Gay Convict Stories

34 results
Orientation
Length
Source
Infinite Scroll

Clayton and Snake

by Boxlicker101 on Sep 14, 2017
Gay Male

After pulling a train on his first day in the cell block, Clayton Smithers settled into a life of being regularly and frequently fucked in his highly available and desirable ass. On that epic first day, the new queen serviced at least twenty of his fellow convicts, as many as had been able to get a turn with him over the two hours that they had available. Al...

Clayton Gives Head

by Boxlicker101 on Sep 14, 2017
Gay Male

In the wee, small hours of the morning, Clayton Smithers woke up with an urgent need to urinate, so he slipped out of his lower bunk and used the urinal in the back of the cell. After flushing it and washing his hands, he started to return to his bunk. His ass was still a little bit sore, but very pleasantly so, because it reminded him of the great fucking h...

Clayton Pulls a Train

by Boxlicker101 on Sep 14, 2017
Gay Male

This story is a sequel to "Clayton's Available Ass", which was a sequel to "A Day in the Life of Dr. Smithers". It is about a group of convicts standing in a line, or train, to have anal intercourse with another man. If you find this sort of thing offensive, I suggest you not read it. * "That's him," Snake Hanson whispered to his cellmate, Bill "Rocky" Ro...

Falling In

by Maiyeko on Aug 18, 2017
Gay Male

I'd fallen into house around 11 just after a late breakfast and helping out on the ward. My hours on the medical shift had decreased a lot after a situation with the doctor, and the riots due to heightened security. Units 14, 15, and 17 having been segregated, no longer had rec time together so that made for fewer fights. For a while, it seemed like I was do...

The Customer (Dexter's Saga) Ch. 26

by JoyStick56 on Sep 14, 2017
Gay Male

This story is dedicated to all the real Super Heroes of our time - The Service men and women of our Armed forces and First responders. I hope you enjoy my work, and if you have any comments, or ideas that may inspire new work, please feel free to contact me - all E-mails will be answered to the best of my ability. Please send in a donation to the site you...

Cum for My Wife Pt. 02: Waked In On

by jbrig on Sep 14, 2017
Gay Male

This story is graphic! If gay sex, public sex or forced sexual situations offend you please do not read this story. ***Spoiler*** this story is about forced gay sex in public. ***** My wife and I have been in a sexless marriage for about 2 years. Maybe that wouldn't be such a big deal under other circumstances but we have only been married 2 years, we hav...

Three Strikes Ch. 03

by Mrsgnomie on Sep 4, 2018
Gay Male

Where's the rule of physics that says you'll wake up in the same emotional state as when you went to sleep? Why is that not a rule? It really should be. Waking up with the clarity you only get after a few hours of sleep, lack of alcohol, and the return of normal hormone levels is not that great. Especially when you're still in bed with the biggest asshole of...

St. Chester Ch. 05

by still_goin on Sep 16, 2017
Gay Male

Chapter V. Back at School This work is fiction. The characters are fictional and are not based on real people. They are, however, over the age of 18. I lay in my bed back in the dormitory at St Chester. The four days at San Luis Reservoir seemed like a dream. I wouldn't have been able to look back on them as if it hadn't been for the pictures. That digital...

The Dreamer Ch. 04

by cburton on Sep 14, 2017
Gay Male

I woke to the quiet whir of moving air. Lying with my head on my pillow, I listened to my breathing. Or was it mine? The sound of scraping metal caused my eyes to open. It was very dark. I turned my head lightly and saw a dim light reflecting off the bars. Just past the light, I thought I detected a shape. It was the guard; he had stopped at my cell. I coul...

Fresh Out Ch. 07

by 1DurtyMutha on Sep 14, 2017
Gay Male

Sorry this has taken so long and thank you all for your patience, encouragement, and critiques. They keep me going. I greatly appreciate you all. Bracketed text [] implies text messages. ***** Neville felt like a new man. He had a job he loved, great friends, and now, finally, his own wheels. Tyler had offered to co-sign for him once his license got rei...