Gay Inmate Stories

68 results
Infinite Scroll

The BBB of Alcatraz

by JJEroticas on Dec 30, 2019
Gay Male

At this moment, Mike shakes like a corned rattler and, his hysterical conscious screams in his skull: I will get through this. You will get one more chance to be a great artist. Cool sweat pools above Mike's ass. His mind buzzes like the dim light over the dumpster. Beige spitball bugs swarm it in figure eights. His leg burns as 'fight or flight' blood poo...

Scared Curious

by conanthe on Sep 14, 2017
Gay Male

Scared Curious: My First Weekend in Prison Note: The descriptions and accounts in this story are fictional and do not portray any actual people or events. Like many of my misadventures, this one started with well intentioned scholarly research, was exacerbated by garden variety greed, fed by unbridled lust, and resulted in both exciting memories and dee...

Jason's Trip to Mexico Ch. 04

by beefylatn on Sep 25, 2017
Gay Male

Jason was pushed into the jail cell by the two officers causing him to stumble and fall, landing on top of a large snoring drunk inmate as the cell door clanged shut. "OOOOFFFFF!" the large hairy sweaty inmate exclaimed as his eyes flew open and he glared at the naked blond stud that landed on his belly. "I'm so sorry, the cops threw me in here and I trippe...


by stillkickin2013 on Aug 29, 2017
Gay Male

PREFACE: The following is, in the most part, based on a true story of how a young man was changed from an innocent youth into a cock-loving slut in one of the most dreaded prisons at that time. Those readers who have been an inmate in the old prison at Raiford, Florida might possibly identify with some of the characters in this story and will easily agree ho...

Brent's Prep for the Prison Doc

by woofdaddy2 on Aug 18, 2017
Gay Male

After a few weeks of being used by first the prison ward and then rented by the prison to entertain local men, it was time for a full medical exam. The Warden did not want his rent boys spreading any diseases so they were tested every two weeks. The exams included tests of their mouth, penis, shit hole and blood. The exams were no too uncomfortable, it was t...

Los Desperados

by Outama on Aug 18, 2017
Gay Male

A quiet young man sat in Cabin Three Fourteen of Railway 909 - a famous passenger train that traveled throughout the large war torn country of Espada. After Pazuzu's Meteor had catastrophically smashed into the Earth in 2015, many people took that opportunity to rekindle the flames of war and hate. People rioted and rebelled. Governments collapsed. Senseless...

Prison Meat Ch. 01

by Tyl on Sep 14, 2017
Gay Male

This story is entirely fiction—it has a copyright and can not be used without written consent. * PRISON MEAT: Part One "Prison Barter System" Joe lay motionless in the hospital bed; the cavernous prison ward was dark, illuminated only by the red glow of the exit signs. A soiled neck bandage covered a four-inch slash, received defending himself from the "b...

Chain Gangbanged Ch. 02

by sr71plt on Sep 14, 2017
Gay Male

After Bobby Joe had fucked me up against a tree, he and Maurice went over to a picnic table then, and I just watched as Maurice rolled another condom on Bobby Joe's rising cock and they slowly aroused each other to the point where Bobby Joe laid Maurice on his back on the picnic table and held his legs up and out from his body, as he pumped away inside the g...

Diary of a Prison Officer Ch. 01

by jaypbee on Aug 17, 2017
Gay Male

All characters contained within are entirely fictional; any similarity to any real or fictional person living or deceased is totally unintentional. Do not read this story if you do not enjoy reading about consensual sexual activities of an exhibitionist nature. Otherwise read on...... SUNDAY 10TH JANUARY 2010 Dear diary, this feels very strange indeed! I...

Black Cock Worship: A Man's Fall

by silkstockingslover on May 1, 2018
Gay Male

Summary: Straight guard learns of black inmate's power over all. Note 1: This is dedicated to the real Ken who retold this surprisingly largely true story. Note 2: Thanks to Tex Beethoven, thor_ph, Robert, and Wayne for editing. Prologue: I'm the prison guard and Kareem Mwangi is the prisoner, so you would have thought I had the upper hand, and until...