Sissy Latex Stories

15,049 results
Orientation
Length
Source
Infinite Scroll

Crossdressing Playdate at the Lake

by montrealjane on Sep 16, 2017
Transsexuals & Crossdressers

At the end of the summer, I was lucky enough to have some playtime at the lake. I had been emailing and IM'ing back and forward with a girl that I had found on Craigslist. Craigslist is something of a lottery full of timewasters and scary people using many bogus identities, so it takes some time to filter out who really serious to get together and have fun,...

Miss Johnstone's Lesbian Sissy Slut

by maturesubmale_for_F on Apr 20, 2020
Transgender & Crossdressers

1. Becoming a lesbian sissy slut I was eighteen years old when I became a girl. Or rather: When I was turned into a submissive lesbian sissy slut by my High School teacher, Miss Johnstone. She was an imposing woman, in her late fifties, tall and with short cropped grey hair. She had piercing green eyes and a well-trained body that she kept in shape by regul...

The Trap Ch. 03: The trap is sprung

by Paulateevee on Apr 13, 2020
Transgender & Crossdressers

Thank you for the positive feedback on the story. We are now moving on to the fantasy side of the story. The usual disclaimer applied. Everyone is (well!) above the age of consent. This story is about crossdressing. If that's not what you like how did you get to this page 😊 I hope you enjoy. * The Trap - Part 3 -- The trap is sprung. Paula lay sleeping...

Truth or Dare Takes a Turn Pt. 05

by Cutiepie183 on Oct 19, 2020
Transgender & Crossdressers

The rest of the week flew by in a blur of pure bliss. I really settled into my new role as Luke's little sissy slave. I would wake him up each morning with a hot, passionate, sloppy blowjob and give him breakfast. After that we would shower together and I would wash Luke's whole body for him and Luke would give me a golden shower in return before letting me...

Happy Marriage Ch. 02

by yesplease8 on Sep 25, 2017
Loving Wives

Well, our marriage just keeps getting better. My wife and I love that I'm submissive and that I was bi-curious. I say I was bi-curious, because my wife set me up to realize I am truly bisexual. After begging her to use me like a sissy slut with a strap on, she not only treated me like a slut with her strap on, she happily watched me with another man. She se...

Owned by my Mother-in-Law Ch. 07

by Sputnik57 on Sep 13, 2017
BDSM

I was released from the haven of my mistress' crotch and she stood by me in a central position, flexing her cane in readiness for my punishment as we watched the gimp's misery. The wickedly pencil-skirted headmistress that was Arabella, placed the black dish from earlier at her feet, and ordered the gimp down to it in full view of the eager crowd of women. A...

Owned by my Mother-in-Law Ch. 05

by Sputnik57 on Sep 13, 2017
BDSM

Further confident and severe looking women arrived, smiling and sneering at the gimp, and pointing at me contemptuously. My erection raged as I watched the superbly dominant Arabella stride positively toward the cellar door; her willing gimp, the once proud and dignified headmaster, on all fours with a tail swinging from his plug. The women laughed at him an...

Forced Femme

by Mrfriskay on Aug 11, 2018
BDSM

You've always been kind of a nancy boy. A little afraid of women, and awkward. The attraction has always been strong though, especially to dominant women. It was always obvious that you were a little different, but things changed when you met her. She wasn't typical in any sense of the word, and you find out the hard way.What's next? Annabel Lee, 6'1&q...

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Delving into Femdom Ch. 01

by readytokneel2907 on Jun 1, 2020
BDSM

**Chapter 1. Growing up Oh my where to begin, I imagine it is best to start at the beginning (or as close to it as I can remember). I grew up in a relatively medium sized east coast city living what some may call a normal life with two sisters and both my parents. Growing up I was always into sports and when I entered middle school I had begun to focus on b...

Mile High

by mikaho on Sep 12, 2017
Transsexuals & Crossdressers

Edited by g1dnshwrgr1 (many thanks!) I boarded the plan and was taking my seat when I noticed the most mature of the three stewardesses. She was beautiful with a classic flair; her pencil skirt perfectly presented an hourglass waist, defined hips, and a round butt. The image of her shapely form flitted around the edge of my thoughts as I started answerin...