Jail Spanking Stories

32,811 results
Orientation
Length
Source
Infinite Scroll

TheOldDragon's Tales

by chiangku on Sep 12, 2017
BDSM

It all started in the summer of 1998, back in Cairns, Australia. Marriage is a fickle thing, and mine had fallen apart over perceived jealousy and the fact that she just wasn't meant for me, or maybe I wasn't meant for her. It didn't really matter any more, she gathered her things on a Saturday morning, called her parents, they came to pick her up, and that...

Nick & Madeleine Ch. 3

by Joe_Dink on Sep 14, 2017
Loving Wives

In Part Two of "NICK and MADELEINE," Greg throws Jan out after she's unable to let go of her affair with their neighbor, Nick. Nick is later arrested for the firebombing of a competitor's jobsite, and when Madeleine returns, Greg finds comfort in her arms. After Nick's conviction, Greg asks Jan to come home. Here's what happened once they got there. That ev...

The Perfect Foot Slave

by xperia2995 on Sep 14, 2017
BDSM

Please do leave a comment. Enjoy! ** ** Rick looked at the big mansion one last time before going in. It was the biggest one he had ever seen in his life. This magnificent piece of architecture stood atop a hill, offering a beautiful view of the lush green countryside. It had three floors and was built of stone. Surrounding it was a vast garden with cobb...

Battlefield Ch. 04

by chiangku on Sep 18, 2017
BDSM

This story is based on reality with a few twists to add spice and juice it up. It contains bondage, Domination, submission, spanking, oral and penetrative sex, mind games, abuse, non-consensual sex, redemption and healing. Nothing loath, my dear readers, but some elements may be beyond what some consider BDSM, and if you do feel this exceeds the boundaries,...

Deceptive Appearances

by LaurelAspen on Jun 19, 2018
BDSM

"Mind the closing doors, please." Paul can't help but sneak furtive glances at the woman seated opposite. As the travelling lemmings in the swaying carriage stay buried in their newspapers or stare catatonically into space she glances up, catches his eye and favours him with a lovely smile. "Mind the gap." He'd first seen her 15 minutes earlier boarding th...

Soldier Boy Ch. 05

by sensualwhispers on Sep 1, 2017
Exhibitionist & Voyeur

Sarah stood by the bar later and wondered if it was to late to go home and hide under the duvet. The nerves that she had managed to quell were barely controlled and as she looked into the mirror she didn't even recognise the person staring back at her. The girls in the changing room had weaved their showgirl magic and transformed her into someone she did not...

Amanda-Christina's Misadventures Ch. 11

by TheSparkZone on Sep 25, 2017
Exhibitionist & Voyeur

Everyone on the fishing charter knew that the engine trouble they were experiencing was just an act to help publicly humiliate Amanda and Christina. However, as far as Amanda and Christina knew, they were really stranded at sea. The girls lost their bikinis because of a prank played on them by another girl onboard the boat. Unfortunately for Amanda and Chris...

Brian's Sleepwalking Adventure Pt. 05

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...

Brian's Sleepwalking Adventure Pt. 01

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...

Jenny Pt. 07

by blane75 on Sep 15, 2017
BDSM

Constructive criticism and comments encouraged. Begin Jenny Pt. 7 Mike and Jenny, the aftermath. Kent and Mike pulled into the club parking lot just in time to see Jenny's black SUV pull out. Charlene was by her car parked under the streetlight, stuffing a small wad of bills into her purse. They got out and approached her. "Hey, Charlene." "Hey, K...