Jail Spanking Stories

32,811 results
Orientation
Length
Source
Infinite Scroll

Eva's Hotel Pee Flood

by MexicanGringo on Dec 24, 2019
Fetish

This is a story about a daring pee flood by Eva, and it is absolutely true as written. We were on a short vacation without our daughter Leona which was a rare occasion in and of itself. Our vacation plans included stops in the Mexican cities Aguascalientes, Queretaro and Mexico City. This story happened in Queretaro. We planned to stay two nights in Queret...

Gifted

by SomeSubmiss on Sep 13, 2017
BDSM

Gabriela Casimiro was not pleased. Women like her didn't wander through suburban malls on a chilly Christmas Eve. They didn't wait in ridiculously long lines. And they certainly didn't get shoved forward, backward and sideways by the overweight and overloaded shoppers surrounding her. Fucking Christmas, she thought with a discernible sneer. It was bad enoug...

Quicksilver Messenger Pt. 12

by Oupa99 on Sep 13, 2017
BDSM

Chapter 23 When April woke again, the sun was rising. That meant she slept for over eighteen hours. Every muscle in her body was sore, but especially between her legs and nipples. Her soreness felt exquisitely wonderful, and she smiled from ear to ear. She dreamily remembered everything it took to make her feel this way. Then she looked over at the handsome...

The Outsider Ch. 25

by caligula97236 on Sep 15, 2017
Novels and Novellas

Chapter 25 -- Ruthie's birthday wish That night, after her classes were finished and she had eaten dinner with Mike, Ruthie accompanied him to his room and allowed him to make love to her. She surprised him by getting on her elbows and knees, spreading her legs and lewdly exposing herself. Before he entered her, he took a couple of pictures. She closed her...

Dominant Warfare Pt. 09

by Oupa99 on Feb 12, 2019
BDSM

This was originally titled Quicksilver Messenger, but based on some ideas from readers I have made some changes and retitled the series. In addition, I have a new editor that helped clean up some of the speed bumps in the story. Thanks to Glenn514. It is still the same basic story and the changes are not massive, but to me it is enough to warrant a new versi...

Brian's Sleepwalking Adventure Pt. 06

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...

Sissy and Missy

by ChristopherDB on Feb 12, 2019
BDSM

Copyright 2019 Christopher D.B. * The central vacuum system made barely a sound as I made my way through the apartment. It was spacious and occupied the entire third floor. Although fully furnished and containing some of Countess Tori's personal items, she only stayed here a few nights a week. My feet were hurting, as the toe box on my pumps fit a little...

Beth & Ann Teach Thugs A Lesson

by lilguy on Sep 18, 2017
Mature

Beth and Ann were two very hot looking older women in their 50‘s. They had smoking athletic bodies. Beth was a sultry black temptress with a nice booty that would put Jenifer Lopez to shame She had. big breast that she loved to show off. Ann was a motherly white woman with breast even bigger then Beth. They were filled with milk from her nursing days. They b...

Graffiti Revenge

by Ashson on Oct 14, 2017
Erotic Couplings

Ann, Michelle, and Rebecca. Three disgruntled young ladies leaving the school grounds. Not disgruntled to be leaving, just a little put out because they were leaving an hour late due to a completely unfair detention. They'd explained to Mr Brandis that it had just been a practical joke. Everyone had laughed, even Nigel, and he'd been the victim. It wasn't a...

A Speeding College Boy Pt. 01

by MsCarol on Sep 24, 2019
BDSM

This is a story I wrote a couple of years ago and thought I would share it here. Now it needs to be understood that this is all fantasy, so please save the idiotic comments about running to the police, etc. *** Sandra watched the small red car approaching at a fairly high rate of speed from her favorite place. As he passed without seeing her, Sandra pulled...