Jail Spanking Stories

32,811 results
Orientation
Length
Source
Infinite Scroll

Punished Asian Shoplifter Ch. 02

by asianspankee on Sep 15, 2017
Fetish

"Good," you say, "let me give you some more details so that you know what to expect. The duration of your punishment will be a total of 10 weeks, starting now. After today's punishment, you will return here once a week for your next 9 lessons. They will be progressively more painful and humiliating for you." An uncontrollable shiver sweeps through my slim b...

Kinky Criminals

by Dazzle1 on Sep 15, 2017
BDSM

Chapter 01: Burglary Duo are confronted by a Super heroine It was a quiet Saturday afternoon at Majestic Jewelers, the sun had finally come out and much of the public took advantage of the good weather for outdoor activities. In the store were the owner , her assistant and a security guard. The latter was there mostly for insurance requirements and had nev...

Mona's A Ch. 02

by MTL17 on Jul 14, 2020
Celebrities & Fan Fiction

"Hello loser." Only yesterday hearing that would have caused Mona to smirk and ready herself for a little verbal sparring. Now sheer terror flooded her body and her ass hole quivered, Mona closing her eyes and praying that when she opened them again a few seconds later her bedroom would be empty. Alas her high school bully Alison DiLaurentis was sitting on...

The Fourth Floor of a College Dorm

on Dec 21, 2016
Erotic Couplings

You throw on a red t-shirt and do up your jeans. You know tonight's a big night, lots of chances to make good with the ladies on the floor. You check yourself out in the mirror and figure that you're looking about as good as you're ever going to. You received the unique luxury among the people of your floor through a fluke of paperwork that never got correct...

Open in Reader

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...

A Tale of Two Doms

by TexasAngel28 on Sep 14, 2017
BDSM

Jim O’Connor stepped out of the sapphire blue convertible and into the afternoon sun. The house in front of him belonged to his godfather and his godfather’s daughter. She was the reason for Jim’s visit that fine afternoon. Her name was Amanda and she had just turned eighteen two weeks ago. Jim shook his head as he made his way up the front walk and knocked...

Caught

by gspanker051 on Sep 17, 2017
BDSM

This story may not be used without my permission Warning this story involves female domination, humiliation and pain. Do not read if this is not for you. Paul had an eye on Molly who was in her forties with dark hair and melon shaped breasts who lived next door he was hoping to date her. Paul heard the phone ringing and picked it up to answer it. Molly w...

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...

Spanking 101

by Sir_Nathan on Sep 13, 2017
BDSM

"All right, all right. Settle down and take your seats. Yes, that includes you with the green mini in the back row... "Thank you. "Now, welcome to Spanking 101. My name is Mr. Nathan and before we get started, I'd like to get a few things straight... "I will be speaking from my own perspective. In other words, I'll say 'he spanks her' rather than vice v...

Claiming His Bounty Ch. 02

by CaitlyCate on Sep 19, 2017
BDSM

He looked down at his drink and swirled his finger around the rim. The pretty woman next to him kept her hand on his knee. "I thought they were gonna kill me then and there. Instead, they cuffed me to the bed and left me there to die slowly. Day one, I knew that I was going to die. There was no hope. Days passed. I lost track of them. I was starving, thirst...