Sissy Self Punishment Stories

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Textual Relations

by Pattyssissybitch on Sep 17, 2017
BDSM

PART I -- FRIDAY NIGHT My wife Patty had to go to Los Angeles for a weekend company annual retreat. When I dropped her off at the airport on Friday morning, she told me she had a surprise for me, and left it at that. I wondered all day what she was up to, and I had to wait until almost 4 in the afternoon to hear from her. When she called to tell me she'd ar...

Hello Cassie

by Murf1957 on Apr 29, 2025

Hi. My name is Cassie. This is my story. I hope you find it entertaining, but if you don’t, well, it is what it is. I didn’t plan it, never could have predicted it, and though some of the events that changed me and allowed me to be who I have become were difficult, I will always be grateful for the realizations and change they ultimately brought to me. They...

Sally, Tim have Elderly Neighbours Ch. 01

by MaryGrangerx43 on Oct 15, 2018
Fetish

This story is a complete fantasy and no association with real life whatsoever. No one is under the age of 20 and there is no physical hurt or pain. ***** Chapter 1 - Introduction My name is Sally Banks and I am 28 years of age and have been married for over 7 years to my husband Timothy Banks. We have always been reasonably happy, but over the last 12 mon...

Minx Ch. 02

by mistressbriane on Sep 18, 2017
BDSM

mmm...Minx? Minx! Boy, where do you think you're going? Did Mistress Briane say you could get out of bed? I think not. Don't you remember last night? Did my whip teach you nothing? No, before you return to bed take those pants back off. What did I tell you about pants? Eh, I changed my mind. Put your pants back and go make me some bacon. What? You have a...

A Wet Bi-Sexual Threesome

by Dazman on Jan 28, 2020
Fetish

Jacinta, Peter and Jason get together for an afternoon of sexual firsts and a dirty shower. Jacinta, Peter and I worked together at a stockbroking firm in Perth during the early naughties. A Friday evening post work drinks episode set in motion a mutually satisfying three-way sexual friendship. Peter and I, and Jacinta and I, which was about to reach its l...

Mistress Milks Me

by RobinTVDaniels on Sep 15, 2017
BDSM

It was a bright sunny spring day and I had gotten up early and made my self as sissy as possible for my mistress. I touched up my shaved body to make sure not a hair was anywhere on me. I gave myself two enemas to make sure my ass was clean in case my mistress might want to use me in some way. (I always hope for the best lol) I had put on my sexiest panties...

Miranda and Marcy: A Remembrance

by randymarkus on Jul 10, 2019
Fetish

Miranda. One cool lady. She was the kind of co-worker you lucked into. Highly competent. Took care of business. Represented the firm with aplomb. She exuded professionalism. At twenty plus years younger than I, she carried herself with a pert self-confidence. She could be flirtatious and sexy when she chose to turn it on. Her persona was an amalgam of an i...

Sissy Gets Punished on His Birthday

by NSEW1 on Jul 3, 2019
Fetish

My lovely goddess of a wife had promised me a memorable treat for my birthday. I stayed on my best behavior that week, in anticipation of an exciting climatic night of pleasure. During the day she texted me 'hope u are ready for treats.' I wrote back to confirm and then told her I was doubly thrilled to get not just one but multiple treats. She responded bac...

Patty's Punishment Party

by fmcchris on Sep 14, 2017
Celebrities & Fan Fiction

"Oh, my God!" Meg Ryan uttered as she and Marisa Tomei watched in stunned disbelief while John Weston, Patricia Heaton's personal assistant for the past two years, assiduously stroked his huge cock in front of a stack of recently produced color photos of his boss, which showcased the red-headed beauty in an assortment of sexy dresses and which now lay in pel...

Sissy School

by zeta515 on Jun 19, 2018
Novels and Novellas

Copyright 2018 by Zeta All rights reserved This story may be freely distributed in electronic form but must include this copyright. Sissy School is a work for pure fiction and all locales, names, characters, places, and incidents are the products of the author's imagination. Any resemblance to actual events, locales, or living persons is entirely coincide...