Punishment Mistress Stories

50,646 results
Orientation
Length
Source
Infinite Scroll

With Strings Attached Ch. 17

by maxout09 on Sep 25, 2017
Anal

Even though the restaurant was empty I still felt a sense of relief as I slipped into the safety of the semi circular booth, my bare ass sliding on the red leather. Not that I was apprehensive about how I looked, the deep red dress was no more revealing than my other clothes. It was more the image that Nicole and I made. Me in a strapless mini dress with my...

Sweet Hitchhiker

by Erotica by J & G on Sep 17, 2017
BDSM

As the day began to wind down, Eric found himself between the last little town he passed through and Heightsville, Indiana. When he set out on his cross country journey hitchhiking instead of traveling by car, bus or plane, he had promised himself he wouldn't get caught late in the day out on the road in the middle of nowhere. He had stopped for a meal at a...

Frustration Pt. 03

by kalkstein1970 on Sep 25, 2017
BDSM

The rest of that evening passed in a haze of sexual torment and sweet agony of submission, teasing, and denial. You stripped out of your evening dress to reveal a skimpy little black thong and matching black mesh half-cup bra - your outfit for the rest of that evening, one that drove me mad with lust, watching helplessly as you paraded your long legs, tight...

The Gallows

by HappilyLockedMan on Oct 8, 2018
BDSM

Alan drove slowly around the old industrial building, desperate to know what was inside. His palms were moist and he was aware of how hard his heart was beating. He parked and walked slowly around the corner, towards the red door, dragging his hand against the coarse brick. He rang the bell, looked up into the security camera and introduced himself. He was b...

Twelve Days a Slave Ch. 07

by The_Technician on Sep 14, 2017
BDSM

This is the story of a young woman's conviction as a terrorist and what happens to her when she is sentenced to penal slavery. Penal slavery is not impossible. The Thirteenth and Fourteenth Amendments to the Constitution of the United States of America do NOT prohibit slavery. They only LIMIT slavery to punishment for crimes. In other words, the Constitution...

A Clockwork Green Ch. 12

by AwkwardMD on Sep 14, 2017
Transsexuals & Crossdressers

"Where's Mackenzie," Tubbins asks for the third time since I scooped him up. He keeps looking behind us. The rest of the children settled into my wake when I kept running. After about a half mile, we come to the first split in the tunnel, and I set him back down. He looks like he's about to cry, and he's not the only one. I think they all can sense my unease...

The Bag

by vanpeebles on Sep 12, 2017
Group Sex

Copyright 2012 by the A. Van Peebles, All Rights Reserved * This is a true story, or as true as I remember it. I've changed some of the names, for obvious reasons. My name isn't Jenny, my boss isn't named Cynthia, and the club in question isn't called Club San Limites, but the club does exist in downtown Montreal under a different name. I've also omitted s...

Prom Queen Ch. 02

by spankedhusband on Sep 17, 2017
BDSM

My wife has disciplined and punished me since before we were married – and that was nearly twenty years ago. To clarify, in our house the difference between discipline and punishment is that one is applied prior to an ejaculation, when the pain is at least partially mitigated by my horniness and the latter is applied immediately following my ejaculation, t...

The Perfect Secretary

by peachknight on Sep 25, 2017
BDSM

Note: This is my first story, so please enjoy and leave any constructive criticism and comments. All people seen in this story are of 18 years or older. ***** "Ugh. Whatever happened to standards Sharon? Why does everyone think all you need to be a secretary is to look good?" Meet Jake Andrews, a 38 year old CEO of a medium sized business firm. Jake looked...

Frustrating Ch. 06

by MTL17 on Sep 14, 2017
Celebrities & Fan Fiction

Rebekah Mikaelson couldn't remember the last time she had been this happy. In fact, she wasn't sure if she had ever been this happy. The reasons for this were numerous, but ironically the most important one was Elena Gilbert. Specifically the fact that Elena Gilbert was her date to prom, the two of them the centre of attention during this extremely human ex...