Diaper Sissy Stories

8,305 results
Orientation
Length
Source
Infinite Scroll

Mistress Marisa's Estate Pt. 11

by keptsissy on Sep 12, 2017
BDSM

I am one of several slaves my Mistress Marisa keeps in her household. I am completely owned as are the other slaves that serve her. These episodes are written with her permission. It is my, our story... ******************************** The matron sits at the front of the room, gorgeous and tailored perfectly. She's wearing a tight short black dress and nee...

The Rendezvous Ch. 02

by CassidyCaine on Sep 26, 2017
Transsexuals & Crossdressers

(Author's note: I have tried to get an editor for this story but failing that after over a week of looking I'm publishing it. Please be aware this work has some fictional coercion and other sissification elements.) Nick tried to hold back as tears welled in his eyes but the finally started to stream down his cheeks in black rivers. His make-up was alrea...

Family Chastity Story Ch. 04

by antares34 on Aug 13, 2019
Fetish

Editor's note: this story contains scenes of incest or incest content. ***** This is a work of fiction. The events described here are imaginary; the settings and characters are fictitious and are not intended to represent specific places or living persons. All characters are age 19+. ***** My girlfriend Christina has been staying with me for the past sev...

Bootlicker

by GoddessVictoria on Sep 25, 2017
BDSM

BE CAREFUL WHAT YOU WISH FOR. He remembered that later, much later but by then it was too late. By then every semblance of masculinity had been totally stripped away from him. He was no longer master in his own home. How could he have been so foolish? Had there been a part of him that hoped she would find out? He had been so careful, smug even. Why shouldn...

Wife Left Me so I Could be a Girl

by TammyPanty on Jul 10, 2018
Transsexuals & Crossdressers

I Am The Girl My Wife Did Not Want As the only child of a single mother I grew up around all things feminine. Having lingerie and stockings drying in the bathroom was normal for me and I always loved how pretty the full cut nylon panties and slips with tons of lace looked. I lived at home with my mother until she unexpectedly passed away when I was 23 year...

My New Neighbours Ch. 03

by csm1967 on Feb 25, 2019
Transgender & Crossdressers

I closed the bathroom door and looked at Katie. 'So, how was it?' I asked. She looked at me and smiled. 'It was great my love. I am a bit sore to be honest, but I can understand why you are so captivated by Angie and Tilly - they are amazing girls.' I nodded. 'They certainly are. I hope you weren't shocked by some of the things they said. Or I said for th...

The Wedding Ch. 09

by betamale08 on Apr 1, 2020
Transgender & Crossdressers

The Wedding (Patti Cake part 3) Chapter 9 – Coerced, Consumed and Consummated... After wrestling my Uncle John out of his suit and laying him out on his back, I knew his passed-out routine was all a farce as he looked to me winking with a smile before going back into his pretend-coma... Faking it in front of Patti and no doubt doing so in the want of stay...

New Gurl in Town Pt. 01

by GavinIsaNuisance on Jul 6, 2020
Transgender & Crossdressers

This work is entirely fictitious. Any similarities to actual persons living or dead is purely coincidental and entirely unintentional. All characters portrayed in a naked/sexual nature are 18 and up. *** The city of Los Angeles, California. A place once regarded as the focal point for entertainment and movie stardom now reduced to an over-taxed, grimy, dru...

The Making of a Mistress Pt. 06

by EiryCGar on Sep 14, 2020
BDSM

Author's note: 'All things must pass' and I feel that this series has reached a natural conclusion. As always, I must point out that all players in this fictional saga are aged 18 or older, and all sexual acts are consensual. The Making of a Mistress Chapter 6: Cwm Pechod's Cuckold Community The invitations to the party for the combined wedding anniversary...

The Writer's Secret Ch. 09-10

by AnnMichelle on Sep 16, 2017
Transsexuals & Crossdressers

Chapter 9: Laura's Mall Odyssey Loren was sweating bullets by the time Stephanie finally parked the car. He expected they would go home. They hadn't. Instead, they were parked outside Raycine's, a department store at one end of the Valleyview Mall. The mall was only five miles from their house and they shopped here occasionally. "I can't go in there." "Yo...