Jane/Joe's Prison OrdealChapter 5 free porn video

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"Now, Jane," he said, not whispering but still below a normal voice level. "I want you to answer me very truthfully. Did you or did you not enjoy sucking my cock and swallowing my cum?"

Without flinching, Jane/Joe answered. "Yes, I did. To both."

"And do you want us to do this again... and again?"

"Yes!"

"And how about ass-pussy fucking each other?"

"Yes!"

"And if I want to piss in your mouth and have you piss in mine?"

Jane/Joe was quiet, thinking. Then:

"Yes, even that. Especially now, 'cause I have to piss!"

"I do, too! You want to go first or second?"

Jane/Joe thought. "First!" He stood up, his limp cock in his hand, and pinched the base off. He had to piss really bad now and it was somewhat painful, but in seconds Jose's hot mouth was on him. He released the base and his piss flooded out.

Jose took his piss. It was, naturally, the first time Jane/Joe had ever pissed in anyone's mouth. It felt good. It was nice pissing into a warm, wet mouth. Jose swallowed rapidly enough to take every drop. Then it was Jane/Joe's turn to kneel. He wasted no time for he could see Jose pinching the base of his cock off.

He put his mouth on the limp dick and it started to flow immediately. Copiously. He tasted its bitterness and swallowed. Each time he swallowed, the bitter taste was renewed, rejuvenated. Then it hit him. The taste, he thought, wasn't that horrible now. Oh, yeah, it was pissy-bitter, but he could see someone getting used to the taste. The thing he liked, he felt, was the volume. It was as if Jose was coming the world's biggest load, but it was a cum with a sharper edge to it. Then Jose was finished. Jane/Joe stood up.

As Jose prepared to leave, he said, "Hey! Let's do each other's balls next time. I like that. OK?" Jane/Joe nodded. "OK, I kind of like that, too. It was a lie. He didn't like it. Yet.

After Jose had gone home, Jane/Joe lay on the cot thinking. It had been nice with Jose, different from the other men. Like two real close buddies who just happened to suck each other off. It didn't seem as guilt-ridden as his encounters with the others had been. He had even enjoyed Jose's piss. And he sure as hell enjoyed pissing into Jose's mouth.

Was he, he wondered, turning? Becoming gay? Queering up? A cock-hungry, cum-loving faggot? He didn't think so. It hadn't turned Jose. Or had it? He was confused. Gay was something you're born with. Christ, he'd read that much somewhere. You don't go from heterosexual to homosexual in on fell swoop. Maybe he was bisexual. That would explain it better.

He had only one ace in the hole, if you could call it that. In less than nine months from now he would be back in his own world. All this would be behind him and would eventually be a dim memory. So what if I had enjoyed nine months of being a cocksucker? Who was to know, anyhow? But, could someone slip in and out of gayness? Just as one could put on a new outfit and feel different? Why not? He thought. Made sense. It was logical, wasn't it? With a myriad of confusing thought flowing through his mind he drifted into sleep, with a last thought that made him fret. What if gay is something that becomes permanent?

And the same dream happened. And again, the young man named Jose refused to play ball. Refused to let the dream girl Jane suck him to completion. The dream man Jose had jumped up and cursed her again. As he did every time. What was wrong with the guy? Didn't he like having his dick sucked? Unhuman. But in this dream, the watcher got a better view of the young man's face. He looked familiar somehow. He'd seen the face before, but he couldn't figure out just when or where. Jane/Joe then heard a voice. It was friendly and loud.

"Hello, Jane!" the voice said cheerfully. It was Jose, his precious date list in one hand, his little black doctor's satchel in the other.

"I hope you slept well, honey, because you have a full plate today. I hope you're hungry! Ha ha! For your last heavy day, you have fifteen guys, Jane, with four of them wanting your sweet ass-pussy. So, out of bed, sleepyhead! Chop-chop, there's cocks' awaiting!" Jane/Joe liked Jose, but he now discovered he could be annoying at times.

Jose looked into Jane/Joe's sleepy eyes. "Just look at you! No lipstick, no nothing. You're just lying there like a wanton slut who thinks the world is going to wait on her. C'mon, Jane! Grab your socks so you can grab those cocks, girl. Time's a-wasting!" He giggled.

Jane/Joe held out a hand. Jose read it as a request for the date list. He handed it to Joe and said, "You're getting popular, sweet lips! There are six requests on there for rematches. Guess I taught you too well, eh?"

Joe didn't answer. He read a bit and said, "Sir Cougar again! Shit, he can't seem to get enough of me." Jane/Joe noticed that Sir Cougar wanted a BJA. The last two times he had only requested a BJ.

Jose said, "That's 'cause he just loves your beautiful cock-sucking lips, Janie, baby! Which, right now, need some lipsticking up if their going to please Sir Cougar--and the rest of the boys." He made no mention of the previous night's action. As if he didn't want to discuss it in the daylight. Oh, well, thought Jane/Joe, suits me.

Jane/Joe sat up on the edge of the cot, rubbed his eyes and yawned. Another day was about to begin, he thought, another day of a mere eleven blowjobs and four ass-pussy fucks. He thought of the Ride-The-Whip. Oh, well, I guess it could be worse! At least no one's pissing in my mouth on a regular basis. Yet! He stood up and went looking for his Suckit Red lipstick tube. Now where had he left the damned thing? There you are!

"Good girl, Jane," Jose said lightheartedly. "Carpe diem, Jane baby! Grab the day! And whatever else you can grab! Ha ha ha!" Then Jose disappeared leaving Jane/Joe to himself and his daily girlying-up routine. And the vision of Sir Cougar's oak wood hard, 10" prick swirling through his mind.

He checked his watch. He had time. His first "date" wasn't until seven. He wrapped a towel around him and headed for the showers, glad for the fact that no one fucked with him anymore now that he was one of Sir Bruiser's girls. Before showering, he removed the butt-plug. He took a crap, glad for the temporary relief from the insistent plug.

Back in his cell, his butt-plug fully reinstalled, Jane/Joe applied the lipstick, dabbed perfume behind each ear, put on a freshly-washed cut-off tee, and laid out the cock ring and nipple ring/chain on his cot. He checked the level of the small spray bottle affixed to the chain. Damn, he thought, I'm running low. He wrote a note as a reminder to tell Jose about getting him a fresh refill. He checked his watch again. 6:48. Better hurry.

It was time to put on the light pain-giving nipple loops with the chain that held the magical throat spray. And it was time to put on the cock-choking ring, too. And damn, it wasn't but thirty seconds after he had the cock ring in place that he had a full erection! The ring had gotten speedier! He slipped into the elastic waistband shorts and immediately felt the lightweight fabric caress and tingle his erection. He wiggled in place and shuddered. Oh, fuck, he thought.

Jane/Joe took out the small mirror and looked at the face, his face, her face, Jane's face, Jane/Joe's face, looking back at him. Shit, he thought, Jose's right! My lips are the pouty lips of a cock-sucking slut! The ruby red lips were inviting, that was for sure. The bottom lip was plumped up and puffy, and jutted out seductively, as if inviting cocks to come right on in. He formed an 'O' with his lips, showing no teeth. He looked in amazement. Any man, he thought, would want those lips around his dick. Shit, he thought, even I would!

Jane/Joe left the cell and headed for cell number 28. Waiting there, Jane/Joe knew, was a guy named Ransom who was probably even now looking forward to his first blowjob from a guy named Jane.

He checked his watch. 6:56. He picked up the pace, feeling the nipple loop's chain start to sway from side to side as it bounced its spray bottle gently against his hairless chest. Walking faster also made the lightweight fabric of his short pants send more constant tingly sensations through the tip of his erect dick. Keep me horny! I just love it.

As he walked, he psyched himself up for what was about to happen. He recited the Girly Code. Just in case. He repeated Jose's oft-said instructions to himself: Suck the guy's balls first. Get them nice and wet. Get the cock's shaft and cock head nice and wet, too. Show the guy you love sucking his cock. Suck with passion and vary the routine. Deep-throat him and moan appreciatively as you do. While you suck him, caress his balls, and fondle his ass cheeks. Stick a finger up his ass unless he offers resistance to it. When he cums his load, grab his ass and moan. And don't forget to thank him, sir, for cumming in your mouth. Christ, thought Jane/Joe, it should be easier than this! Whoops! Cell 28 was here.

"Hello, sir! If your name is Mr. Ransom, sir, I'm Jane, your cock-sucking slave for the next half hour! sir!" Ransom waved him to enter. Jane/Joe pursed his lips seductively, running his tongue across them, as Jose had taught him, and entered the cell, making damn sure to sway his hips provocatively. The effect wasn't lost on Ransom, who whistled softly in appreciation.

Ransom stood there in the middle of the cell, a large, powerfully built white guy in his thirties, and sized Jane up. "Sir Cougar was right, Jane," he said. "You do have pretty lips, girl. Come over here and drop your trou, I've got something I've been saving up for over a week just for your cute red mouth!" Jane/Joe realized Ransom enjoyed being blown by a naked man, like Barker. Or, to put it more accurately, a naked girl named Jane.

"Yes, sir!" Jane/Joe said as he approached Ransom. As he dropped the shorts to the floor and knelt, naked from the bottom of his cut-off tee down to his ankle, in front of the big man, Jane/Joe reached down and brought up the throat-numbing spray and gave his throat a good spritz. Jane/Joe then looked up at Ransom.

"Sir, would you like me to take your cock out or would you prefer doing that yourself, sir?" Ransom told him that that would be a nice touch. But not just yet.

"Let me look at you first, Jane. I see you have a hard-on. Does that mean you're hot to suck me off?"

"Yes, sir!" He couldn't believe how quickly he had said the words. But he was hot.

"You gonna give me the best blowjob I ever had?"

"Yes, sir!" Shit, he again answered very quickly. Way too quickly.

"And when I cum are you going to swallow every single drop?"

"Yes, sir!" Again, a tad too quick on the trigger.

"Now, Jane, I don't just want my cock sucked off. I want you to make love to it. To show me that you love what you're doing. And, since I don't believe in masturbation, I've got a load that will be enormous. Can you handle it all without spilling?"

"Yes, sir!" Oh shit. Who am I?

Ransom then told Jane/Joe to fish his dick out. Jane/Joe said, "Yes, sir!" and was soon looking at a very hairy, thick cock with a large, bulbous head. It looked, in a word, extremely meaty. Thick and fleshy.

It hung down, thick and semi-hard, for a good six inches. The shaft was whiter than the head, which was a pinkish purple. The head also looked longer than any one he'd seen so far. He guessed its length to be at least 2" or more."

Jane/Joe reached out and caressed the big man's ball sack. "Sir, would you like your balls sucked on, sir?" Ransom said, "Not yet. First play with my dick some. Not with your mouth yet, with your hands." Jane/Joe complied, massaging the limp sausage gently. He played with the cock head a bit and then applied long strokes to the shaft. He watched, fascinated, as it elongated and hardened up. At full erection, it topped 8" and the cock head was very wide. It's flanged ridge stood way out from the shaft, giving the head a very pronounced look. The cock head's length seemed to occupy one fourth of the total overall length. He felt the spongy head and was amazed at its hardness. It was unyielding.

"OK, Jane," Ransom said. "You may suck on my balls now!"

With no hesitation, Jane/Joe went to work on them. In no time at all they were sloppy wet from his saliva, the pubic hairs matted up. "Now go for it, suck my cock, Jane... With passion."

Jane/Joe then proceeded to give Ransom the complete, and uncut, girlie cocksucking routine, complete with appreciative moans throughout. As Jane/Joe sucked on the fat, hot and large-headed throbbing cock, his hot saliva flowing freely, the big man's moans coming from above his head had an electrifying effect on him. The more the man moaned, the harder and more passionately Jane/Joe sucked. And the more he was turned on by it all.

The two of them were getting a nice rhythm going that was unbelievably timed. The mouth/cock connection was almost on a Zen level. Surreal. His mouth was Ransom's cock and Ransom's cock was his mouth. A yin and yang of cocksucking. Ransom was moaning above and Jane/Joe was moaning below, his mouth glued to Ransom's saliva slicked prick as he went up and down. It felt supreme.

On one deep-throat plunge, he grabbed Ransom's balls and squeezed them gently. It hit Ransom as if it was a cattle prod. He jumped and twitched, both legs shaking, and let out a moan so deep and real it echoed through Jane/Joe's brain like a drum beat.

Shit, Jane/Joe thought, I I'm liking it, too! And it was true. Jane/Joe was no longer faking the passionate moans for Ransom's benefit. They were now popping out for real. The man's plump and sizeable cock head was feeling undeniably wonderful to his mouth, his lips, and his tongue. The taste of the cock was also driving him wild.

He felt that Ransom's entire cock was the perfect fit for his mouth and throat. He continued sucking, passionately, lovingly, even enjoying the sweaty, musk-filled aroma coming from Ransom's crotch area. As he breathed the heady smell into his nostrils, he felt a euphoria come over him. Oooooooo, wonderful, so wonderful. Oh, god, he thought, I just love doing this.

Jane/Joe found himself voluntarily moaning every time his lips crossed the pronounced flanged ridge, his lips forced to change shape. God, Jane/Joe thought, his fat cock head feels so sublime! It's hard and yet soft. And so long! And it fits my mouth so perfectly. And when I hit his base with my lips I feel absolutely full of cock. God, it feels good! No wonder fags and women love it so much! It's fucking mouth magic!

He thought, his mind in heaven: Oh, yes, let me suck you off, Ransom. Let me suck you off really good. Let me drive your cock crazy until it rewards me with your hot juicy sperm. Oh, fuck, Jane/Joe thought, this is good! So fucking good! That long, sponge head. The way the ridge bump changed the shape of his lips as they crossed it. Oh, mother!

He worked the big man's cock feverishly now, his spittle coating the entire cock and some dribbling out on his chin and then to the floor. He was wild now, totally lost in his passion, deaf to the entire world, and in love with the cock he was sucking. He wanted to suck this tasty cock forever, even though he knew a climax, which had to arrive sometime soon, would end the love affair. Fine, he thought, there's always tomorrow. Many tomorrows.

He varied the pressure with tight-lips, squeezing the cock, and then with relaxed, caressing lips making love to it. And his tongue got into it, too. He swirled it back and forth across the cock head's underside, feeling the two small and hard round hemispheres, that glans penis area, with their pronounced split, press against his tongue. His tongue pressed back. God, the head was so spongy, so mouth filling, so tasty. He was in heaven squared. And his moans were more frequent now. He had the strong urge to jump up and kiss Ransom wetly on the lips and then yelling for the whole world to hear, "I love you, Ransom, I love you!" He didn't.

It also felt good when Ransom finally came his humungous longer than week load, yelling out loud, "Ooooh, Jane girl, here it comes! Get ready to take me, baby! Ooooooooooo, yeah! Oh, fuck, that feels good, girl! Swallow it all and show old Ransom how much you love his nasty jizm going down your sweet little throat!" Jane/Joe moaned very loudly.

As he felt the first of the big man's thick, hot, sticky, gooey, and juicy sperm spurt into his mouth, Jane/Joe let out a moan that not only surprised himself, it scared him, too. For, as the big man unloaded, with his cock head expanding and contracting violently, his balls rising up, his dick twitching and pulsating madly, his cum flooding his mouth and going down his throat, he knew he had, for the first time in his life, developed a love for cocks. And a love for cum, too. It was inescapable. It just felt too fucking good to be anything else. Too fucking good.

He had forgotten to grab Ransom's ass cheeks when he came, but he didn't think it mattered. Ransom, if Jane/Joe knew anything at all, was completely satisfied and very happy. He, himself, felt very happy, but not in the least satisfied. That would come later. Just try and stop me!

Jane/Joe had crossed an invisible line and he knew there was no going back now. He actually found himself, as the big man's fully spent cock deflated in his mouth, looking forward to the day's blowjobs, to the next guy on Jose's list who needed his erection sucked off and his pipes cleaned out. Jane/Joe would not only suck them off now, he would make passionate love to their pricks. For he now knew that the more pleasure he gave, the more he'd get. It was so simple, really. Why hadn't he seen that earlier? Why had he deprived himself of it all?

Jane/Joe now felt insatiable and obsessed with cock. And he no longer wanted to fight the feelings. Thus, instead of being turned off by the idea of having to suck off ten more men, as he had just yesterday, he was now fully turned on by the idea and looked forward to the many encounters. He was hell-bent on recreating that unbelievable feeling he had just gotten from sucking off Ransom. The exquisite feeling of giving pleasure and of receiving it. And he didn't give a fuck who knew it!

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Authors note: I was only planning on posting two chapters to thisstory, but I've been asked to fill in the time between the two, so I will. This chapter picks up right after the First chapter. I call it, "Jilljoins the club." Jill Kelly Goes to Prison CH. 2 (Jill joins the club) By Deputy Duffy Tired and on the brink of exhaustion, Jill pulled into the drivewayof her Connecticut home. It had been a long drive from Vermont, which cappedoff an even longer day. She drew herself a hot bath...

3 years ago
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Prison Hormones

Most Convicts enjoy... secretly or otherwise... the occasional bitch... who gets sent to Colefax... or any other jailhouse... prison... or incarceration facility... who arrives already on hormones... halfway through her own sex change... or just before the final cut anyway... as you overhear the lewd commentary... and casual conversation... about sex... and what Most Men only talk about anyway... "hail... iffen uhh white bitch gonna go tuh awl dat trubble... jest tuh bee uhh bitch... den...

2 years ago
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Jerry In Prison Part 1 Warden Polinski

About seven months ago, Jerry and four of his buddies, drugged out and drunk, had driven up to a convenience store/gas station. Through his buzz, Jerry knew that he was about to do wrong, but he could not control himself for being so fucked up. The five men put on ski masks and bandannas, grabbed guns, and burst into the store, shooting bullets into the air to make everyone inside get down. One of the men had gone right up to the cashier and demanded money. Little did the robbers know that a...

2 years ago
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Deputy MorpheusChapter 6 Prison Escape

I glanced up as the commander stepped into the room and everyone quieted. He looked at me, “Morpheus, take Swift, Taylor, Samson, Adams and Michaels. They had a prison escape on Devlin.” I nodded and stood, “How many?” He shook his head, “Nine.” I grabbed my bag and started towards the lifts. The other marshals followed me as I dropped to dispersing. We had a four hour wait in the starport before boarding a shuttle up to the cargo transport that was headed to Devlin. There were only a few...

4 years ago
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Lesbian Femdom Stories The Japanese Prison Camp

Part 1 The Prison CampThe Japanese Lieutenant looked down at her prisoner. She was happy to see her stretched out, naked on the ground. Arms and legs all secured tightly to the wooden pegs which were standing erect from where they had been knocked deeply into the sand that lay beneath. ?You slut!? She screamed. ?You think you make fun of Lieutenant Nashiba and get away with? You think Lieutenant Nashiba a easy touch, you do? You must learn some manner, girl. I teach you manner now so you know...

2 years ago
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A Prison Story Part 1

CHAPTER 1 - The New Punk By JIMMY SEAY 27 year old Brian Butler was a fit muscular man. While his face was considered ruggedly handsome by some, his body was what had gotten him his choice of women on the streets. At 5 foot 8 inches, the 180 pounder was a cut and chiseled mass of beefy rippling muscle. He had broad shoulders, strong arms, meaty pecs, a ripped washboard 29 inch waist, big strong legs, and a butt that could fill out any pair of pants known to man. Women had been...

1 year ago
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Prison Props

He's making you... with frequent Pimp beatings... slightly cross one eye... or both eyes... always... while you're attempting to address... speak to... or even respond to a question or remark from certain Men... the crossed eye(s)... makes you look slightly stupid... somewhat clueless... and decidedly... intellectually disenfranchised... even bimboish... which makes it even easier for Men... to lean in... much sooner... and more quickly... and take advantage of you... you're forced to...

3 years ago
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Prison Wager

"Convict!" the guard yelled into Tom's cell. Tom looked up from his bunk at the large prison guard looking down at him through the bars of his jail cell. Tom Waters is in prison for embezzlement. He answered with respect. "Yes, Mr. Roberts." "I see your wife was here for a visit." Tom nodded his head. "Yes, Mary was here." The large guard replied. "I know because we like seeing her cute little ass as she strolled out to that shit box of a car that she now drives. That's a shame....

3 years ago
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Letter from Prison

Dear family. This is my first letter from prison. They said that they would mail it and I could write anything. I hope you receive this letter. I will be blunt and honest with you. You know why I am here so we'll not talk about that. It's been three years and I've had plenty of time to reflect. You need to know what it's like over here. Not that you can do anything about it. I doubt you'll ever read this letter. They won't mail it bit I will write it anyway.I am locked in a 6 foot by 6 foot...

3 years ago
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Fucked in Prison PT2 Gay

I sometimes struggle to remember why I married Melvin in the first place, since I had my pick ofnumerous athletic and handsome men. It was probably his outgoing personality and intelligence thatoriginally drew me to him in college, but he is not now, and never has been a man’s man. But I hadthe feeling that he would be successful and able to provide me with the finer things in life. We were doing very well, with a beautiful home on the Hudson River, when he fucked up and gotcaught bribing a...

2 years ago
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Prison Bitch

*********************************************************************** Note to Readers, this story contains racial stereotyping. If you do not like this do not leave a comment saying so...JUST DON'T READ IT *********************************************************************** Of course I dodge my taxes everyone does, it's the American way. Of course all the big businesses dodge taxes in fact with their high paid lawyers it's doubtful most pay any taxes at all! So I failed to...

2 years ago
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Prison Raid

I joined the army when I was seventeen. Han had a basic course and a few advanced courses but all officers had to go to Genta. When I came back it was three months later and as a second lieutenant in a combat team. Two years and I was a captain in the Han rangers. My company was more a large platoon and I was the only officer. With the new advance into Clar, fighting was fierce and we were getting more and more hidden bases behind our lines. When we got the recon report of a company of Rus...

2 years ago
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Prison Cum Control

It is almost time for Travis Kellys second punishment session with Dr. Gerard. He had a difficult two days with the chastity device. Although it took some getting used to, he had little trouble voiding his bladder while squatting on the toilet. It was embarrassing but doable. However the erections were another story. Unbeknownst to him, he has been loaded up with various sexual stimulant d**gs. They are designed to not only boost his sperm count and increase his production of cum, but they...

1 year ago
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Prison Cum Control

It is almost time for Travis Kellys second punishment session with Dr. Gerard. He had a difficult two days with the chastity device. Although it took some getting used to, he had little trouble voiding his bladder while squatting on the toilet. It was embarrassing but doable. However the erections were another story. Unbeknownst to him, he has been loaded up with various sexual stimulant d**gs. They are designed to not only boost his sperm count and increase his production of cum, but they also...

2 years ago
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Prison School Ch 01

Chapter 1 – Week1 – Monday Morning - Arrival and OrientationARRIVALThe four boys were getting pretty restless after the three hour long ride from the state penitentiary to the prison school, as it was called. The state had contracted with the training school to take minimum security inmates that had at least  one year to serve and train them under an apprenticeship program to become employable and certified skilled construction workers.They were all fitted with special bracelets that were not...

Gay Male
1 year ago
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Prison Story

Life can be sweet until you fuck up. Life was going great for Michael Brand. He was living the high life. He had beautiful girls following him around. Nice cars and a cool house. He wore fancy sneakers and all the cool hoodies any guy would want. He loved designer clothes and living the high life. Michael had the greatest parties. Everybody who was anybody went to them.Michael was a drug dealer. He'd been selling drugs since he was eighteen. He made friends with somebody who was in the mob....

Gay Male
2 years ago
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I am a Prison Bitch Now Gay

Life can be sweet until you fuck up. Life was going great for Michael Brand. He was living the high life. He had beautiful girls following him around. Nice cars and a cool house. He wore fancy sneakers and all the cool hoodies any guy would want. He loved designer clothes and living the high life. Michael had the greatest parties. Everybody who was anybody went to them.Michael was a d**g dealer. He'd been selling d**gs since he was eighteen. He made friends with somebody who was in the mob....

2 years ago
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A Wife a Prison Officer

1st attempt comments welcome Firstly let me say I was a normal housewife, Happily married and had not a clue my Husband of 5 years was anything other than what I then percieved as being normal. To cut a long story short I found some internet sites he had been browsing and several floppy discs of images I should have found shocking but strangely didnt. These were images of females being brutal to males, Not your glamour girl types either just normal females stacking a few pounds...

2 years ago
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Prison Camp

This is the first chapter of a very long story, with connection to a North Africanprison camp. In this first chapter we follow half a day in an inmates life.She has been there for a long time, and through her we get a impression ofa modern prison system for foreigners in this region.    The story of Linda and Lajla Hard labour The whistle sounds and 311991 lets herself drop hard down on her knees, puttingdown the heavy sledgehammer carefully at her side. She knows that toolsare much more...

2 years ago
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Prison Love

I never expected prison to be like it was. Sure, I had heard all the stories about **** in prison, and the gay guys, but I never, ever believed it. I would always laugh, and punch them. But then, I got into real trouble. It was the day I took a chair and threw it, and it shattered, blinding a person by hitting him in the eyes. I got three weeks in prison and then 40 hours community service. I was very stressed.So, I was practically being dragged down the dark, murky hallway of the prison cell,...

3 years ago
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Prison Love

I never expected prison to be like it was. Sure, I had heard all the stories about **** in prison, and the gay guys, but I never, ever believed it. I would always laugh, and punch them. But then, I got into real trouble. It was the day I took a chair and threw it, and it shattered, blinding a person by hitting him in the eyes. I got three weeks in prison and then 40 hours community service. I was very stressed.So, I was practically being dragged down the dark, murky hallway of the prison cell,...

2 years ago
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Prison Prey

Nathan was a pretty gay boy who loved attending to college. School life had been far too stuffy for him and being a bright student, he was far happier being left to his own devices. Unfortunately, his life was about to change dramatically, due to a very cruel twist of fate. The college had been plague by drug problems in recent times and everyone one in authority, was sick and tired of all the hassles. Unbeknown to Nathan, during one of the regular raids someone had offloaded their stash into...

Gay Male
2 years ago
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Turning Gay in Prison

Just after my 19th birthday in the winter of 1993 I found myself in trouble with the law.I was arrested for selling dope and stealing a car with a friend. I was released on bail and two months later I was in front of a judge for sentencing, my lawyer and the crown attorney agreed to a 90 day jail sentence and probation, but the female judge had a different idea, she sentenced me to 30 MONTHS in prison I almost puked on the spot!I had been to jail before but only for very short time, 90 days...

2 years ago
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New to Prison Lesson 1 Gay

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 k**. He was a little nervous, a little bookish, his frame slender and...

3 years ago
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Prison Bitch 1

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 k**. He was a little nervous, a little bookish, his frame slender and...

4 years ago
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Prison Bitch

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...

3 years ago
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  • 39
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Kareems BBC Prison Cock Pt1

I'm the prison guard and Kareem Mwangi is the prisoner, so you would have thought I had the upper hand, and until a few weeks ago you would have been right.When I first heard of the trailer addition to the prison I was furious. A few states permit conjugal visits and the prisoner has to be married (just for a start) before his application to schedule one is approved. The prisoner requests a block of time and the Warden has final approval, but giving prisoners any sort of privileges is something...

2 years ago
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A Lonely Night On Prison Duty

HMP Wormwood Scrubs (Her Majesty's Pleasure) 1145 Hours, Dee's Night Shift.It was a lonely night for Dee. She was on prison duty tonight and she knew why. She had rejected the advances of her overweight, slimy boss, David, who would not take no for an answer, and when he was told otherwise, knew how to make her come around: night shift in the men’s quarters of the prison.She was beautiful, her long, red hair hung around her shoulders and neck like a burning flame. Her piercing hazel eyes bore...

Love Stories
2 years ago
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Prison Break

It was stiflingly hot day. Ken and Jill had spent it at the beach where they'd met fifteen years ago. Back then, Ken had proudly shown off his trim figure with tight swimming trunks. These days he kept his burgeoning beer gut covered with a pale summer shirt. But the day beach had taught him one thing—his wife looked as good in a bikini now as when she was a teenager. Maybe even better. He sat in bed, propped up against the headboard, naked from the waist up with the bed sheets folded back to...

2 years ago
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Prison Pimped BBC Gay

It was around 9 pm on a Friday only two weeks past New Years in 2001. I had been in prison over 4 years with eleven months to go. After my release I would have served 5 years and 45 days. During my incarceration I had seen men stabbed, beaten, killed, pimped out and gang ****d. You learned to keep your mouth shut. Snitches did not live long. I did not belong to any of the prison gangs or groups. Being a white inmate without affiliation, I knew I lived on borrowed time since the beginning. I had...

3 years ago
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Prison Story

Life can be sweet until you fuck up. Life was going great for Michael Brand. He was living the high life. He had beautiful girls following him around. Nice cars and a cool house. He wore fancy sneakers and all the cool hoodies any guy would want. He loved designer clothes and living the high life. Michael had the greatest parties. Everybody who was anybody went to them. Michael was a drug dealer. He’d been selling drugs since he was eighteen. He made friends with somebody who was in the mob....

1 year ago
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Wife protects you from bull in prison

Author's note: Hey reader, this is my first story. Hope you like it, if you have any feedback, let me know! For now, enjoy! "Smack, smack, smack", the sound of crotches slapping each other in prison surrounds you. The most beautiful woman shouts, “Fuck my white pussy”, she moans as she grinds all the way to the shaft of the black gang leader. She gets thrown with her stomach flat on the bed. She spreads her legs and you see her beautiful wet pussy. The big black brute takes place behind her...

3 years ago
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Pretty Pinky Life Of A Sissy In Prison

Two inmates walk from the cellblock to where a correctional officer sits at a desk. The C.O. is a middle aged black guy. One of the inmates is a buff black guy; the other is a small slightly built young, Caucasian. The black inmate is dressed in standard prison garb. He has the Caucasian by the upper arm - the way a man walks a woman - and is walking him to where the C.O. sits. The Caucasian has on brown work boots with dark socks rolled just above the tops. He has a towel tied around him,...

2 years ago
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My Big Powerful Negro Bruno Day out from Prison w

...At last after a few months inside and behind those solid bars. my hung stud Bruno was allowed to come outside for his day with me. Of course he was shackled to a guard and wore a GPS tag on his ankle!It now all meant I did not have to see Bill, that is hubbies mate who was in prison 1st as a visitor, using Bill as the excuse to go over there.No I could now see Bruno outside the prison, OK, with his guard there!Most of the more intimate meeting outside were in a park about 10 miles from the...

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