Jail Bdsm Stories

52,986 results
Orientation
Length
Source
Infinite Scroll

The Fallen Elitist

by dannythebaltimoron on Mar 21, 2018
BDSM

The Fallen Elitist Or It Never Happened © 2018 Daniel de Laire It had been a long day already. She was a 33-year-old urban professional; what they called a "yuppie" in her parent's generation. The daughter of blue collar parents who wanted a white collar for their little girl. But she wore a black collar under her frilly white one and it, like her, belon...

Brian's Sleepwalking Adventure Pt. 07

by SirBosk1 on Sep 15, 2017
Novels and Novellas

This story is based on what may be an urban myth from my college days. A fraternity brother told me about the incident after my own adventure, described in my story "Pledge Class Payback" so I believe it to be true. When I asked about it, no one could remember the actual names or years or the fraternity. However, it fed my imagination and inspired me to writ...

The New Neighbors (Black Femdom)

by Dunn81 on Aug 12, 2019
BDSM

Hi my name is Julia i'm 42 years old and i'm with my daughter Sofia who's 20. I'm a pretty fit girl who are vegan. I Lost my husband 5 years ago and since that i never dated anyone. I'm a 5'2 brunette with medium size boobs and a medium sized ass too. I weighted around 130 pounds. My Daughter is 5'5 big boobs and small ass. She trained at the gym a lot since...

Balls and Penis Jail

by diana_phlp on Sep 17, 2017
BDSM

Author's Notes: This is the first time I am publishing a story. It is a fully imaginary story and all characters engaging in sexual relationships or activities are 18 years old or older. As a reader, you also should be 18 or more and if you are not hard or wet after reading this story, something may be wrong. ******************************** Balls and P...

Prison Gang Bang

by TwistMyVanilla on Sep 15, 2017
BDSM

PART ONE: In an alternate universe, Nate's charges weren't dropped. His lawyer advised him to stop fighting and take the plea. In that alternate universe, Nate reported to prison to serve out his two-year term (carefully negotiated, the sentence was much lower than it could have been and his taking it avoided the risk of a jury proving him guilty and send...

One Special Spring Day Pt. 04

by Connie_Ann on Sep 16, 2017
BDSM

Ratman39 provided proofreading and editing of this story. Thank you, Ratman39 - you totally rock! ***** Bonnie begins to awaken with her legs still resting in the stirrups, and she feels something soft rubbing on her inner right thigh. "Bonnie, wake up, can you hear me Bonnie?" She hears a voice talking to her, and realizes it is her hand that Bonnie feel...

Staying Out Of Jail

by JackStark on Sep 12, 2017
BDSM

"I told you last time if I saw you around here again, I would take you in. Now up against the car, spread your legs and put your hands behind your back. Looks like you have done this a few times. I need to cuff you and frisk you, understood?...Understood?" "Yes Sir." "Good girl, that's more like it." I cuff you and proceed to pat you down making sure to ru...

Future Sex: The end of BDSM; mostly

by theMasterBaiter on Mar 7, 2018
BDSM

Written by yourMasterBaiter Edited by the 'Erotic Confectioners.' Many thanks to Onyx03, Jasmine27, LaRascasse, and Luxx. Tags: BDSM, Respect, Womens rights, MMF, MM, Group Sex This story is a bit unusual. It's male dominant BDSM that advocates for women. Hard to explain, but women have rights and should be respected, especially if they are into being dom...

A New Master

by SubDesire87 on Jul 13, 2020
BDSM

Todd was proud of himself. He was proud for finding the courage to go out in public. And not just any kind of public, but a bdsm bar. It had been ages since he had been out, but his therapist had suggested dipping his toes back in the dating pool. Granted, his therapist didn't know that he was so invested in the bdsm world, before. But his therapist was awar...

On Your Knees Ch. 09

by JinkiesFarie on Sep 16, 2017
BDSM

*Note to readers: Changed Victor's last name to Frost* Victor awoke groggily on a cold, hard floor. His memory was a blur to yesterday's events, when he first came to he thought he was on Nicole's floor being punished. The air was stained heavily of piss and booze. His body ached all over, his head throbbed in particular. He struggled to sit up, only man...