Doing Time (ch. 2)
By Luke 2 Apr 2021
Dan finds himself in for a long stretch. What the fuck would he do with himself? It was lucky and unlucky the cell-mate assignment gods were looking down. Who was going t o be the unlucky one though?
Gay Prison Sex Stories
GayDemon's Stories: On this page you can find erotic fiction where you can read about gay sex in prison and jail or men used as prison bitch.
Doing Time
By Luke 1 Apr 2021
Dan didn't start with much, except maybe a sound foundation in getting by. His insightful father set about preparing him, he'd need it. And did.
Being Masterful (ch. 3)
By Enslaveruk 14 Mar 2021
Kevin is a builder of my acquaintance: rough, dumb, prone to violence - hence his time in prison - and, naturally totally straight. Under normal circumstances he wouldn't bother to talk to me, but he's guessed I'm a bit strange. That was why he was prepared to admit to me that he had been sexually assaulted, something he had confided in no one else.
How I Became A Homo
By Caliban 13 Mar 2021
Darius gets converted when he spends the weekend in the police cells…
Therapist
By Caliban 25 Dec 2020
My prison daddy fantasy becomes a reality…
A football hooligan meets his match (ch. 5)
By Britman 14 Nov 2020
Darren finally nails Jameel, the last of the four men who kidnapped him, tortured him and gang-raped him.
I become Amanda in Prison
By Amanda 12 Nov 2020
A fantasy tale of a spell of incarceration
Turning Out Pretty Boy (ch. 9)
By Colton 21 Oct 2020
Sunshine's story of being turned out in prison concludes… As we dressed, I summoned the courage to apologize. “Sir, I’m really sorry about last night. I should have known better. I did know better. How can I make it up to you?” Jaxx frowned as if I were asking an absurd question. “You can’t, Sunshine. You’ll pay… later.” With that, he strode off.
Gay in Prison, life behind the wall
By Stallaction 19 Oct 2020
An ongoing series about being gay and in prison. It's not Oz or Law & Order...this is the true side of being a gay inmate. Witness the journey of Kevin as he enters this new world and how he tries to adapt, survive, and thrive.
The jailhouse romance with a bratty inmate
By Stallaction 1 Oct 2020
Can you fall in love while in jail? "Gay for the stay" is one term used to describe how men form relationships behind bars. This story is about two young inmates who are figuring each other out. If you ever wondered how life in jail/prison is like, this is the unvarnished truth. PS: I still talk to Jack to this day.
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Turning Out Pretty Boy (ch. 7)
By Colton 23 Sep 2020
Prison was tedious, but tolerable, as I spent my time reading and studying – something I never did much in school – working out and killing time in my job in the prison infirmary. Of course during a good chunk of that time my holes were filled with a dick. At first it was only Jaxx’s big black cock, but over time that changed, starting with the first Friday night I spent in gen pop.
The Latin Connection
By Bert LaVey 14 Sep 2020
I'm in jail and the heat and tension is building up between me and the only other guy in the cell, a hot Latin guy who seems to have the hots for me, but...
Turning Out Pretty Boy (ch. 6)
By Colton 9 Sep 2020
The guards retreated from the cell block. I’d been eagerly anticipating Jaxx buttfucking me once the lights went out, particularly after hearing Aidan gush about getting boned by Jamar, but Jaxx apparently wasn’t interested. Of course, my boi butt was sore after the Black God busted my cherry, so it could use a night off. But moments after the echoing footsteps died, he was next to my bed…
Turning Out Pretty Boy (ch. 5)
By Colton 2 Sep 2020
Jaxx tugged off his towel, exposed his amazing body. “You left your ass juices on my cock this morning, slut. You know what to do.” I’d never had a dude’s dick in my mouth and sucking a cock would be another first for me. I didn’t hesitate, although in the back of my mind I reasoned that if he really wanted his cock cleaned, he could easily turn on the shower. That obviously wasn’t his agenda.
Prison farm
By GayCumSluts 27 Aug 2020
Getting fucked by guards and criminals at the local prison farm.
Turning Out Pretty Boy (ch. 4)
By Colton 19 Aug 2020
Jaxx slowly pulled his big black cock from his pants. I almost swallowed the socks stuffed in my mouth. He had the biggest slab of meat between his legs that I’d ever seen, and it was still soft. He clutched it with one hand and swung it into the palm of his other hand, inches in front of my eyes, causing a loud, smacking sound. I was witnessing a weapon being prepared for battle.
Turning Out Pretty Boy (ch. 3)
By Colton 12 Aug 2020
It was bad enough that the prison guards uniformly hated me, and seemingly every inmate was intent on scoring my ass and turning me into a trophy fuck because of my teen-model looks, surfer blond hair and bubble butt. No, on top of that I had to fuckup. Not just a run-of-the-mill fuckup, either. Instead it was a disastrous one involving one of the prison's Black Godz. I was so screwed...
Turning Out Pretty Boy (ch. 2)
By Colton 29 Jul 2020
Life in prison and being locked up in tight quarters was getting to me. I don't know which was worse - listening to my hayseed roommate Aidan rave about getting buttboned by one of the studs he called the Black Godz, or hearing him detail how my looks would make me a a prime target for a prison trophy fuck. The pressure was messing with my head.
Turning Out Pretty Boy
By Colton 16 Jul 2020
I never expected to land in prison, only days after my 18th birthday, and be told by my cellmate that I'd be targeted by other inmates as a trophy fuck because of my surfer blond hair and pretty boy looks. His words echoed in my mind. "Inside you can fight, get fucked or climb a tree... and there ain't no trees."
Prisoners of Cock: Raped by Rick and His Gang (ch. 2)
By Sharkboy 21 Jun 2020
Held captive by Rick and his gang, Mark and I are fucked mercilessly over and over. When an opportunity arises, we attempt to escape - only to get caught! This time, we are edged while bound and gagged - but with a dangerous twist: the moment we cum, it will be the end of us: chocked to death! Will we escape, or give the cumshot of a lifetime?
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Seeking Shelter
By JasonRiley 8 Jun 2020
A rainy day leaves me well and truely fucked, just when I thought it couldn’t get any worse I end up in prison, in more ways than one.
Prison Prey
By Caliban 28 Apr 2020
Warden Harris gives Bruno a special thank you gift, when Nathan arrives in prison...
Prison Tales (ch. 12)
By Gazzaq 19 Apr 2020
Jake tells his Rugby Pal Dikran about his new Job and secrets are shared and they cross the line.
Prison Tales (ch. 11)
By Gazzaq 15 Apr 2020
Chapter 11 Prison Volunteers Interviews Jake Gets Fucked
Prison Tales (ch. 10)
By Gazzaq 14 Apr 2020
Prison Volunteers Interviews Commence
Prison Psychologist
By Mighty Mouth 11 Apr 2020
I counsel prison inmates, but i provide another service as well
My Papi (ch. 28)
By Nyguy 23 Mar 2020
My uncle's 23-year-old-white prison bitch got released and there was a reunion.
My Papi (ch. 26)
By Nyguy 5 Jan 2020
"You can start by getting on your knees and I'll talk you through sucking my dick." My father and uncle helped me out with a young straight white guy who hired me to train him to be a prison bitch.
Prison Tales (ch. 9)
By Gazzaq 11 Nov 2019
Aaron and Anthony share a Cell and the Governor has special favour to ask
Prison Tales (ch. 7)
By Gazzaq 27 Oct 2019
First Time Prison Blond Bubble Butt's Officer Nick Browns Story Officer Nick Browns Story continues
Prison Tales (ch. 5)
By Gazzaq 25 Oct 2019
James a First Time Prisoner meet Tyler whose Jealousy nearly ruins their Prison Relationship
Caged (ch. 3)
By Stipa 18 Oct 2019
While Jonah is struggling with the aftermath of the events from the shower, Ashley on the out side of the Prison tries figure out how Jonah ended up in Prison in his Brothers place.
Caged
By Stipa 29 Sep 2019
Jonah get's in the Prison and needs protection which his cellmate offers.
Prison Tales (ch. 4)
By Gazzaq 20 Aug 2019
Aaron Settles in Nicely and has a Family Visit
Prison Tales (ch. 3)
By Gazzaq 30 Jul 2019
Part 3 Aaron's Taken Again