Sissification Stories

145 results
Orientation
Length
Source
Infinite Scroll

My Journey Ch. 01

by npanxx on Sep 19, 2017
Transsexuals & Crossdressers

I found myself in a midsized college town working on a problem that didn't want to be resolved. With assistance from my co-workers two and a half hours away I was finally able to correct the issue, and system operation was restored. It was late, I was more than three hours from home, and decided I did not want to make the drive. Instead I chose to spend the...

Twenty-One More Questions

by silkstockingslover on Jan 1, 2019
Reviews & Essays

Summary: Jasmine responds to the most frequent questions asked by readers. Thanks to: Tex Beethoven, Wayne, and Robert for editing this essay. This isn't really a sequel, although it's a second part, as it addresses questions I didn't answer in 2017's Twenty Questions. 21 More Questions After 2017's 20 Questions, I received many more questions. I have n...

Swipe Right Ch. 02

by amb_anonymous on Jul 23, 2018
Transsexuals & Crossdressers

If you haven't read part 1, I'd recommend it since that is the start of the transformation, but this story could pretty much stand on its own. This story contains interracial, dom/sub, t-girls, crossdressing/sissification and bondage. This story is fantasy. I like to stretch the limits of what's possible, so don't expect pure realism. For clarity: In m...

Shift Stick

by the5amClub on Apr 15, 2020
Celebrities & Fan Fiction

I strongly advise you read the tags: incest -- non-human -- sissification -- male analplay -- anal prolapse -- some other weird shit If you see anything you're not into, maybe you should skip this one. And as always, this is a work of FICTION. None of it happened to the persons named. The story takes place in 2020, so everyone in it is 18+. ===========...

Women Enjoying Naked Men Ch. 03

by escriterra on Sep 13, 2017
Fetish

The muscles in her hips she had pressed into use as she fucked fantasy-Darrian the night before were actually sore the next morning as Taryn went through her gym routine. It was a delicious soreness. She looked forward to exercising those muscles so they wouldn't be sore. Taryn was ready. She just couldn't find a guy to peg. So it was good ol' dependab...

Pretty in Pink Ch. 02

by LeandraNyx on Sep 25, 2017
Transsexuals & Crossdressers

"Well, that's unusual," Susan purred, and the hairs on the back of my neck stood on end. "Our own powerhouse paralegal, all quiet and demure during the sound-off meeting? Now that just doesn't make sense." Grabbing both sides of my chair, Susan eased her obnoxious face into view. Personal space had never been her strong suit. Why god? Why? I asked the heav...

It's a Wonderful New Life

by alexyzia on Sep 16, 2017
Transsexuals & Crossdressers

I met Sherry at a bar. Imagine that. I often picked up women at bars. I'm a good looking man, have a nice sporty car, cash flows freely from my pockets - at the bar anyway. So I do OK at snagging a tipsy babe for a nights folly. But all of the sudden karma has caught up with me. When I hit on her she told me to back off or I'd be sorry. When I persisted, pol...

Compromised Pt. 02

by HorribleHenry on Jul 6, 2020
Transgender & Crossdressers

Many of you seemed to have liked my life story so far Chapters 1 - 5. I am very flattered; what girl wouldn't be? You've motivated me to reveal more about my life and career as a shemale (more of a 'she' than a 'male' if you don't mind). I've got lovely boobs you know. Just one thing, if you haven't read Part ONE you'll make it a little more difficult for me...

Born to Be Ch. 03

by DamienDeath20 on Jul 29, 2019
Transgender & Crossdressers

A.N. Chapter three! Finally, sorry for taking so long to upload. More of these lovely two beauties is on the way, and hopefully at a quicker pace! Lol, I've had a bit of a rough patch lately with moving, truck troubles and MOST RECENTLY a heartbreak x( so I hope you guys bear with me while I try to pick my life up again because it's been very hard. The F...

Do as I Say Pt. 01

by hungry4femdom on Sep 16, 2017
Transsexuals & Crossdressers

This story contains content involving Female Domination and feminization of sub males and homosexuality. This story also contains strong BDSM themes. If these subjects are not to your liking, then, Please!!, do not read the following! And please do not give anonymous feedback about how wrong my story is to contain such content. I think, just as some latent h...