Jail Spanking Stories

1,000 results
Orientation
Length
Source
Infinite Scroll

Love For Sail

by Winterfrog on Sep 14, 2017
Loving Wives

Many thanks to Dennis for editing this story. * I'm Lucas Willman. The whole crappy mess in my marriage began just as a story about loving wives you already heard or read at least a hundred of times. Of course, even I had read it many times for me it was the first and hopefully the last time it happened in my real life. Not funny at all. My background is...

The Spanking Couples CFNM Party

by reddbunnz on Sep 17, 2017
BDSM

Chapter One: Two days after one of the monthly Spanking Parties, Debbie and Marion were sitting in Marion's home office discussing their sexual appetites. Both were dressed as normal when relaxing in one of their respective houses. Both had casual clothes – for them, at least. Both sported normal, everyday bras and tops, but were butt naked below the waist...

The Spanking Stories Ch. 01: Overtime

by zenmackie on Sep 14, 2017
BDSM

* * * * * Click Here to listen: .mp3 format or .ogg format. (29 min/mp3) * * * * * Marcia Fischer, Head of Accounting, hated having to work late. She had always prided herself on her efficiency; if there was more work to be done than usual she just buckled down and got it done—even if it meant skimping on her lunch hour—and was out of the office at 5:00 s...

Cured by Spanking

by AverageGary on Sep 15, 2017
BDSM

"My name is Jerry and I have a sex addition." "Hi Jerry" the others in the room shouted out to him. "I'm here because I've got a high sex drive, I'm always wanting it and my wife can't keep up," I said. "I would never cheat on her so I turned to porn - the written word and videos. I guess it might be more of a porn addiction, than a sex addiction, and I d...

Brian's Sleepwalking Adventure Pt. 08

by SirBosk1 on Sep 15, 2017
Novels and Novellas

This story contains scenes of spanking, forced homosexuality and oral sex as well as other erotic themes involving adult men of college age or older. If such subjects are offensive, uninteresting or if you are a minor (i.e., child) please leave now. All persons, names, places, events, and descriptions, are purely fictional. Any resemblance to actual persons,...

Punished Asian Shoplifter Ch. 09

by asianspankee on Sep 15, 2017
Letters & Transcripts

Dear Penthouse, I'm writing this letter for your forum because I have been ordered to detail one of my spanking sessions on paper as part of my punishment. I'm a slender Asian male, 19-years-old, with light creamy complexion and very smooth body. Several weeks ago I made the mistake of shoplifting at my spanker's store and was caught red-handed. As a conseq...

Punished Asian Shoplifter Ch. 01

by asianspankee on Sep 15, 2017
Fetish

Foreword: This is a series of fantasy stories totaling 12 chapters containing topics such as spanking, sodomy, interracial theme, rope bondage, gay sex, and a little bit of cross-dressing and femdom (in later chapters). The fantasies start out milder but gets progressively wilder towards the end. I originally wrote them for a friend (named Brian in the stori...

Slut in Chains

by SlutKathy on Sep 1, 2017
Group Sex

(please read Bound Experience first) I decided to make Chas wait another day in jail after leaving me tied to the tree naked for all the men to use, but I had to admit that I had enjoyed it and it had been a real turn on walking home in public naked and covered with dried on cum. The next day I dressed very sexy again in a very short tight black stretch dr...

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...

Karina's Bitch

by brownluva4u on Sep 28, 2020
BDSM

I have always had a kinky mindset, even from when I was a young lad. Every time I played cops and robbers, I was the one volunteering to be cuffed and held in jail. There was simply something about the act of losing control; of being at someone else's mercy and doing anything to please them. The sensation of surrendering has been and continues to be, engrave...