Sissymaid Stories

5 results
Orientation
Length
Source
Infinite Scroll

Signing Myself Into A New Life

by Gretatv on Sep 14, 2017
Transsexuals & Crossdressers

This is a little fantasy of mine and dedicated to my Mistress. There is some explicit language and scenes in the story and you know the drill, if you are underaged or don´t like to read (bi)sexual acts than don't bother. This story is explusively mine and can only be copied after contacting me. I haven't written in years and I hope I haven´t gotten too rust...

The Spirit of Lady Macbeth Pt. 05

by alyssawinters on Oct 19, 2020
Transgender & Crossdressers

Olivia spun around in high heels just to see the petticoat swirl its layers in front of the floor mirror. Unlike the full-out 'sissymaid' one he had the moderate sized petticoat had the ruffles move into a sheerness at the panty-waistline while its length reached only his upper thighs. In the process of readying for the early evenings duties with the stockin...

Writing Realistic Female Dominance

by stlgoddessfreya on Sep 13, 2017
How To

Scene 1 I couldn't believe I was doing it, even as I followed the tall blonde in the black PVC catsuit to the door with "Private" written over the door in tilting red script. I just went to the sex club to watch, at least that was my plan, but as soon as I saw her demonstrating the proper way to flog a man in a kneeling position, I knew I would be on my kne...

It Really Does Happen

by lipsticked on Sep 26, 2017
Fetish

This story is copyright 2009 by (lipsticked11). All rights reserved. No reposting without permission. * I am owned by a dominant couple and their niece and used as a live-in maid, cook, and sexual slave. My name was Michael, now I am Michelle. This is my story: When I was 35, my wife Connie and I lived next door to another married couple, Denise and Steve...

The Teamviewer Mature Files

by jothesmo on Apr 23, 2019
Transgender & Crossdressers

Editor's note: this story contains scenes of non-consensual or reluctant sex. * The computer screen shone light upon my plain-white panties and bra, making them glow obscenely atop my peachy white skin. Since the divorce, I'd become brave in private and crossdressed on occasion. That sometimes ended up all day. The webcam was on, but I wasn't in any kind o...