Sissification Stories

145 results
Orientation
Length
Source
Infinite Scroll

Mommy's Boy? Ch. 03

by yr_sissy_toy on Sep 13, 2017
Transsexuals & Crossdressers

I minced into the kitchen in a new dress, feeling terribly nervous. My small pink butt plug added somewhat to my wiggle, reminding me at every step that sissies need constant training. I brushed my hands against the skirt of my princess dress one more time, smoothing out again all the wrinkles that my imagination created, and again touched the hair of my wig...

Training of a New Sissy Ch. 01

by npbear on May 23, 2018
BDSM

I'm not sure who was more surprised at my reaction to the surprise party. Certainly She expected that I would enjoy my time, She is very considerate like that. But I think it took even Her by surprise at how much I, for lack of a better word, gushed like an excited teenager when telling Her about the experience. I think that's partly why She insisted I write...

Making a Sissy

by kittycalamity on Sep 13, 2017
Fetish

Once upon a time, I dated a guy with muscular dystrophy. True story. I didn't know much about MD or neuromuscular disease in general at the time, so I never asked which form he had. Looking back on it, I'd say with about 90% certainty it was Becker. God, he was gorgeous. I'm six feet tall and he was an inch or two taller than me, but he probably only wei...

The Rendezvous Ch. 03

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.) The car drove through the city as the night pressed around Nick, watching the buildings flicker by as he wondered what was in store for him....

The Prostate Exam Pt. 08

by His_fag_wife on Sep 25, 2017
Transsexuals & Crossdressers

Please do not read on unless extreme sissification and forced gay and bi scenes, watersports and cum eating, really flick your switches. I don't want to offend anyone so thought this comment might help. ***** It'd all started with a routine visit to his Doc for a simple prostate exam. His Dominant female doctor had pushed her finger just into his ring and...

Cucky Trained by CD DOM Pt. 05

by sndycd on Sep 15, 2017
Transsexuals & Crossdressers

It was 9:00 am, Sunday morning. I let you sleep since you had a busy day yesterday. Today would be nothing like yesterday. Today was the day you were going to be presented to your owner, you used to call her your wife, and her bull. I was standing in your door when you woke up. Cup of coffee in my hand. I had been up for hours and was fully dressed and read...

Sissification

by CDYuki on Sep 13, 2017
Transsexuals & Crossdressers

Copyright Yuki 2011. This is my story, and it shall not be posted anywhere without my permission. * I rested my head on my arm as I sat on the torn bar stool. It was an old building, the bar. To the regulars of this place, like myself, it was simply known as 'The Pub'. Tonight was no different than any other. I ordered my usual club soda and water, some g...

Yeliza Awakens Pt. 01

by Yelizaveta on May 11, 2020
Transgender & Crossdressers

First of two, hope you like it. Based on real experiences. Part 1: Morning excitement Early on a Saturday morning, he came out of a gentle sleep. He was giddy. As he had been every time. This time was special however, this time he had done the most preparations ever for this event. His legs and pubic area rigorously shaven the night before. His clothes fe...

The Settlement

by cathynylons on Sep 12, 2017
Transsexuals & Crossdressers

While my wife was away visiting her mother for a week I had a wild fling with Kate, the sexy new secretary at my office. A young tart about 22 yrs. old in tight skirts and spike heels. She drove me crazy and before I knew it we were doing it on my desk with our clothes mostly on. Then, at her place near the beach and then, on the beach at night. Wild times....

Big Black Cock: A Sissy Surprise

by silkstockingslover on Feb 13, 2018
Illustrated

Summary: A wife joins her husband as a slut for a teen BBC. Note: This is a 2018 Valentine's Day story so please vote. Note 2: Thanks to Tex Beethoven, thor_p, Robert and Wayne for editing this story. WARNING: If you hate gay stories, interracial submission, sissification (not a word I know) or cuckolding please don't read. If you do like those themes.....