Writing On Sissy Stories

365,579 results
Orientation
Length
Source
Infinite Scroll

Sun's Out, Bums Out

by Sissylexy on Sep 21, 2020
BDSM

"Lexy, come here," Miss calls, she sounds cheerful. I get up from the hall, where I have been kneeling naked for the past 2 hours. Despite the sunshine outside, there is a chill in this small room. I struggle to my feet and skip into the living room, hoping that Miss is as playful as her call to me suggests. "Sit on the floor Lexy, by the sofa, facing the t...

Counceling

by seeingifthismakessearchwork on Mar 2, 2020
Transgender & Crossdressers

****** Forward: This story is an expanded version of a story I read and with the author's permission I revised and added to it. ***** Dr. Lidia Vega let her eyes briefly dart to the clock on the wall. Her newest patient hadn't said anything for nearly ten minutes, but that's okay it was his process and she was only here to lead him through his grieving. S...

Do You Wanna Be A Ditzy Bimbo Barbie Doll!?

by Crissy on Apr 22, 2025

The Rise of a Sissy, Bimbo Barbie Doll! What makes & is a Bimbo? Bimbo is term or slang word for a conventionally, _'golden/bleached blonde, attractive, buxom, sexualized, naïve, and unintelligent woman'. Bimbo culture, or bimbofication, exemplifies the character type of “a conventionally attractive, sexualized, naïve, and unintelligent woman.” The term...

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Discovering Mistress Sarah's World Pt. 04

by oneguy4fun on Sep 12, 2017
Transsexuals & Crossdressers

Special thanks to Mistress Sarah and Miss May and Miss Mill who are my motivation for this story. Thank you for your guidance and wisdom and for the privilege of serving you and writing about you. Chapter 11 Discovering the Girl in Him For the first time since he arrived at Mistress Sarah's house, Josie was left alone in silence. His cock was still thro...

Breaking with Traditions

by Canadagander on Sep 17, 2017
Loving Wives

Copyright © 2005. All characters, events, and text in this story are purely fictional, and are created by and the sole property of the author. All rights reserved. - - - - - - - - - - - - - - - - - - - - - - - Writer's Note: It's time for Canadagander to make a public disclosure, to come out of the writer's den, so to speak. 'Gander is not a real person....

Dickgirl Tyranny

by Lusc on Mar 28, 2018
Transsexual

In this medieval/victorian fantasy world, the physical differences between men and women(also known as dickgirls) are enormous. In comparison to their male counterparts, women are taller, stronger, and better endowed. On top of all this, a dickgirl's cum has a strange ****-like effect on males. This effect's severity is mild when applied to the skin, stronge...

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Ultimate Sissy Weekend Ch. 07

by SissyTwinkleToes on Mar 10, 2020
Transgender & Crossdressers

Ruby is sat flicking through a magazine. Mid-twenties, she's been working in the tattoo parlor since college and is soooo bored. So her face lights up when two sissy dumplings mince into the tattoo parlor. She gasps at their ridiculously effeminate outfits that no woman would be caught dead in. She can't believe they've handcuffed themselves together and loc...

Mistress Patty Ch. 02

by timeagain93 on Sep 17, 2017
BDSM

Mistress Patty was brushing her teeth in the motel bathroom; she paused to spit and continued talking. "Y'should see what my sister does to her husband! You're getting off light, believe me!" I could only nod. I was blindfolded, butt plug in my mouth, hands cuffed behind my back on the toilet. She uncuffed me and removed the plug. When the motel door slamm...

Domina Katarina Pt. 01: Office Management

by pbs444 on Sep 17, 2017
BDSM

My name is Tom. At least it was until a few months ago. Anyway, let me explain... I run a successful small business. I started the business, and through a lot of hard work the business grew and grew. But it meant many long days, and the pressure was getting to me, so I decided I needed a full time assistant. I mentioned this to a colleague of mine one day,...

Suggestions from Her Kinky Sister

by timeagain93 on Sep 16, 2017
BDSM

Mistress Patty had a kinky sister. She had been dominating her husband for years and according to my Mistress the man was her complete slave. Naturally they gossiped and soon I received a text listing questions regarding limits, safe words and playtime. The safe word was her hometown. At any time I could say it and break out of the scene. Playtime was desi...