Latex Sissy Stories

15,049 results
Orientation
Length
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Infinite Scroll

The Training of Sissy Paula Ch. 2

by submissive~pet~ on Sep 14, 2017
Fetish

Mistress carolyn patted me on the head and said i did good. Then she sent me home. The chastity belt still on me, and the cucumber still in my bottom. I logged on line yet no e-mails from Mistress carolyn. It was 4 days before she sent me another e-mail. Hello my pet i bet you thought i had forgot about you. i replied with a yes Mistress i was be...

Aztec Art - The Path to Submission Ch. 07

by Sputnik57 on Mar 20, 2018
BDSM

Lloyd had been treated to a gratuitous and well received whipping by Joyce, watched by Patti, Kay, and Maria, who noted the pleasing sign of a boning erection as his wife confirmed her new status as his owner, then was bundled into a walk-in wardrobe at Patti's house, trussed with his head down to await their further pleasure. He was not alone in the wardrob...

The Whore Wife, Sissy CD Husband

by MILF4black on Jul 27, 2020
Transgender & Crossdressers

This story is completely fictional. All characters in the story are over eighteen. Prologue: The Whore wife, Sissy CD Husband "That's it, you little sissy whore, suck that cock." Jennifer told her husband as his head bobbed up and down on the strap on dildo Jennifer was wearing. Her husband, Patrick, lifted his head and the seven inch fake penis slid out...

My First Experience as a Femdom

by lushusboobs on Sep 11, 2017
BDSM

I'm a 40 year old bisexual Femme Dom, but I wasn't always so open minded about my sexual interests. I came from a very rural, homophobic sort of background. Homoeroticism, bisexuality, or reverse role playing were strictly taboo for me. Perhaps one of the reasons why anal sex and strap on penetration has held such a fascination for me is because it because...

Neighbors Sissy Son Ch. 06

by newfield1981 on May 2, 2018
Transsexuals & Crossdressers

Editor's note: this story contains scenes of incest or incest content. ***** Tiffany Charles My name is Charles Bennings but you can call me Tiffany Charles. If you've been following this story from the beginning, then you know I was born a boy but with my feminine body and face, I easily live my life as a girl. You also know that I make a lot of money do...

Mommy and Goddess

by force_transitioned on Sep 12, 2017
Transsexuals & Crossdressers

Andrew never saw the noose. He was uncomfortable around his new mother in law - his wife's new step mom. And rightly so - he was, after all, going through the woman's intimates since the day she entered their lives, some two years ago, shortly after the marriage. Had he overcome his guilty reaction, he may have noticed a recurring theme in their conversa...

Trixie's Chastity 01

by trixie47cd on Sep 19, 2017
Transsexuals & Crossdressers

Part 2: Trixie learns his new role. Since my wife came home early and caught me masturbating in women's frilly lace 2 month ago, so much has changed. She has taken control of my life since I begged her not to spread the story and pictures of my humiliation around town. After I made the choice of submitting to her feminization training, there really was no...

Rubber Femdom World

by Rubberfoot on Oct 15, 2020
BDSM

Something strange was happening in the small college town of Little Gadsden. None could say what was causing it, but the one thing that was certain was that it started after the comet crashed near the town. Little Gadsden was a small place, of no more than a few hundred inhabitants, so the event was the most talked about thing for weeks, even though nothing...

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Candi Gets an Upgrade

by CandiCumminz on Dec 11, 2018
Transgender & Crossdressers

This story follows the 4 part "Candi's Conversion" series. - A useless, inattentive husband is sissifed by his wife, Mistress Luna. Now named Candi, she has been fitted with a sophisticated set of tools that will mould her into the sissy her mistress desires. Mistress Luna's new friends, Sasha, a makeup artist and budding domme and her boyfriend Dom are al...

The Holiday Pt. 01

by mandiejune on May 16, 2018
Transsexuals & Crossdressers

My name use to be Frank its now Helen sissyslut and I was surfing web looking at crossdressing sites on my computer when this holiday competition came up. For some reason may be my wife had left me after finding me dressed up like a hooker! I decided to enter the competition not really expecting to winner a free 4 weeks holiday in South of France. Two weeks...