Sissy Toilet Stories

36,221 results
Orientation
Length
Source
Infinite Scroll

Training Aide Ch. 03

by Angelscuck on Sep 14, 2017
BDSM

Just as the class started to break, one of the women said, "Great, I really need to pee!" "Wait a minute," Mistress Elaine announced. "We can use this as part of our training. It's called "Human Toilet". A plastic tarp was placed on the floor and I was positioned on top of it, on my back and ordered under punishment of canning, not to close my mouth. The w...

Sissy Whore Ch. 02

by DebbieDublin on Mar 7, 2018
Transsexuals & Crossdressers

I wrestled with my emotions for the rest of the afternoon, sitting on the sofa trying to distract myself from the mysterious web chat. I'd been at this a long time now and I was used to conversations that went nowhere. Most of the guys that contacted me followed up with a dick pic and were not really capable of continuing the fantasy beyond the scant descrip...

Reminiscing on My Sissy Life

by Sjen451 on Nov 18, 2019
Transgender & Crossdressers

Things have gotten wild since my ex-wife mistress first took control. I've done everything she has requested of me. And with each accomplished task she only adds more challenges. I've never failed her yet, and yet she never ceases to ramp things up. In case you aren't caught up just yet, this all began one day when she stumbled across my secret fetish:...

Sissy Chantel, New Reality Ch. 02

by Sissy_Chantel on Sep 15, 2017
Transsexuals & Crossdressers

Chapter Two: If One was Fun, Two will be Better. Late night I get a call and I look to see that it is my new Master. I answer, "Hello Master Camron, how may I help you?" "Bitch ass sissy, I am gonna need you here tomorrow morning, by 10:00am." he excitedly replies. I reply, "Oh, ok I guess I can make it to your home tomorrow morning Master." "You God Dam...

Crystal: A Sissy Set Free Pt. 03

by InSpectrum on Sep 16, 2017
Transsexuals & Crossdressers

This is a direct continuation from Parts 1 and 2. You should probably read those first, if you haven't already. ***** Before he could think Ryan was gone, Crystal shut the toilet seat re-locked the door and sat down feeling a jolt from his plug, He suddenly felt very uncomfortable, his feet ached from dancing in ridiculous heels, his corset was way too ti...

Loving Wife Ch. 03

by Agena on Sep 26, 2017
Transsexuals & Crossdressers

Disclaimer: This is a story of fantasy and fiction. It is not about any known situation or person. You should be 18 or older to read it. Acknowledgment: The author wishes to thank Beautiful Midnight for editing and providing support for this story. Introduction: Bob goes deeper into a loving relationship of submission and femininity as his wife gains more...

Whore for Succubus Ch. 01

by Mixedwritings1993 on Sep 15, 2017
NonHuman

David has turned 20 few months back. In spite of his age and 6' height, his body is not at all developed. He is still hairless on the body like a little boy. His dick is tiny, grows to only about 3" when it is largest. He still wet his pants sometimes, while sleeping and a thumb-sucker. But he has a cute face which turns every girl on when they see it for...

The Virgin Tranny & the Bride Ch. 07

by yano on Sep 25, 2017
Transsexuals & Crossdressers

Firstly, on behalf of Roberta and myself may I thank you all very much for your very generous votes. We now continue Roberta's story and it is the morning after and tranny Roberta views the video of her big wedding day before a shopping trip and an exciting public photo call. * * * * * Next morning, I was awoken by a very excited John. "Come and see this...

Sissy Awakening Ch. 03

by Torbjornson on Oct 19, 2020
Transgender & Crossdressers

- Sissy Meets Sarah's Bull - Standing at the living room window with the windex and paper towels, I teetered on the ridiculously tall Mary Janes. It were as though I were standing on the balls of my feet and toes only. There was no relief. My other pumps felt like heaven compared to these! She said to wash inside and out, and not to miss a spot. That meant...

Dreams

by DrLuverotica on Sep 25, 2017
Transsexuals & Crossdressers

"Hey! Hey! Wake up, wake up!" "What? Jo, what is it? What's going on?" "I think you should be telling me that!" "I don't understand." I was slowly coming round now, But I was still mystified as to why my wife had woken me at 2 a.m on a Saturday morning. "Erm your cock is as hard as nails and you were waving your ass in the air," Jo said, starting to laug...