Jail Spanking Stories

32,811 results
Orientation
Length
Source
Infinite Scroll

Employee of the Year

by jlorthia on Sep 15, 2017
BDSM

Percy Seaton, A tall handsome man, in his 30s, clearly successful, dressed in a dapper suit sat back on his office chair behind his large oaken desk. Behind him was a large window that gave an impeccable view of the entire sprawling metropolis. Art pieces that projected wealth and power adorned his walls. A full bar of fine liquors was to the left of him and...

Traffic Stop

by ljpsbaby on Sep 17, 2017
BDSM

“Shit,” Marti muttered under her breath, seeing the flashing blue lights in her rearview mirror. She’d checked her speed when she saw the squad car, 48 was too fast for this street, but didn’t think he’d pull her over. She steered to the curb and stopped, hoping he’d go past, but he didn’t. The lights pulled in right behind her. Marti turned off the car and...

Busted

by Melody on Sep 17, 2017
Mature

Suzette was totally unaware of the seething hunk of man standing on his patio, the one above hers, she was sitting in a corner of hers, happily puffing away on a joint, enjoying the waves of relaxation that washed over her. It was a very warm June Friday evening and she was beginning the weekend the best way she knew how when she was alone.....she'd get hig...

Those Who Cuckold Get Paid Back

by Winterfrog on Sep 15, 2017
Loving Wives

Many thanks to ReneeandKent for editing this story. * For the time being, I'm a "jailbird" and can't complain because my life in jail is surprisingly comfortable, very comfortable indeed. To be honest, this small semi-open "white collar jail" is different from all average jails and more comfortable than many hotels in my Scandinavian country. Great food, w...

Lindsay Lohan Ch. 01

by Spikeyboy_uk2002 on Sep 18, 2017
Celebrities & Fan Fiction

Author's Note: The following story is a work of pure fiction. It is meant purely as erotic fun and offence is intended to anyone. Particulary Lindsay Lohan who I remain a big fan of. Earl Saunders had been a judge for over 20 years and for the most part he had enjoyed his time with the gavel. He had presided over many hundreds of cases sometimes giving pe...

Mrs. Lancroft's Boarding House

by francypants on Sep 19, 2017
BDSM

Hi, I'm Kevin and I wanted to tell you about something that happened to me about a year ago that is unf**kingbelieveable. Okay, so it all started like this ... I had been a boarder at Mrs. Lancroft's Rooming House for almost a month. My room was very nice, clean and had all the basics covered, you know, bed, dressers, closet, I even had my own private bathro...

Darlene

by The_Technician on Sep 17, 2017
BDSM

F Self, M/F, Spanking, Bondage, Humiliation = = = = = = = = = = = = = = = = = = = = = = = = I found this story on an old backup disk that I was checking for content before destroying. MANY years ago while I was in college, I got into a "discussion" with an English major about writing - specifically writing porn. Since I wasn't an English major, Darlene sa...

One Step Ahead Ch. 04

by itsm3 on Sep 13, 2017
Novels and Novellas

I knew that it didn't actually matter how I were to present the evidence to Mindy; either she was going to accept her fate or she was going to try to find a way to get out of it. I had predetermined plans that I would follow depending on how she took it. Despite it technically not mattering how I presented the video, I wanted to make sure that it had as debi...

Dangerous Temptations

by Winterfrog on Sep 17, 2017
Loving Wives

Many thanks to -slighter for editing this story. The information course at the insurance company's county head office had been as boring as expected and the four women were glad that it was over now at eight o'clock in the evening. They were co-workers at a local office in a small Scandinavian town about 40 km from the county capital. All four were married...

The Freshman Ch. 19

by caligula97236 on Sep 15, 2017
Novels and Novellas

Chapter 19 - Two confessions Jason was very happy to get back to his dorm room. Before he settled down to study, he decided to get cleaned up. He somehow felt unclean, contaminated by the extremely unpleasant three days he had just endured. The trip had badly unsettled him, because for the first time in his life he realized how dysfunctional and unpleasant...