Gay Jail Stories

582 results
Orientation
Length
Source
Infinite Scroll

The Human Condition Ch. 06

by jfinn on Sep 25, 2017
Gay Male

I yawned and scratched my chest as I shuffled into the bathroom. Joe was standing in front of the double sinks, blow-drying his hair. I leaned across the counter and pulled the plug. "I thought you were going to wait for me?" I asked him. "I thought you were going to get you ass out of bed sooner." "Oh, do not even go there!" I stuck my tongue out him, bu...

Week of The Big Three-Oh

by JimBob44 on Dec 24, 2019
Gay Male

*Author's Note: Any and all persons engaging in any sexual activity are at least Eighteen years of age. *Disclaimers: This story has been edited by myself, utilizing Microsoft Spell-check. You have been forewarned; expect to find mistakes. *.* Robin Van Dorscht knew this day would come. He'd been with Superior Motors for nine weeks and thus far had made o...

Against the Dying of the Light

by JasonClearwater on Jun 5, 2018
Gay Male

Author's note: This story is about moving on after losing a loved one, and carries on from A Committed Boy. ❧ ❧ ❧ Dane had never been to a funeral before. In the movies, it was always raining. People stood around dressed in black, and there was always some hot bird crying into a hanky with a veil over her face. This funeral didn't have any rain. Or mou...

Summer Deceptions

by KeithD on Sep 5, 2018
Gay Male

He deceived me. Or did I deceive myself? The late June wedding was being held on the Nags Head beach not more than six blocks down the Outer Banks from my East Driftwood Street cottage just south of Kitty Hawk. I wasn't at the wedding ceremony. I was home, where I was drinking beer, crushing cans, watching the clock, and seething. I was slouching in a brok...

Avery's Desire Pt. 16

by Chancem77 on Jul 24, 2018
Gay Male

Avery sat up on the edge of the bed and looked around the empty room. He'd successfully stood with the help of a nurse and had even walked a few steps before getting too tired. He told his doctor that he had complete control of his bladder and the feeling in his lower regions had begun to come back so he could tell when he had to go. After much argument back...

Shooting Matt Ch. 11

by Turbidus on Sep 14, 2017
Gay Male

Sorry folks. This chapter moves the story along (I hope) but there's no sex. I'm leaving it in the "Gay Male" category because that is the category that fits the entire story best. Thanks to LarryInSeattle. ============= For the second time in his life, Matt wakes up lying next to another man. Liam presses hard up against his back and his soft snores...

My Fantasies

by bjmichaels on Sep 14, 2017
Gay Male

The flame from the single candle on the table seemed to sway back-and-forth with the music. I stared at the couples on the dance floor. The room was so dark it took some time for it to register in my mind that I was looking at men holding, caressing and dancing with boy's who were half their age, maybe younger. "Johnny, sit closer to me," I heard Mr. Steele...

My Greatest Fantasy

by kicky1000 on Sep 16, 2017
Gay Male

I've heard that a lot of guys get off on seeing their wives fucked by another man. What sick fucks! Who would ever want to see another guy's cock in the snatch of your own special woman, whom you love and adore, whom you courted and married to keep her all to yourself for the rest of your life? Who could ever want those sweet lips, which you kiss in passion...

The MP Bitch

by Coxswain on Sep 19, 2017
Gay Male

The MP Bitch Big military cop learns the Army way to protect and serve It all started with Kowalski in 1968, a year before I retired from the Army. One of the men in Sergeant First-Class Kowalski's platoon sent an anonymous note to the Military Police (the MPs) that he was a drug user, and as the senior MP detective, I got the order to shadow SFC Kowalsk...

It's Who You Know Ch. 06

by IvoryTusk on Aug 30, 2017
Gay Male

--- Tyler Those few weeks of 'living safe' were a drag. I ran out of interesting things to cook, no matter how many recipes I googled. I didn't eat spicy food so that halved everything at least. When I was regularly bottoming in sex I just wasn't going to risk spices. Sometimes Darren could go so hard and rough I needed a few days' break anyways. Especiall...