Jail Stories

11,167 results
Orientation
Length
Source
Infinite Scroll

Sonia's Adventures Ch. 06

by BrianCaster on Sep 16, 2017
Humor & Satire

Inspector Londo was in bed sucking his wife's big tits. But his wife's mind was wandering somewhere else. "Honey, I'm in great trouble." "Just shoot me. I can solve anything," he answered and again busied himself in his sucking activity. "You know, I'm the director of the Prisoner's Rights Organization. Our team visited one jail yesterday with a doctor f...

The Wolf & Me: Our Reunion

by SatsumaSara on Sep 13, 2017
Erotic Couplings

A little background: Years ago we met at a party and he ended up being the first boy I ever kissed. Being too drunk, we messed around more than I had intended, but I had no regrets, if you know what I mean. =) Flash forward five years: We see each other again at my work. The first thing that comes to mind is how much I want to be with him again. Fantastical...

Mystery Meat Marriage

by MattblackUK on Sep 15, 2017
Loving Wives

(Please note: This is a fictional story. The legal aspects DO NOT reflect real life.) I ate the food that was before me. It was some crappy mystery meat stew. It tasted bland but it filled the hole in my stomach. There was another hole inside me that could not be filled. I realised that my marriage had been a Mystery Meat Marriage. I realised that my ma...

Hunting Down Evil Bitches

by Samuelx on Sep 17, 2017
Non-Erotic

I'm going to be brutally honest here, folks. I hate bitches. I hate everything about them. They're wicked, evil and manipulative. They think that having a vagina grants them special rights. They ruin the lives of good men. They destroy entire families. They bring down whole organizations. They are agents of chaos and destruction and I hate them for it. I pit...

Monopoly'd

by NeverSmart on Sep 26, 2017
Anal

It was only ten when games night had begun to wind down. Everyone else had pled early start so by the time all the goodbyes were said Penny and I were the only two that remained. I had known Penny for five years and had had a crush on her for at least three. In the last year we had become very close friends, most of our secrets out in the open, so the two o...

My Fall and Rise Ch. 01

by MelissaBaby on Sep 14, 2017
Novels and Novellas

When The World Turned Gray. Would it have been better if the sky were blue and the trees were green and the wild flowers blossomed along the roadside? Or would the end of so much color in my life have made it harder to bear? I watched the bare trees and the dirty snow banks roll by as my mother drove me to the courthouse. We sat in silence as the radio gav...

The Legacy Ch. 03

by kingkey on Jul 14, 2020
Sci-Fi & Fantasy

Wasn't this just great? Here I was, stuck in this little town, until at least Monday. It was going to be another three days before they put that asshole Carl in front of a judge. Then the jerk would probably just plead not guilty and be released on bail. Anyone else would get six months to a year, just for spitting on the sidewalk. It wasn't as if I was in...

Highway Run

by yellowcab643 on Sep 13, 2017
Reviews & Essays

My parents gave me lobotomy when I was about 5 years old. In about '73, one of my parents remarried and his new wife had a half decent car. I used it to date a girl from high school and used to lick her frequently. I thought Tommy Shaw of Styx contacted me concerning my relationship with her because I met a rock guitarist name Larry Hansen when I was Leopard...

Bring Me The Money

by Jckpnsvg on Sep 19, 2017
Loving Wives

This is a lighter tale, at least I hope... About 12-13 years ago while I was still working as a corrections deputy for my local sheriff's office, I had what I considered as an amusing situation arise. Our jail is fairly modern having been completed and opened in 1995. It's a direct control facility which basically means there was one officer such as myself...

Becoming A Slut Wife: Darby

by Just Plain Bob on Sep 15, 2017
Loving Wives

I was there for the first part of the story and it was only later that I learned the rest, much later and much too late to do anything about it. It started innocently enough. We were staying at a hotel on the beach in San Juan, Puerto Rico. We had just returned from an evening of dinner and dancing and we were sipping wine on the balcony of our sixth floor...