappoint her, I added my index finger immediately. Once her ass was a little looser with two, I added a third. She was tight but I could tell that she had been fucked in her ass more than once. She met every thrust into her ass with her hips. She was fucking my fingers as much as I was fucking her ass. While watching my fingers disappear in her asshole, I decided I needed another taste of her pussy. I leaned my head down and stuck my tongue deep into her cunt. She was dripping wet and covered my face with her pussy juice. What an experience for my first time. I licked up to her clit and sucked on it for a couple of minutes. I let it slide in and out of my mouth while my fingers invaded her asshole. What a rush. Then I thought back to what she did to me and decided that her cunt needed some attention as well. I brought my other hand down and stuck three of my fingers from my left hand deep into her cunt. I started thrusting deep and hard into her with the same strokes I was giving her rectum. Then I started to alternate strokes between the cunt and her ass. She was screaming with pleasure.

"Fuck me, you filthy whore! Make me cum and you will get a surprise before we go to dinner. Fuck me hard...that's it, lick my clit, fuck my cunt, fuck my ass. You are such a good little slave and you will be rewarded greatly. FUCK MEEE!!!"

Oh, I was pleasing her. I was making her feel good. I was being a good little slave, just what she wanted. I took my mouth off of her clit and really got into the thrusting of my hands into her holes. I could feel the tension growing and her muscles building. The release was not far away. With the very next stroke of both hands, I added the last finger from each hand. She went wild.

"OHHHHHHH!!! Yeah!!! Fuck me, baby. Fuck me like a little whore!!! I am CUMMING!!!!"

With that, she came all over my left hand. She almost squeezed my fingers out of her body completely. She met every thrust with her hips and pushed my head back into her pussy. I took her clit into my mouth and sucked hard. Her orgasm turned me on so badly that I almost came. It lasted close to a full two minutes. She was gasping for breath and her entire body was shuddering. When the height of orgasm hit her, she squeezed her legs together and locked my head into her crotch. I was pinned; I had no other choice than to ride this out. I sucked and fucked until she released me. I gave her clit another little lick and she scooted up into the chair. She was at the sensitive stage. Yea, me!!!

"That was absolutely incredible. Now I know why the Boss wants you to be protected. YOU ARE HOT!!! I may never let you go. If that was the first time you have ever eaten pussy, then you are going to be one hot commodity in this place. Oh, you fucking little whore, I can't believe my good luck. You are mine and nobody is going to have you unless I feel they are worthy." Her heart rate began to slow down and her breathing a little more normal. "That was awesome, my little slave. You will be rewarded and in a big way. First things first, we need to have a little talk about what will happen when we go to dinner in the general public of this rat hole. You may get up now and get your jumper on. We have to be dressed for public outings."

I did as she told me and went to my bed roll and put my jumper on. I could feel her eyes on me but dared not turn around to look at her. I sat down, fully dressed, on my bedding and she began to speak. "You may look at me while I tell you how things will go down tonight." I lifted my head up and looked into her eyes. "I don't even know your name, not that it matters any, you will always be Cunt, Slut, Bitch or Whore to me, but it might be nice to know, what is your name?" 

"I am Sophie, Mistress." 

"Thank you. Well Cunt, there are a few things you need to know about me before going out into the chow hall. Like I said before, I have been here for ten years, since I was 19. I will be here for quite some time and have had to prove myself more than once in this place. I am resented by some but respected by even more. There are many cliques in this facility and I am accepted in most of them. I have been in your shoes at one time but for the most part, I have been in my shoes. I was only a slave once to my mentor and first love. She is gone now and I am pretty much the Queen on this cell block. You will be mine until I say the time is to move on. The Boss has given me the responsibility of grooming you into a sex slave to be envied. So, this is how it's going to play out.

"When the guards come down to release us for dinner, you will walk behind me with your head bowed. I will be leading you with a leash just like a dog. You will never eat before me nor will you eat at the same table with me. You will be right behind me and you will not start eating until I am half way done with my meal. Just in case I need something seasoned or cooled off. Some of the other queens will envy me for having such a hot little slut for a brand new sex slave. They will demean you and they will berate you but you are to take it or be punished. I will dish out the punishment for insubordination out in public. And if you make me punish you out there, the punishment, when we return to our cell, will be three times as harsh. No slave of mine will be disobedient in front of others. I have a reputation to uphold and I am not going to let some little whore take down my rep anytime. Do you understand what I am saying?"

"Yes Mistress, thank you for allowing me to follow you to dinner. I will make you proud, I promise."

"Just remember, no eye contact in public, not even with the other slaves. That is the first lesson you must uphold. Also, there will be no contact with men for the first month of your stay. The cock that you received after your shower today, will be the last real cock you even see in the next month. If I am to groom you to be a lesbian, you must act lesbian. If you do well within this first month, you will be rewarded with a gang bang from every shift of guards this place has to offer. The guards should be here any minute. One last thing, tomorrow morning after our shower, you will be taken to the infirmary to have those luscious tits pierced and fitted for a chain. They will also fit you for a chastity belt and keep it in safe keeping for future disobedience. If you don't ever want to have to abstain from sex, you will listen to me and obey me with every whim. The guards also have the authority to place that chastity belt on you. If the guards do it, I don't get the key for two weeks and you will still continue to perform for me. Imagine eating pussy for two weeks and never getting any relief. It is not fun, in the least. I would suggest that you just be a good little slut and obey who you are supposed to. I hear the guards coming to take us to dinner, are you ready?"

"Yes Mistress, thank you for your guiding words. I will not disappoint you!" With that, she attached the leash and we stood at the door waiting for the guards to release us, me behind Sherri with my head bowed and my pussy soaked. She turned around, lifted my chin up to her and kissed my lips sensuously. She probed my mouth with her tongue and reached up and squeezed my tits. 

"If you are a good bitch at dinner, I will fuck you when we get back here. You have the look of someone that needs to be fucked. How does that sound?"

"Awesome, Mistress, thank you." The doors opened and they began to walk. Mistress with slave in tow.

Just wait until you see what is in store for Sophie in the chow hall.



Prison Bitch Ch. 03



Thank you readers for your continued support and cheering me on to write more of this story!! Hope you enjoy!  Please leave feedback, I love to hear comments on my stories.

Sophie followed Sherri out of the cell and held her gaze to the floor.  Sherri walked ahead of her even with the guards.  

“Well, what do you think Sher?  Is she gonna be a good one or one that is hard to train?” asked Lucas.

“Oh, I think that she is going to be a very good slave.  I may not give her up after three months.  We’ll have to talk to the warden at that time.  She is one hot little whore, isn’t she?”

“Oh yeah, she took both of us, no problem.  Sherri, if you let our shift be the first shift when you let her fuck a man again, there’ll be something special in it for you.  We really want that cunt after a month of no cock.  She will love having our cocks after having none.”

“I think that could probably be arranged, gentlemen.  How’s that sound to you whore?” 

“Whatever pleases you Mistress.”

“What’d I tell ya fellas?  She is going to be a gem.  By the way, if your little friend Tiffany gives me or my slave any shit at chow, we will have words.  You better tell her to mind her business.  I don’t want to subject this little bitch to any of that too soon.  You’ll have a talk with her, correct?”

“Yes, ma’am, whatever you say.  Please try to remember that we are the guards and you are the prisoner.  I wouldn’t want your little whore to see you get punished.  It has been a long time, Sherri, maybe you need some cock to help you out of this role that you have put yourself into.”

“No thanks, Lucas.  I’ll be better off after dinner when I can fuck this little whore’s tight little cunt.  I’ll mind my P’s and Q’s as long as you keep Tiffany away from us.”

We finally arrived at the chow hall.  It was loud with the clanking of the trays on the table.  The silverware was scraping against the hard cafeteria type trays.  There was a lot of chatter when we walked in but as soon as people started noticing Sherri with her new slave, there was a hush that came over the crowd.  In a room with 800 women in it, that was almost a miracle in itself.  All eyes were trained on us.  My gaze never left the floor.  Once the initial awe had worn off, the chatter slowly started up.  We entered the line, me following behind Sherri watching her heels.  This was not a choice making line of nourishment.  Everyone got the same amount of the same slop in the same spots on their trays.

One of the servers began some idle chit chat with Sherri.  “So, Sherri, you got a new one do you?”

“Yeah, Tracey, isn’t she cute?”

“Oh yeah, you need any help with her, you let me know and I’ll take some night shifts to help you out with anything that you might need.”

“Why don’t you just plan on it next week?  I like to have a full week with them before I introduce other women to them.  See if you can’t work nights all week.  She’s gonna be a fun one.”  She winked at the lady and the lady winked at me.  She was cute and my cunt got wet with anticipation of next week.  I was enjoying one woman.  What would it be like with two or more?  Wow, what a rush.

We continued through the line and had a choice of coffee, tea, milk or water to drink.  I chose iced tea after Sherry had chosen the same.  I followed her to the table and she sat her tray down on the table with the head bitches of the prison.  All of them had slaves sitting behind them, not touching their food.  Sherri sat down and then told me that I could sit.  I set my things down on the table and waited.  I heard a couple different women say “EAT” and then some of the slaves picked up their utensils to eat.  They would not look up and neither would I.  I did not want to get punished.  I listened to the chatter at the table behind us.  Someone asked, in a very snotty tone, “So, you get a new bitch again, huh Sherri?”

“You know it was my turn to get a hot one.  The last two skanks I trained never even got off of their pad on the floor, the whole three months I had them.  It was definitely my turn to get a hottie.  And I may just keep this one a while.  You may never get your hands on her, bitch.”

“Oh, I’ll have my time with her; you know I’ll get her sooner or later.  You can’t be with her 24/7, there are things she has to do being a newbie.  And when I do, you will be the first one to taste her on my lips.”

“You better watch what you say, little Miss Tiffany.  I do have a little bit more pull at this place then you will ever imagine having.  I’ll make your life miserable for the next three weeks.  Just leave my bitch alone.”  She did not say another word to the girl that was sitting across from her.  

The girl eating next to me whispered while she was chewing.  “You are a very lucky girl to have Sherri as a Mistress.  She is the most wanted among us slaves.  She did not want any one of us as soon as she got wind of you coming in.  She gets her choice.  If I was hot enough, I would be in your leash and you in mine.  I have been with my mistress for a month and she is a bitch and a half.  Welcome to prison, bitch.”

I heard my mistress say the word that I had been waiting to hear.  “EAT”.  I picked up my spoon and began eating the slop in front of me.  I saw the guards patrolling the aisles and when they got behind Tiffany, I heard whispering in her ear.  I couldn’t hear what was being whispered, but I imagined it to be a discussion about leaving me alone.  Lucas and Jones had our area of the chow hall.  Lucas was walking in my view in the aisle across the table from me.  It must have been Jones that was whispering in her ear.  I made eye contact with Lucas and he stared at me with lust in his eyes.  He looked like he wanted to be deep in my ass again.  My cunt was soaked sitting there thinking about this afternoon’s initiation.  

“You shouldn’t make eye contact with the guards.  Sherri will not like it if she finds out,” my neighbor offered through chewing her food.  “Sherri has little spies all over this prison.  She has trained all of the mistresses at that table with the exception of Tiffany.  She will know that you gave that guard a good look before you get back to your cell.  Just be careful.”

“Thanks, I appreciate it.”  I continued looking at my plate and ate what I could.  All of a sudden I felt someone behind me, with their hard cock sticking in my back.  He leaned over me and turned my head to look at him.  He turned my head back and whispered into my ear, “I cannot wait a month for that ass.  I will have that tight ass again, before the week is out.  You be a good slave for Sherri and I’ll be able to get you away for a couple of hours.  Don’t fuck that up, do you understand me?”

I nodded my head.  Sherri had turned around and saw him whispering into my ear.  She got up out of her seat and came up behind us both.  She spoke loud enough for us to hear, but no one else.  “You better stop fucking with my whore or I am going to give you heartache like you have yet to see from me, you little cock head.  I don’t like anyone fucking with my property, do you understand me?  Now, get the fuck away from her, please!”

He leaned back up and looked at Sherri and said, “You better mind your business Miss Sherri, you are still a prisoner here and I am the guard.  I will make sure your life is a living hell if you don’t get off my back for your slave.”

“Oh Lucas, you are so naïve.  Don’t you understand that the warden loves me and will give me anything and everything that I want.  I hold a special place in her heart and there is nothing you could do or say to stop that from happening.  There is a bond between us that cannot be broken.  You haven’t been employed here long enough to know the details but you will learn the story eventually.  Now walk away from my slave and keep doing your job away from me and her.  Okay?”

He was pissed but walked away.  Sherri turned to look at Jones who was smirking.  Jones had been here longer than Sherri, but he was the only guard with that much longevity.  Sherri had seniority over all of the other guards.  He walked away from Tiffany and mistress sat down to finish her iced tea.  As soon as she was finished, she yanked on the leash and I arose and grabbed my empty tray and hers.  She walked me over to the conveyer to send the dishes back to the kitchen.  As she was leading me out of the chow hall, I was tripped and landed flat on my face.  I was dizzy and didn’t get right up.  Sherri squatted next to me and asked, “Are you okay, bitch?”

“I am a little dizzy, mistress, I am so sorry.  Let me lie here for just a couple of minutes.”

She stood back up and I was watching her feet get in front of someone else with stiletto heels on.  As soon as she spoke, I knew it was Tiffany.  “You should control your bitch a little better.  What a fucking klutz.”  As she kept talking to Sherri, I was dragged away from the scene.  I was dragged a couple of feet back and picked up by Lucas.  He ran me out of the scene before it got out of control.  A few minutes later, we were in a small dark room alone.

“I am going to apologize now for what I am putting you through, but that little cunt is going to learn a lesson here tonight.  Not only will I not go a month without having you, she will be inviting me in very soon.  I have some goods on her and I will have some goods on you before long.  Now, I want you on your knees and sucking my cock.  I want to feel the back of your throat with the head of my cock.  I’ll give you some good fucking and then take you back to Sherri.  She is going to punish you for having a cock inside you, you know that right, cunt?”

I nodded my head as I lowered myself to the ground as he took his hard cock out of his pants.  I opened my mouth and he shoved his cock deep down my throat.  He was hard and he was huge.  He tasted like me still and that turned me on so bad that I started sucking him like he was my last meal.  I grabbed his ass cheeks and pulled him harder to me as he grabbed the back of my head and began fucking my face.  He was hitting the back of my throat with every stroke.  He was getting harder and I could feel the veins in his shaft sticking out.  His balls were getting harder and I could taste the pre-cum oozing out of the little slit on his head.  I reached under his balls and began massaging them with one hand and fingering his ass with the middle finger of my other hand.

That was all he could take.  He emptied his entire load down my throat, I swallowed every drop.  I sucked his head only for a few minutes and got every ounce of cum from that huge cock.  It was beginning to soften in my hand.  He picked me up off of my knees and pulled me into a kiss.  He could taste his cum in my throat and he about choked me with his tongue as he was trying to scoop every drop he could from my mouth.  He moved to my throat and then up to my ear and whispered, “You are such a hot little cunt, I could never go without you for a month.  I could barely go the last couple of hours.  I want to taste your hot little cunt.  I want to finger that snatch with my whole hand.  Would you like to be fisted right here in this broom closet?  I am going to make you cum so hard that you squirt all over my face and arm.”  

He let go of the embrace that he had me in and spread out a blanket.  He laid me down on this blanket and unbuttoned my jumpsuit.  As he lifted me up to get my arms out of the prison garb, he leaned over and sucked my nipple into his mouth.  He continued to pull off the rest of the jumpsuit while he bit on my nipples.  When he had the legs off of me, he moved down to my pussy in a heart beat.  He spread my legs open and lay down and went to town on my clit.  He was licking and flicking his tongue fast over my hard clit.  He sucked my clit into his mouth and started giving me head.  It was very erotic and I was on top of an orgasmic ridge in no time.  When he slid two of his huge fingers into my dripping wet cunt, I gasped in surprise and ecstasy.

He began finger fucking my cunt like I was a whore.  I was.  I was his whore at the moment.  I would be Sherri’s whore in a little while, where I was going to be punished.  I could try to say no and see what it would do and I thought, fuck it’s too late already, I had already swallowed a huge load of his cum.  If I was going to be punished for being with a man, then I was going to make it worth it.  I started meeting his every thrust with my hips.  He added a third finger and began wiggling his fingers against my g-spot and making me crazy.  Mid thrust, he added his pinky finger and was pounding my cunt and sucking my clit.  I was not going to be able to take much more.  His fingers inside my cunt were incredible feeling.  He knew exactly what spot to hit and how to hit it.  I raised my hips and met his thrusts and came all over his face and arm.  “Oh that’s it, you fucking whore.  Cum all over me.  Your pussy is so hot!  I am going to get my fist in there right now!”  

He twisted his fingers and slammed his thumb and heel of his hand deep inside me.  He was in up to his wrist.  He was slamming my cunt with every ounce of force that he had.  His fingers curved up inside me and hit that spot on every stroke in there.  I felt so full, I could hardly stand it.  The pressure on my special spot was incredible and I came harder than I had all day in this prison.  My cunt grabbed onto his hand and was not going to let go.  I squeezed and bucked and squirted all over the place.  My cunt was a constant flow of ejaculation for two solid minutes.  The blanket that I was lying on was soaked, as was my captor.  He should have taken off his uniform because now it was soaked with my cum.  How hot was that?  

When he finally was able to move his hand, he withdrew it from a very sloppy cunt.  He moved down a couple of inches and slipped three fingers into my tight ass.  He was getting it ready to fuck with that hard cock of his.  The juices on his fingers were lube enough to get me going pretty hot and heavy.  I loved having my ass fucked and was anticipating when he entered my tight hole with that big cock of his.  He added a fourth finger for a few minutes and then he pulled his fingers out and in one smooth move, had his cock deep inside my ass.  My ass was almost as wet as my cunt.  He fucked me hard and deep for quite a while.  It felt so good to have him inside me like this.  I couldn’t go a whole month without cock.  I had never done it since the day my cherry was popped.  I could always find someone who wanted to fuck me.  

Anyway, Lucas kept pounding my ass and then he started spanking my ass cheeks.  That was going to leave a mark that Sherri would see.  I started getting nervous and turned on at the same time.  This was so taboo for Sherri so demeaning to me that my cunt was flowing rapidly.  I started meeting every thrust into my ass.  He slapped me hard and in time with his fucking.  It was hot as hell.  I loved having cock fuck my ass.  I couldn’t wait to see what Sherri was going to do with a man’s cum inside my ass and his hand prints all over my ass.  She was going to punish me severely, I had a feeling.  He slapped my ass the same time he emptied his balls into my ass.  The hot liquid hitting the back of my anal cavity made me go over the edge into orgasmic bliss.  He grunted as he emptied the last of his cum deep inside me.  I was squirting all over his legs.  Again, he was soaked.  He slowed down and we caught our breath before he withdrew his softening cock from my asshole.  

He rolled me over and kissed my lips with a passion that I could feel all the way down in my cunt.  “My shift ends in an hour and half, right after lights out.  I will be back tomorrow; in fact I am working the whole weekend.  And don’t worry; Miss Sherri will not give me any shit about fucking your ass.  I’ll be able to live without your cunt for the month, but not your sweet ass.  I want that always.  Now, let’s get you back to your mistress.  She is going to be pissed, but there’s not a thing she can do to me.  I cannot control what she does to you, but be sure that she is not going to hurt you.  You are the warden’s new pet and she has strict orders.”

He stood up and pulled his pants on, tucked in his shirt and realized that his collar was all wet with my ejaculation.  “You, fucking little whore, you have soaked my shirt with your cunt juices.  What the fuck were you thinking?”  He slapped my face.  

I threw my hand to my face and said, “I can’t fucking control it, you should have taken your shirt off, dumb ass.”  That got me another slap.  “I am sorry, but I really can’t control it.”  I pulled my jumper up and buttoned it.

“I know, I am sorry that I reacted that way.  Let’s get you back to your whore before I have to do rounds.  Jones was covering for me while I took care of you.  He should be back at Sherri’s cell by now.  Let’s go, slave!”

He opened the door and led me out by my leash.  No one was in the corridor that we were in so there was no way of anyone knowing what we were doing in there or that we were ever in there to begin with.  He walked me to the main cell block and there were even more cat calls and whoops and whistles than before.  I heard someone say, “Sherri is going to whip your ass Lucas.  Be sure of that!”  He didn’t react, he just kept walking.  We got to Sherri’s corridor and there standing outside her cell were Sherri, Jones and some woman in a business suit and stiletto heels that I didn’t know.

Lucas said under his breath, “Oh shit.  We are in for it now.”

“Good evening Warden, how are you this fine evening?”

“Well, Lucas, I am a little pissed off, as a matter of fact.  You see, when my star prisoner pages me that there is trouble, I come running.  This place runs smoothly under my watch and if you can’t understand that being in my employ, then maybe you should look for another job.  Yes, you have more authority than Miss Sherri here, but you are not to abuse that authority as she has a lot of years making peace on this cell block.  She takes the natural thing that is going to happen here and makes the transition with these women to a modest prison life.  She teaches them how to survive out there and make friends in the ways that will count if and when they ever set foot out of these walls again.  

“You have directly disobeyed an order of mine to leave the new girl alone.  You know I don’t care who or when you fuck in this place, but when I hand out an order such as that, you are to obey it with the utmost respect.  You are hereby put on a three day suspension pending further action up to and including transfer from this facility.  I suggest you go home and think about your position here.  On Monday morning, you be in my office at 7:00 am sharp.  We will discuss your actions and the consequences that will need to be paid.  Deputy Jones, please see Officer Lucas out of the facility and collect his badge, gun, and prison identification.  I’ll see you Monday morning, Officer Lucas.  Good day!”

Jones led Lucas from the corridor and the warden walked up to me and inspected me for the first time.  “Oh Sherri, I see what you mean about her.  She is gorgeous and would be given all kinds of shit out there.  You are right, you may have to keep her a little bit longer than usual.”  She walked up to me and opened my jumper to look at my tits.  “Yep, you were right again, sweetie.  She has some nice tits and you should definitely get them pierced.  I’ll make sure to sign the order for her to be taken down first thing tomorrow.”

“Under the circumstances, Warden Tracey, I would like to accompany her to the infirmary for this procedure.  Please allow me this concession?”

“Of course, sweetheart, I would not deny that of you.  You should be there for everything the first three months.  You should not be without her for even one minute.  I will get her assignment to the laundry room with you, immediately.  We’ll play it by ear on where to move her in a month.  Teach her some basic survival techniques to stay safe in this hell hole.  She’ll be better off for it in the long run.”




Prison Bitch Ch. 03: Guards, Guards!



A/N: Definitely my most requested and most popular story, so I thought I would come back to it. It's been a while since I've written about poor James becoming the new prison bitch, so forgive any continuity errors. I live on feedback, so please do leave a comment, and I do take suggestions. Pretty much nothing is off limits (after all, if I don't like the suggestion, I just won't write it!). I can't promise that I'll be able to write about all the suggestions given, but they certainly do give me ideas! Please note that this story is a continuation from my last profile, unfortunately I lost the login details.

*****

James lay on the bunk, sobbing. He had just had his ass raped by a huge, thick cock. What was worse was that Kyle had made him hold his own ass open for it - even more pathetic was the fact that James still didn't quite dare to let go. Another man might have put up more of a fight, but deep inside, James was submissive. Whereas another man would have needed much more force to bend to Kyle's will, a part of James that he didn't even know existed craved being dominated by a bigger, masculine, more powerful man like Kyle. There was no clearer evidence than the hard, thobbing cock between James' legs, trapped between his stomach and the mattress, leaking sloppy pre-cum all over the bed that he would be sleeping in later. His ass had been opened up from a tight, pink little pucker into an open, slick hole. He clenched, trying to close it, but it returned back to its open state.

Of course, his hole would heal and tighten again, given a little while. It would return to a nice, tight little pucker, perfect for ruining again, and again, and again. James would be fucked in so many ways that by the time he finished his sentence, he wouldn't be anything but a fucked-out cock slut that craved cock and domination. But at the moment, James was very much at the beginning of his journey, and he was still trying to come to terms with his new role as the prison bitch, though is throbbing cock certainly seemed to like his change in circumstances.

"Go on, then," Kyle said. "Go and show off your pussy. I don't like having to repeat myself."

Again, another man might have put up more of a fight, but James' balls still ached from his earlier punishment (for not compying fast enough). He let go of his ass and got up off the bed. His knees were shaky from the brutal fucking he had received, and his dick, which was of average size (though dwarfed in comparison to Kyle's massive cock), was obviously hard and throbbing, wet at the tip.

Crossing the cell, James reluctantly put his back to the prison cell, much to the pleasure of those that could see into the cell. There was whooping and jeering as he leaned over and reached behind him to spread his hole, showing off his opened, fucked-out hole, still leaking come and a little bit of blood where Kyle's dick had been too much for him. His cock throbbed between his legs, a reminder that some sick part of him was getting off on all this.

"You look so pretty, like that. Look at you, your faggot cock all hard for me," Kyle said, leaning against the wall and just watching James for a moment, surprised but pleased by how obedient the slut was being. That time, he hadn't even needed to tell James to bend and spread twice. "Just stay there and let everyone admire your well-fucked ass for a little while."

James stood there for almost half an hour, tears rolling down as his cheeks. He didn't dare move from his position, despite the fact that his muscles protested at the position. The whole time, he showed everyone that could see his spread, opened hole. He could hear the laughing and jeering, could hear promises about how they were going to wreck his hole later, jokes about bending over in the shower. It made his cheeks heat with humiliation, though his cock never quite went down.

Then, the sound of doors opening caught his attention. The guards were making their inspection.

"Please," James said, turning as the guard approached. "Please help. H-he raped me, I need to-"

"Did I say you could turn around, bitch?" Kyle said, looking up lazily from the book he was reading, apparently completely unconcerned by the arrival of the guard.

"That's a very serious accustion, inmate," the guard said. He was a burly man, not quite as large as Kyle, but certainly bigger than James. There was a cruel edge to his smile, something hard in his eyes. James' stomach sank. "You'll need to provide evidence before I can take any action, I'm afraid. I can see you're already naked - why don't you turn around and show me what he allegedly did to you?"

James already knew it was a trap. He was not a stupid boy - he had been in college, after all. Foolish yes, and perhaps a little naive, but he already knew this guard wasn't going to help him. He also knew that the guard had absolute power over him, more so than even Kyle did. He forced down a sob and turned around. This time, he didn't part his cheeks so willingly - he wasn't that much of a bitch, not so quickly.

"I'm going to need to see better than that," the guard said. "Bend over, and part your ass cheeks for me." He paused, then grinned. "Just like you were doing before."

With a sinking feeling and a wrecked sobbing sound, James bent forward and parted his ass cheeks.

"Well," the guard said. "It is looking a little like a pussy, but you could have arrived like that." A ridiculous accusation, since his ass was still a little slick from the brutal fucking he had received. "I better check, to be sure."

James already knew what that meant. He tensed, expecting a probing from fingers. He did not expect what came next. Something big and cold pressed against his hole, not quite as big as Kyle's monster cock, but bigger than a normal dick. With little preamble, the object was forced into his still-tight ring, making James jump and gasp. It went in much easier than it would have done a mere hour before, but it still wasn't an easy fit, his ass burning and aching at the penetration.

The guard had just inserted his baton deep into James' asshole. Kyle watched curiously, reaching down to squeeze his cock slowly through his jumpsuit. That was a hot sight, James bent over and presenting his pretty pussy to the guard whilst the guard worked the baton in and out of James' guts.

The guard fucked James on the baton, admiring the way his cunt practically slurped and sucked at the object.

James, for his part, jerked every time the baton bottomed out in him. It didn't hurt as badly as Kyle's cock, but it certainly wasn't a pleasant feeling. Except that almot every time the guard thrust the baton inside of him, it hit a secret, hidden place, a place that made his cock twitch and leak. After five minutes of being fucked like that, James was panting and flushed, his dick standing at full attention again, throbbing and begging to be touched. He squirmed in place, not daring to let go of his buttocks but desperately wanting to stroke himself. He was blushing with humiliation at his responses - he wasn't a faggot, he didn't want this, but he couldn't deny the way his cock pulsed with his heartbeat.

The guard pulled the baton from James with a slick, obscene sound. "Well," he said, apparently coming to his conclusion. "Your ass loves being fucked way too much for it to be rape. Rape is a very serious accusation, you know. I'll have to let the other guards know that you're one to cry wolf." With that, whistling, the guard went on his way, completely uncaring (or perphaps even enjoying) poor James' predicament.

James stayed where he was, ass still parted, his hole once again slick and opened up from being fucked - once by a cock, and now once by a thick guard's baton. His cock bobbed between his legs as he trembled in place, the reality of the situation once again hitting him. Everything that Kyle had said was true - the guards didn't care. Worse, the guards would be contributing to his abuse. He really was going to be the prison bitch, for every single man that wanted him. And he was pretty enough that nearly everyone would want him.

Kyle was eyeing James contemplatively - watching James get fucked by the guard's baton had gotten him hard again. He rubbed at his cock, contemplating what he wanted to do to the pretty bitch next.

"You really are a faggot cock slut, aren't you, bitch," Kyle said. "Say it. Tell me that you're a faggot cock slut who loves having your ass fucked."

"I-I don't," James said, looking at Kyle, his eyes wet with tears. "I'm not."

"Are you going to make me ask again?" Kyle asked, his voice low and threatening.

James chewed at his lower lip, not saying anything until Kyle started to get up. "I- fuck. I'm a cock slut," he said, his voice quiet.

Kyle smiled, and settled back into his chair. "That's a good start," he said. "But that's not what I said."

James closed his eyes and took a breath. Tears rolled down his cheeks. "I'm a faggot cock slut and I love having my ass fucked," he said, quietly, resigned.

"Better," Kyle said, thoroughly amused. James was so easy to bend to his will, so easy to break. He was going to have a lot of fun making this one do the most depraved things, trying to see where his limits were. Kyle was starting to get the idea that James didn't have any limits, given the right... motivation to do what was asked of him.

A buzzer went, saving James' ass from another raping. Unfortunately, James had no idea about what else he was in for.

"Shower time, bitch," Kyle said. "Since you're such a faggot, cock-loving slut, if anyone tries to talk to you, that's exactly what you're going to tell them. If anyone speaks a word to you, you tell them that you're a faggot slut who loves having your ass fucked, you hear?"

James' heart sunk again. His stomach twisted. It was bad enough having Kyle and the guard abuse him, but he knew that if he did what Kyle asked, the whole prison would soon know that he was nothing but a fucktoy for them to play with. Miserable, he cast his eyes down toward the floor.

"What are you going to tell them, slut?" Kyle asked, patiently.

"That I'm a faggot cock slut and I love having my ass fucked," James repeated, dutifully.

"Good boy," Kyle said. "And don't think I won't find out if you don't. If you disobey me, your balls are going to pay the price."

The prisoners were being sent for their showers in blocks. Kyle would be accompanying James - he had plans for the boy. After all, he liked his bitches to be nice and clean.



Prison Bitch Ch. 03



“Thanks Warden, I owe you one!” said Sherri.

“Oh, you owe me more than one, but we will discuss that Sunday night before my meeting with the scum bag Lucas.  You will repay me three fold, you know that.  Alright, I am going to leave you two to yourselves.  I know you have some things to get through tonight.  How long past lights out, do you want your cell lights left on?”

“Oh go ahead and shut them down.  I’ll put my private lights on as to not arouse too much suspicion.  I’ve got some candles left from Christmas so I’ll probably use some of those as well.  Good night Warden and thank you very much for all of your help and support.”

“You just take care of our special girl there.  It’s the least I can do for her older sister.  She’s a special girl and once she serves her time, her sister is going to try and get back in touch with her.”

My eyes went wide.  This woman knew my older sister whom I had not seen in ten years.  Fuck!  That meant she knew I was in prison and would hold it over my head for sure.  Well, that’s a long time away before I have to deal with her and her so called plans.  

“Good night girls, lights out in 30 minutes.  Have fun and Sophie, you would be good to obey Miss Sherri for the rest of your stay here.  No more cock for you for 30 days.  Do you understand me, young lady?”

I nodded my head and said, “Yes, ma’am.  I understand.”

She walked over to Sherri and kissed her lips and pinched her nipple.  “Good night sweetie, I’ll see you Sunday night.”  She walked me into my cell and Sherri closed the door as the warden radioed to the control room to lock us down.  Then she walked down the corridor and out to the cell block.  

I stole a glance at Sherri and noticed that she was still facing the outer part of the cell with her arms crossed over her breasts.  She was thinking about something, for sure.  As she quickly turned around, my gaze went to the floor.  She walked over to me and lifted my chin to look her in the eye.  “I don’t know whether to coddle you for having to put up with Lucas’ cock in your mouth and ass or beat your ass for directly disobeying me and taking that cock like a little whore.  I am so pissed right now that I could spit bullets.  The thing is that I am not sure if I am mad at you or him, more.  You are to be punished tonight for this insubordination.  But first thing I want to do is get you showered and get all of that nasty male cum out of you.  That will be the last sperm that enters your body for 30 days now.  Let’s go and clean you up and let me cool off a little bit before dishing out your punishment.  That will be better for the both of us.”

She led me by the leash into a private shower stall that was in the adjoining room to her cell.  The shower stall was about 10 feet square and had 8 shower heads on the four walls.  She turned the water on hot and steamy.  “Go ahead and take your jumper off, you won’t be needing that until breakfast in the morning.”  I took my jumper off and folded it neatly and set it on the sink.  She kept my collar on and led me into the shower stall and latched me to a chain that would limit my movement in this stall.  All of the showerheads were pulsating showerheads that were removable from the wall.  She took one down and wet my hair down with the steaming hot water.  It felt good to get rid of some of the grime from the day that I’ve had.  She trained the water on my tits and turned the pulse on to rinse off my nipples.  They were hard and poking straight out.

“Your nipples are going to look great pierced.  Are you excited about having pierced nipples?”

“Yes mistress, I am very excited.  Yours are definitely hot being pierced.  Is it going to hurt?”

“Yes, it hurts like hell and I will have to coddle them until they heal in about a week and then they are going to be trained for extremely rough nipple play.  One of the warden’s favorite things to do is to play with the nipples roughly while she is dominating one of the slaves.  Every woman leaves here with one thing if they don’t leave with something else and that is tough nipples.”

My eyes opened wide when she said that and sprayed my clit at the same time.  “Yes, sweetie, you are being trained to be the warden’s whore.  She has a special whore on each block.  She has many whores throughout the prison, but the special whore gets special treatment for a solid month, the month without the cock.  You will experience lesbian love like you never imagined in the next 30 days.  You will learn how to please more than one woman at a time and please them as if they were the only woman in the room with you.  I am the one that is going to teach you to be that special whore.  I have until Monday morning to teach you basics and then once warden has had a chance to taste you and see what you might like, then she will give me an agenda to train you on.  She is very thorough and very keen to sense the actions that sluts need to respond to her touch.  She will find what buttons to push and she will push them every chance she has.  I’ll tell you her story tomorrow night.  We have too much to accomplish tonight for you to enjoy it.  Now, let’s get those holes cleaned out.”

She turned me around and grabbed a hose off a hook on the wall that was shaped like a douche nozzle.  She turned a knob on the side on and water shot out of every hole in that nozzle.  She bent me over and she stuck that nozzle in my ass and rinsed away all of Lucas’ cum.  It felt good to have that hot water streaming in my ass.  She was stroking the nozzle in and out of my ass, rinsing it well.  She held me down with a hand on my back and then slid the nozzle from my ass to my cunt and rinsed it out nice and clear.  She allowed me to stand up and she shut the douche nozzle off and grabbed a pouf and soaped it up.  She started at my neck and washed every inch of my body.  She made sure to get my nipples nice and clean as they were standing straight out.  She rubbed that coarse pouf all over my body and washed me squeaky clean.  When she washed my pussy, she ran it over and over my clit.  My clit was hard as a rock when she finished, but did not take me to orgasm.  She grabbed the showerhead and rinsed me off from head to toe and stopping in the middle on the way back up.  She squirted that showerhead right at my pussy and hit my clit with that hot stream of water.  It was going to be close.  It felt so good that have that water pulsing on my hard clit.  

She took it away as soon as she had me right at the edge and knocking hard.  I took a deep breath and held my tongue.  “You are getting it now, you little cunt.  I will control your orgasms and you have nothing to say about it.  I just want you to be clean for the next two hours.  I have some plans for you.”  She turned off the water and stepped out of the shower.  She handed me a towel and I proceeded to dry myself off.  “Why don’t you put your hair up in a ponytail to get it out of your way for when you’re eating my pussy?”

“Yes mistress, I will put my hair up.”

I threw my hair up in one of the hair ties lining the bathroom mirror.  I was dry and clean and awaiting my next orders.  “Alright bitch, let’s get the beating over with.  I see that you allowed Officer Lucas to spank your ass, so I need to cover up his hand prints with my own.  I think we should take you in and chain you up to the wall, facing the wall.  Yeah, let’s go.”  She led me back into her cell and she noticed the time.  She lit some candles and turned on a small lamp at her bedside.  “We’re going to have lights out in about five minutes.  It’s best to be prepared.”

She led me over to the shackles on the wall and chained me up with my wrists above my head.  I was, again, on my tippy toes.  I heard her wrestling around on the wall with all of the dominatrix supplies.  She walked up behind me and shoved a ball gag in my mouth.  Then I felt a nozzle enter my ass and the warmth of the lubricant being injected into my ass was enough to take me over.  She filled me up good with lube and then shoved an anal plug into my ass, hard and deep.  It was huge in my ass but felt awesome to be filled up like that.  Then she attached some nipple clamps to two rings sticking out of the wall.  My mistress was going to give me my first lesson in getting tough nipples.  She attached the nipple clamps to my nipples and pinched them hard.  The clamps were making my nipples numb in two minutes.  Then she took two steps back and came down hard with a leather belt on my tight ass cheeks.  I screamed behind the ball gag and she hit me again, harder.  

“This will be a daily routine with us, get used to it.  The more you scream and struggle, the harder I will get, always.  That is our communication technique for spankings.  If you want more then just put up a fight and we will oblige.  You don’t want it any harder, then be still and take it.  I love to beat women’s asses, it makes me wet to know that your cunt is getting wetter with every strike of this belt.  I can smell your cunt flowing.  You smell so good, my mouth is watering.  I will have to get me some of that as soon as I finish your spanking.”  She hit me consistently with the leather belt and making my ass cheeks sting like hell.  But she was right; I was getting wetter with every slap of that leather.  I thought I would test out our communication plan and screamed and struggled against the chains.  Sure enough, she brought that belt down harder and faster.  I stayed still until she leveled out again.  Every lash with that leather belt hit the anal plug that was stuck in my ass.  It was erotic as hell.  She stopped beating me and walked back over to the wall.  When she walked back, she disconnected the nipple chains from the wall and pulled them up through my collar.  She tightened the clamps down to where my nipples were protruding out like cow tits.  She tweaked my nipples through these clamps and my cunt started flowing down my thighs.  

She took my arms out of the shackles and set me down on the ground.  I had tears in my eyes from the beating and she said, “Oh that turns me on when a bitch cries from one of my beatings.  That on top of knowing that your cunt is wet and hot and ready to be eaten,” she stuck two of her fingers into my cunt and wiggled them up inside me, “turns me into a lesbian animal.  I think we will try some 69 action.  I need my cunt licked and fingered too; it has been a long couple of hours since you ate my pussy.  You lay down in my bunk and I will get on top.  I like to be in control, as if you didn’t know that already.  I want to ride your face and tongue and I need to taste you.  Your cunt has amazing flavor and I can’t seem to get enough of it.  So, go ahead and lie down.”  

I lay down on her bottom bunk and got in the middle of the mattress.  She climbed on top of me and put her pussy right over my mouth.  I opened my mouth and stuck my tongue out.  She lowered her hips down and allowed me to enter her lips with my tongue.  She lay over me and spread my lips open and started licking my clit like it was the last she was ever going to lick.  I continued to lick and suck on her clit and stuck my tongue deep into her cunt.  She started riding my face like she was riding a cock.  That turned me on to be used like this, sexually.  I felt her enter two fingers inside my tight wet cunt and begin to finger fuck me silly.  She took her tongue off of my clit long enough to say “You cum whenever you need to you little cunt.  I want to see how many times I can get you to squirt on my face.  No holding back bitch, do you understand?”

I answered through her pussy a positive response.  Her pussy tasted so good and I reached up to stick my fingers into her cunt and she moaned into my pussy.  She added a third finger to my tight cunt and went to town on my g-spot.  I was squirting in no time and she was grinding her hips on my tongue while I was fingering her cunt.  It was a very erotic scene that I was proud to be a part of.  Maybe prison life won’t be so bad after all.  She added another finger to make it four and just started pounding my cunt.  I came even harder and squirted even more.  We were soaked and she was fucking my fingers back with a vengeance.  She was building like I had seen no other woman build before.  When she was finally able to release, she actually squirted all over my face.  That turned me on enough to add another finger to her cunt and pick up the pace on my thrusting.  She came again while practically fisting my tight little cunt.  I came again in response to her squirting a hot load all over my face.  It was hot and wet and erotic.  WOW!

She sat up and took her leg over me and collapsed on the bed.  She told me to turn around and we spooned for a few minutes while our heart rates were coming down to a more normal level.  “Man, are you one hot little whore or what?  I have never cum like that in all my years of fucking.  I have never squirted before.  Thank you for sharing that experience with me.  I think we will have to work on me to squirt every time I cum, like you do.”

“Thank you mistress for giving me the opportunity to bring you to the female ejaculation club.  There are only about 8% of the female population that can ejaculate in the manner that you have just shown.  That is a very elite group to be a part of, be proud that you are now a member!”

“Oh for sure that is a hot club to belong to.  Thank you for taking me to a level that I have never achieved before.  That is just one time of many that we will be able to show one another things that we can do for each other.  You are amazing and I am so glad that I got put with you for training.”

“Mistress, Lucas told me that you have your choice of new inmates and that you chose me personally.  Is that true?”

“Well, since the cat is out of the bag, I am not going to lie about it.  Yes, I do have my choices and when I saw your rap sheet and your mug shots, I fell in lust with you immediately.  I was going to have you, no matter what!”

“That makes me feel special, mistress.  Thank you for choosing me.  I will be your good slave for the duration of my stay.  I promise to behave and obey you from now on.  I don’t want you pissed off at me, ever.”

She leaned over and kissed me with lots of passion and a lot of tongue.  It was hot and erotic to be kissed by a woman of this caliber.  She turned me on.  I couldn’t wait to see what else she had planned for me for this evening.  She got off the bed and pulled me up with her.  I waited for her to command me to do what she wanted me to do.  She walked over to the wall and pulled a couple of things down and walked back to me.  She put a blindfold over my eyes and told me, “Now you won’t be tempted to look into my eyes.  You also will not see what I have planned for you next.  Now, I want you to walk with me over her to the doctor’s table.  That’s a good little whore.  I want to give you something to forget about all of those men walking around this prison with hard-ons for you.  I am going to make you forget about men for the next 30 days.  You won’t even think about men when you see what is in store for you over the weekend.  Okay, put your feet up, that’s it right here in the stirrups.  Now scoot your ass down to the edge of the table, yeah right there.  Perfect.  Now I will restrain your arms and your ankles so that you cannot move.  That’s the way that I like my slaves, immobile and ready to fuck!”

I felt something being attached to my nipples that were still protruding from the nipple clamps she had put on earlier.  They were additional clips right on the tip of my nipple.  She attached them and then turned them on, they were vibrating nipple clamps and man did they do the job.  I moaned as the vibrations went from my nipples all the way to my cunt and had me flowing again.  Then she positioned herself in front of the table and rubbed some sort of phallic device at the opening of my cunt.  I wasn’t sure what it was but if I had to bet on it, I would have bet it was a strap on dildo.  It felt good rubbing up and down my pussy.  She made circles with it around my hard little clit and then shoved it directly into my sopping wet cunt.  She leaned over me and fucked me like a whore with that strap on device.  It felt almost as good as a real cock.  And boy did she know how to use it.  She fucked me long and hard and made me cum with that dildo.  It was wet and sloppy sounding down there in my cunt.  The sounds of her fucking me turned me on so bad that I squirted all over that cock and my mistress.  I could feel this fake cock getting bigger inside my fuck hole.  That was impossible, wasn’t it?  Then I felt warm liquid enter into my cunt that felt just like a cock releasing hot sperm into my hole.  

“Oh god, yes, fuck me!  Fuck your sex slave like a whore.  C’mon mistress, make me cum harder.  You have the tools to fuck me all night.  Do it!”

She slammed that cock into my cunt and hit the anal plug with every thrust inside me.  Maybe I could get her to fuck me in the ass with that massive cock.  I would love to feel that sliding in and out of my tight ass.  She reached up and fondled my breasts with the vibrating clamps and had me cumming again in no time.  The nipple play was good enough by itself to get me off but combined with the fucking that I was receiving, it made me cum that much harder.  Then she pulled that anal plug from my ass and inserted another dildo inside my asshole.  Here it was attached to the other one that she was fucking my cunt with.  She was double penetrating me with one dildo, it was incredible.  I felt so full and so nasty that I came again, hard.  

“Oh man, you keep fucking me like that and I am going to be spent, soon.  It feels so good mistress; please I never want this to end.  I love having both of my holes filled and being manipulated by a beautiful woman as you.  FUCK ME!”

She turned up the heat a little bit and had me over the edge in no time.  She definitely knew what she was doing.  I couldn’t get enough of this feeling of being fucked in both holes at once.  I could not imagine having sex with anyone except this magnificent woman at the moment.  

“You are such a little whore to want both holes fucked like this.  You are going to be mine for a very long time.  I love fucking women and you are making it extremely easy to want to fuck you always.  Your cunt is so tight and you get so hot.  I have never met a woman that gets off as much as you do.  You’re getting ready to cum again, aren’t you?”  I nodded my head.  “Well, c’mon you little tramp, cum again as you do so well.  I want to feel your juices coat my skin as I fuck you to orgasm.  Oh my, that’s it.  I think that I am going to cum with you my sweet.  Oh yeah, here it comes my little whore!”

She squirted another load of hot liquid inside my cunt and ass at the same time.  I couldn’t help it, I screamed and orgasmed like I had not orgasmed that day.  She then pulled the nipple clamps and struck a nerve all the way to my cunt.  I exploded and soaked my mistress and her fake cocks.  I could hear my liquid splashing on her bare skin and that turned me on to the point of cumming again in the middle of that orgasm.  This was going to be it.  I couldn’t take anymore and wanted to just sit and relax for a few minutes.  I think she sensed that this was going to be the last orgasm that I could endure for the night.  She planted her cocks deep inside me as the most intense orgasm of the day hit me.  I screamed and bucked my hips and squirted all over the place.  She came with me and that made me smile.  

Once we were calmed down and mistress had removed the objects from my fuck holes, she took off the restraints and led me over to her bunk and lay me down.  She lay down beside me after removing the strap on dildo.  She snuggled up beside me and said, “For being such a good little whore today, I am allowing you to sleep in my bunk rather than the bedroll on the floor.  Here let’s get rid of the blindfold and settle down to sleep.  You have a big day tomorrow, let’s get some shut eye.”  She turned off her lamp and blew out her candles and then crawled up beside me and we went to sleep.  I was thinking and then dreaming of the possible events for the following day.




Prison Bitch Ch. 03







Prison Bitch Ch. 04: Hose Down



A/N: This story includes graphic descriptions of non-consensual sex. In this chapter, there is slight inflation/enema fetish.



 When it was their turn, Kyle contemplated making James go down to the showers naked – that would certainly send a message. But there was no fun in rushing things. Kyle had a lot of time to ensure James' utter debasement – one day soon, James wouldn't be allowed to go anywhere without crawling, naked, offering himself up to any man who wanted him. Kyle was patient to allow him to wear clothes. This time.

 James, completely oblivious to how close he had been to making the trip down to the shower naked, dressed. They stepped out of the cell together, Kyles' hand a commanding presence on the back of the boy's neck, guiding him. James' eyes were still red-rimmed with tears, and his ass still throbbed from the earlier abuse.

 They joined the throng of men heading down to the shower.

 "Well, whose this?" asked a thirty-something, bald man with a crooked nose. He grinned nastily at James.

 James, naively, hoped that Kyle would respond for him. He didn't get that luxury. Kyle squeezed the back of his neck hard.

 "I'm... I'm a faggot cock slut and I love h-having my ass f-fucked," James said, casting his eyes downward, toward the floor.

 The man's grin widened. "I'd help ya out with that but we'd hold everyone up," he said. "Maybe in a bit, eh?"

 "Maybe," Kyle said. "He needs cleaning up first. Come round during rec and I'll make sure he spreads for you."

 "Yeah?" the man asked.

 "First fuck's free for friends," Kyle said. "After that, it's a pack a go. Half for his mouth."

 "A pack?" the man asked, raising his eyebrows. That was expensive.

 "Yeah, have you seen his face? He's cute as fuck, if you're into that. Plus he was a virgin before I fucked him. Still nice and tight, though not for long. He cries real nice, too. Show him your face, slut."

 So this was what his life was going to be? Pimped out for cigarettes. James shifted in place, his eyes on the floor. Disobeying wasn't worth it, for such a simple order, no matter how it was phrased. Flushing, he raised his face toward the man.

 "Aye," the man said. "I'll try 'im out, mind. For free, you said."

 "Sure. Might not want to wait for too long, though, if you want a tight hole to fuck. I can tell this one is going to be a favourite."

 James winced. He licked his lips. "Please," he said.

 "What's that, slut?" Kyle asked, still gripping the back of his neck, marching him forward toward the showers.

 "Can't I... I want to be all yours," James said, not sounding at all convincing. "Your personal fuck slut." It was simply a matter of self-preservation. He didn't know how he could exist, bending over for the entire prison as some form of currency.

 Kyle laughed. "It's selfish not to share. You don't want me to be selfish, do you?"

 James' stomach asked. He opened his mouth to respond, to beg some more, but then they were at the showers, and Kyle shoved him toward the changing room. "Everyone, this is James. James, why don't you introduce yourself. The way I taught you."

 James paled. There were at least thirty men in the room. "I can't," he said, his voice a near whisper.

 "You will," Kyle said. "Or I'll have you bend over that bench and give your ass to every one of them, right now."

 James swallowed, his hands clenching, his face flushing with humiliation. "I'm a faggot cock slut and I love having my ass fucked," he said, so quietly that only those nearest him could hear him. They laughed and nudged each other, eyeing him up and down.

 "Louder," Kyle said. "Don't make me ask it again. They better hear you in the next fucking cell block."

 James took in a breath, slanting his eyes down toward the ground, not wanting to look at them. "I'm a faggot cock slut and I love having my ass fucked!" he exclaimed, to the whole room. The room immediately erupted into laughter and raucous comments.

 "Good slut," Kyle said. "Now get undressed and get into the shower blocks."





Kyle stepped away, getting undressed smoothly and quickly, leaving James to his own devices.

 James lingered, hoping that if he just took long enough, he would somehow be able to avoid whatever was coming next. However, Kyle didn't wait for him, leaving the room, and James became increasingly aware of the men staring at him. Suddenly, he felt unsafe. More unsafe than he felt with Kyle, somehow. He finished undressing hurriedly, aware of the eyes raking his flesh, swallowing as he hurried after Kyle before he was gang raped in the changing room. A fate which he felt sure he would be punished for.

 Kyle was already under the water, and James had to admit that he was magnificent. He stopped, staring for a moment, watching the water sluice over smooth, muscular skin. Normally, he would never stare like that, but Kyle had fucked him. Kyle had dominated him thoroughly. When Kyle turned, James got a magnificent view of that thick cock, and he wondered how something like that had ever fit inside him. Kyle chuckled.

 "And you say you're not a faggot," he said.

 James flushed, deeply. The comment immediately sent his gaze back to the floor. Other men showering eyed him with a predatory gaze. James stepped toward Kyle without even having to be told.

 Kyle shoved James under the spray of water with some soap. "Get clean. Quickly," he said. The water was lukewarm, but James did as he was told, scrubbing quickly. He didn't want to be punished over something so simple.

 When Kyle decided that James was clean enough, he shoved the boy out of the way. "Kneel," he said. "Wait on your knees until I'm done."

 James looked down at the scummy floor, his face twisting. He looked at Kyle, not quite believing the order, and was met with a hard backhand for not obeying immediately. His head snapped to the side. Immediately, he fell to his knees, trying to avoid more. He licked his lips, surprised when there was no blood. The blow had stung.

 Kyle washed himself. Men filtered in and out of the shower, leering at James, kneeling next to Kyle's feet. Kyle reached for the shower head. He unscrewed the head slowly, and the hose came free, still spraying water. James watched, confused – was he allowed to do that? What was he doing it for?

 "Get on your hands and knees," Kyle said, moving behind James, the hose in hand.

 James looked behind him, still confused, but he did as he was told. Then, he felt something at his hole, and he realised what was happening as Kyle slid the hose inside him.

 "No!" James yelped, reaching behind him to dislodge the hose. He could already feel the water gushing into him, a little too warm to be comfortable.

 "You little shit," Kyle said, as James tried to pull the hose free. He reached a hand between James' legs and squeezed his balls hard.

 James screamed, immediately slapping his hand back onto the gross tiled floor, retching. The pain was so sudden and so intense that he couldn't cope with it, black hovering at the edges of his vision. As soon as he stopped trying to resist, Kyle stopped squeezing his balls, but the pain lingered.

 "You'll stay right where you are until I come and get you," Kyle said, just watching for a moment.

 James whimpered. The water was gushing into him at an alarming rate. He was already starting to feel a little uncomfortable. Worse, Kyle left the room, presumably to get dressed. After a minute or so, James really started to sweat. He felt bloated and uncomfortable. A cramp ripped through him, making him gasp, his toes curling. His nails clawed against the tiles as the water kept filling him, his toes curling as he tried to endure it. He fixed his eyes on the door of the shower, frantically praying that Kyle would return as the pressure got worse and worse.

 His stomach rounded slightly, like he had just eaten a five course dinner, and Kyle still didn't return. James was in a world of pain, his teeth clenching. At some point, the pain just didn't seem worth it, and before he'd reached a conscious decision, he reached behind himself and pulled the hose out. He emptied himself, crying at the humiliating splash of water leaving his bowels. He cried because he couldn't believe that he had fallen so far already. He cried because he knew he would be punished, probably worse than he could imagine. He cried because the cramps were the worst pain he had ever experienced. He cried because he was never going to be the same.

 Kyle came back to James sobbing, still on his hands and knees, still emptying himself. He sighed, walked up, and put his hand on James head, like he was a dog.

 "Are you sorry?" he asked.

 James blinked, not daring to look at Kyle, quaking in place. He was already do afraid of the other man. "Y-yes," he said. "I'm sorry. I didn't mean it. It hurt so much, and you didn't come back, please. I was trying so hard to be good."

 "Were you?" Kyle asked. "I got caught up, but that's no excuse." He paused, running his fingers through James' wet hair. "Do you want to make it up to me, or do you want me to punish you? It's up to you."

 There was no question. "P-please let me make it up to you, please," he said.

 Kyle nodded. "I thought so," he said. Moving behind James, he reached for the hose, and slipped it back into James' body.

 James sobbed, tensing. He didn't think he could do that again. He also knew that he had absolutely no choice. The water gushed into his body. James whimpered as the cramps started again. He already felt tender and bloated from the last round.

 Luckily for James, just as the pressure was once again becoming unbearable, the water was turned off, the showers emptying out. Kyle didn't remove the hose, though, leaving James to sweat, sob and cramp, his stomach visibly bloated.

 Kyle was just about to pull the hose out when two guards entered the shower block – one of them was the same guard as before, the one who had shoved his baton inside of James. He took one look at the scene, laughed, and nudged his friend. "This is the little faggot I was telling you about."

 James was in too much pain to do anything but moan.

 "Inmate, leave him here, we'll take care of him. Get back to your cell. Shower's over."

 Kyle paused, reluctant. He sent the guards a surly expression – he knew that he didn't have any choice, but he had plans for the boy. Plans that were being interrupted by the guards.

 "Get the fuck outta here," the other guard said. Kyle reluctantly did as he was told, exiting the shower room, leaving James to his fate. Wasn't worth putting himself at risk.

 One of the guards moved forward and pulled the hose out of James.

 In too much pain to even feel embarrassed, James just moaned with relief, emptying himself out onto the floor, his stomach grumbling loudly. The water, for the most part, ran clear. He was nice and cleaned out. Trembling, exhausted, he kept his eyes on the floor.

 "Get him," the other – new – guard said. "I'm not fucking playing with him here, let's take him to the rec room."

 Which was how James ended up being escorted – naked – by two guards to the guard's break room so they could play with him at their leisure.