Sissy Corset Stories

16,460 results
Orientation
Length
Source
Infinite Scroll

Weekend Games Ch. 03

by SissyAndi on Sep 16, 2017
Transsexuals & Crossdressers

Disclaimer: My stories contain explicit descriptions of consensual and Non-Consensual sexual activities and are not suitable for reading by anyone under the age of 18, or anyone offended by reading such material. These acts include bisexual activity, cross-dressing and other fetishes and perversions. All characters and events are complete and total fiction a...

Jacks Awakening Ch. 01

by Surreallemming on Sep 15, 2017
Toys & Masturbation

This is my first story! Please CnC :x Chapter 1: The Mistake Another hard day at work, finishing late yet again because my boss needs me to do her work for her and saying no is harder than you first think. I dump my keys into the bowl near the door and waddle into the kitchen. My boots fall off my feet on the way and I reach up into the top cupboard and gr...

Business Trip

by AnnaV on Sep 11, 2017
Transsexuals & Crossdressers

My boss had sent me to Brighton at short notice as she decided at the last minute that she didn't want to go. Apparently she had something better to do. The fact that it was my birthday didn't seem to bother her too much. I usually liked the chance to get away for a couple of days as I'd sneak in some of the wife's sexier things in my bags and spend my eveni...

Clara Bow's Academy for Ladies Ch. 04

by Sputnik57 on Sep 15, 2017
Transsexuals & Crossdressers

Greville Hambleton tried hard not to think of the ginger sissy; he was married to a fiercely independent woman who was very much in charge in the bedroom, and who knew all too well of Greville's weakness for effeminate transgendered she-males. As he was often cuckolded, Tara his wife being partial to sampling cock, she turned a blind eye to his discretions....

Cockland Island Pt. 05

by Sissyhalo1 on Feb 3, 2020
Transgender & Crossdressers

Waking up like that I think my brain wanted not just more but to place everything that happened to me in an order that I could handle. So deeper into sissyness it was. Playing with my butt plug until I was edging myself and losing myself in it. Abby showed up. Rolled a joint and watched me. "C'mon Nikki, up, let's get you fed and working out." It was h...

First Time as Sissy

by twofish73 on Sep 19, 2017
Transsexuals & Crossdressers

I'd had fantasies for years on and off about crossdressing, but I'd written them off as the same kind of fleeting idea like going to the moon, or racing formula one. I'm straight, I like women, but I also like pleasure and don't understand why some things are taboo even if they feel good. But those thoughts are best kept to oneself, at least they were where...

Lulu's Lockdown Diary

by lululuvsblack on Jul 6, 2020
Transgender & Crossdressers

Day 1 So, with this virus we've all been told to stay home and not have any physical contact with people outside, not get together in groups at all, and not even step out of the house if not completely essential. We're locked down. I guess it wasn't a great time to move in with a couple of guys I barely know, but there you go. There's nothing I can do about...

Yeliza Awakens Pt. 02

by Yelizaveta on May 11, 2020
Transgender & Crossdressers

Part 2 of 2, hope you enjoy. Feel free to leave comments or thoughts. Or not, all good. Part four: The reveal Seeing him fully dressed, submissive, and made to look like a girl, her power was readily apparent. She reveled in it. He was patiently sitting on the bed, waiting for her direction. This power was becoming addictive. She enjoyed it more every ti...

On a Scale of 1 to 10

by His_fag_wife on Apr 17, 2019
Transgender & Crossdressers

He couldn't help himself, it was a new office environment for him and she truly was stunning. Even her little sister Claudia was delightful and sexy, but in a more understated way. The fact that she worked for Georgia her sister, set the hierarchy, but even more so, Georgia towered over her younger sister, and then there was Georgia's innate sense of style a...

Lou Ciphers Tale

by sissymissyct on Nov 25, 2017
Fetish

Jane worked for a company on the floor above mine. I was a marketing rep and she held a similar position at her company but she was involved in the medical field I dealt with pretty boring consumer products. We had met on the elevator a few times before we finally went for lunch together and then on a few dates. We were both single. Well she was widowed an...