Gay Inmate Stories

68 results
Orientation
Length
Source
Infinite Scroll

Zippping across the Waters

by JimBob44 on Aug 18, 2017
Gay Male

*Author's Note: Any and all persons engaging in any sexual activity are at least eighteen years of age. Disclaimers: Yes, I need an editor. No. I do not want an editor. Yes it jumps around too much, yes there's too many people to keep track of, yes it's too long, yes it's too short, yes it's in the wrong category, yes this is stupid shit, and yes I suck. Ju...

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...

A Night at the Movie turned me Gay

by jamtby on Oct 6, 2020
Gay Male

During my senior year in college I was a busy, serious student. I had a girl friend and we enjoyed time together and an active sex life. All in all I was a typical 20 year old male. Then an unexpected movie changed everything. My girl was out of town on a field trip for a psychology course she was taking. It was Friday night and I was horny. I made the dec...

Kevin Pettifer - The Warden

by JASONSHOMOEROTICA on Apr 17, 2018
Gay Male

This is the third and last of a group of three related stories: Petty Officer Pettifer Pettifer the Gay Disciplinarian Pettifer – The Warden ***** CHAPTER 1 Kevin Pettifer: Warrant Officer Kevin Pettifer, to give him his full title, stood, cane still in his hand, and looked with a sense of great personal satisfaction at the richly welted, muscular arse...

Prison School - The Final Chapter

by o2byoung on Nov 24, 2017
Gay Male

**Author's Note** I apologize to my readers and followers. I know it's been a long time coming. After the Lit police rejected Chapter 31, I was at a loss, as it completely destroyed my story line as I had planned it, and I fell into a severe 'writers block.' I finally settled down a couple weeks ago, threw out the original Ch 31 and started on this—The fin...

Cock-Sucker - Testimony Ch. 05

by tristantrotsky on Sep 14, 2017
Gay Male

Chapter 05: Bryan 'The Final Instalment Of The Legend Of The House Of Shame' As I became more and more sexually fixated on Wolfie, Ian was worried on my behalf. I was never unduly concerned. Although some of my previous nervous symptoms returned, nail biting and stammering. And I admit, my thoughts did occasionally turn to alternatives. I found myself th...

Deciphering the Bloom Ch. 02

by seeker71 on Sep 14, 2017
Gay Male

Thank you to everyone who took the time to vote and comment, constructive criticism is welcome. My continued gratitude to nomoretears00, I'm getting better, I will try to not wear out your shoulder! Thanks to Cari Z. Blackstallion21 is my talented editor. If there are any errors it's on me, I keep rewriting. This is a copyrighted work of fiction by th...

Lost & Found Ch. 02

by DWSimon on Sep 25, 2017
Gay Male

I left Simon’s house in a mixture of shock, remorse, and despair. I made it about two blocks before the images of his scars and the nightmare flashes of him lying on the gym floor, covered in blood, had me on my knees, retching. I had thought it was just a nightmare, brought on by my guilt over not being able to accept that I was gay. I thought the nightmare...

Aquata Cove Ch. 43

by Feare909 on Sep 14, 2017
Gay Male

Chapter 43: Tying Loose Ends The sun shone brightly through the cyan waters of the river. The refractions of light danced along the bottom, upon the small fish swimming peacefully in the clear water, thankfully that the bunyip is probably soaking in some mudbank in somewhere far. Merrick looks over the glistening water, wondering what time of the day passe...