Gay Jail Stories

582 results
Orientation
Length
Source
Infinite Scroll

A Temper To Match

by homecomingqueen on Sep 14, 2017
Gay Male

The knife clattered to the floor of the kitchen. "Al? What are you doing here? Your dad didn't say you were coming home." Of course he didn't, I thought, but I didn't say so. "Want me to ring him?" My father's girlfriend could have been my sister, though I suspected I was older than she was. By the way, how did she know who I was? I was fairly sure my fat...

Heated Interrogations

by CrimsonClown on Aug 30, 2017
Gay Male

"I'll contact you tomorrow morning," Marauder said whipping off his cape as he held the phone. "They've already acquired three of the ingredients we're convinced is some sort of dirty bomb, we're just trying to figure out who is calling for the supplies," the police chief said over the phone. "I've made contact with some informants and should have the info...

What a Day!

by bigguy0806 on Aug 18, 2017
Gay Male

It had been a hell of a day. Don, a friend of the family had invited me to accompany him an airshow that was not too far from his home. He'd never had any family of his own to do things with and he'd always treated me like a son he'd never had. I'd always had an interest in aeroplanes and this was the second year we were going to see the planes and the displ...

Poppers at the Adult Book Store

by RandyAlabama on Mar 3, 2020
Gay Male

No one in this story is under legal age. I have been to the Book Store several times. I would get sucked and I had sucked some cock and eventually got fucked. The police would raid the place so getting fucked or fucking might end up with a night in jail. I remember one day a man came into the booth It was after the touch and feel his pants and underwear dr...

Stand for Love Ch. 06

by vanalas on Sep 19, 2017
Gay Male

Hello my lovely readers. I'm back with the sixth chapter of this story. I just hope it is interesting and you enjoy it. Feel free to drop comments about your views because they are my inspiration. I love you guys. Enjoy this chapter... **** Adrian came out of the bathroom toweling his hair. He had just come from having a quick morning shower before hitting...

Iron Rose Ch. 05

by vanalas on Jan 28, 2020
Gay Male

Comments, critiques and tips are welcome. Miguel Powers aka Wild Flower aka Iron Rose. Hello guys and welcome to this hot chapter of "Iron Rose." I would like to thank you for your love and patience guys. I really appreciate it and I love you too. Don't forget to drop your comments, whether positive or negative. Now, dive into a tale that has got us all h...

Raiford

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...

Taking The Jail Bait

by omni6ual on Aug 18, 2017
Gay Male

I stretched out face down on the lower bench of the sauna, luxuriating in the gentler heat down low and the space available to me, the sole occupant. As a nineteen year old student I was able to take advantage of quiet times when most people were working, currently it was early afternoon and I appeared to be the only customer in the spa complex at all. So...

Exam Share

by maltteezer on Aug 18, 2017
Gay Male

I was 20 at the time and Cheryl my Girlfriends half brother stayed over. It was a Friday evening and while I have been out having a drink with friends he was busy studying for his college exams. Cheryl asked me to let him stay over as it was closer to the library so he should get more done.I was home late around 2.30am and Cathal was still up studying. "Fa...

Park Gang Sorta Bang

by sabb on Aug 18, 2017
Gay Male

Mike bounced out of bed at dawn as he always did and while drinking his morning juice thought of the route he would jog. He had several, which he rotated, but the park track was one he had not done for a while as it tended to be overcrowded in the summer months. It was chilly out, but Mike put on the new outfit he had bought a few days before. It was bright...