Jail Stories

11,167 results
Orientation
Length
Source
Infinite Scroll

Velvet Roses Ch. 14

by virgofemme on Sep 18, 2017
Interracial Love

*I hope you guys this enjoy this chapter, and thanks for your continued interest!* It was the ringing of her landline that woke Jeneda from her nap, and hoping that Dane was the caller, she reached out to lift the receiver, then placed it against her ear. "Hello?" "We need to have a serious talk, Jeneda." Recognizing the cold, stern voice as her fathe...

Teacher's Pets

by saddletramp1956 on May 22, 2019
Loving Wives

This story was inspired by a suggestion posted in the Literotica forum which was based on an actual letter written to an online advise columnist. As always, constructive comments are always welcome and please remember, this is a work of fiction, not a docu-drama. * Charles Hurley -- "Chuck" to his friends -- shed hot tears as he watched the streaming vide...

For Twelve Month and a Day

by YDB95 on Oct 6, 2020
Romance

"Okay, everybody, what are the colors of Halloween?" Jerry asked the kids. "Orange and black!" chanted all the smock-clad children, who were spread out across the brightly-lit community centre room, its walls already wonderfully crammed with their artwork. "That's right," Jerry said. "But I'll tell you what I think. I think if you want to use every color i...

End of a Era Pt. 01

by woodmanone on Sep 14, 2017
Novels and Novellas

copyright February/2011 Please consider reading the Trilogy of "The Trail West, Winterborn, and The Gathering to better understand how those characters and events flow into this story. Constructive critiques, comments, and emails are very welcome and much appreciated. If you like or even dislike the story; please take the time to let me know why. Thank...

NO Pussy

by lakelover on Sep 17, 2017
Loving Wives

Well shit, here I am being released from the jail after serving 2 weeks, of a 90 day jail term for assault. Everything is fucked up. Now I have to make all the decisions that I thought I had two more months of time to make. Maybe I need to start by telling you about what happened 2 months ago, you see my wife of 8 years suddenly did not want to have sex wi...

Nightshift

by airwreck on Jun 4, 2010
Erotic Couplings

Being a part-time night shift security guard for an upscale women clothing store has a few perks over working at the local 24 hours Wal-Mart -- you get paid a few dollars more per hour and that you don't have to deal with all the stupid customers, especially the drunk ones. You often spend your shift from 9 pm to 9 am in the security office studying, doing y...

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A Late Night Visitor

by MinxetteUK2 on Sep 13, 2017
Romance

As Katlyn lay in bed, she wondered when she would be with her baby again. They hadn't been able to be together for quite some time. Mark had been away, and was due to be released from Jail soon. He'd been involved in an armed robbery, and had been sentenced to five years. Katlyn knew he wasn't really a bad person; he'd just got himself mixed up with the wron...

And Then Came Roxie

by Dusty933 on Sep 14, 2017
Erotic Couplings

The first time I saw her she was empting a wastebasket in my office. "You're new." She looked up and smiled. "No, just temporary, I helping Maria. I'm Roxie." The gangly teenager dropped my wastebasket back into its holder and then disappeared down our row of offices. I went back to my paperwork. "Cool." After the first meeting I saw her around campus sev...

Slutty Real Estate Ch. 03

by DickThePimp on Sep 24, 2019
Celebrities & Fan Fiction

My girl Max (Kat Dennings) has been looking around for a new place for us and her best friend Caroline for a month now. She and I and Caroline have been living together for about two years. Max and Caroline are waitresses at a diner here in Brooklyn. I'm currently locked up in Rikers Island for some alleged illegal activities. The court says drugs. I say th...

Action Jackson

by Incoming on Sep 13, 2017
Loving Wives

My name is Bill Jackson. I am a 42 year old manager in a construction firm in Los Angeles. I had met my wife, Ellen, 12 years ago when she was 21 and worked as a file clerk outside my office. What had caught my eye were the tight jeans she wore that hugged her shapely ass. She also had a nice set of tits. Nothing fantastic but I had guessed they were 34 C'...