Sissy Cbt Stories

6,732 results
Orientation
Length
Source
Infinite Scroll

Mistress Tanya Ch. 01

by Palancar on Sep 18, 2017
Fetish

This is the first chapter and is a little tedious without any actual sexual situations. Please bear with it. I needed this to set the stage for following chapters. I promise it will get much better. Also please remember it is only a work of fiction. I welcome critiques both good and bad but if the storyline isn't your cup of tea then don't read it. I see s...

Mistress Trinity - Visit 01

by lhbel523 on Sep 12, 2017
Interracial Love

Visit 1 - 02/20/07 8:00am Just to warn you, I'm not a writer(as you will tell below). This account is however 100% true. I try to write down what happened within a day so my memory is fresh. The story may not be long, but is accurate in every detail. I met Mistress Trinity on alt.com. I saw her profile looking for sissy boys and subs. I sent her a message...

Balls On The Line In City Trading Ch. 02

by gomorrah on Sep 16, 2017
Transsexuals & Crossdressers

So with much apprehension, I turned the handle on the blue door. Stepping through, I struggled to adjust my eyes to the brilliantly white light streaming out of the other side. I raised my hand to try and filter the glare, and heard the door click shut behind me, and then double-click again. Instinctively, I tried for the handle on my side, but there was no...

FutaRobot

by nacewasy on Apr 22, 2025

all characters are over 18 Dear readers - This story has content like: futanari, femdom, CBT, chastity, **** and other types of fetish... if you don't like to see this type of content I will ask you to stop reading immediately, thank you <3 Day 1 Gabriel "You" is a slender and delicate boy with gentle facial features and an appearance that is of...

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Becoming CD Mistress Raven's Slut

by Vodka_Jim on Nov 19, 2018
Transgender & Crossdressers

**Author's Note: This story is very kinky. It has a lot of BDSM and is about a straight guy having an encounter with a cross-dressing dominatrix. It's definitely not for everyone. Hell, it might not be for anyone. But hopefully a couple of you will enjoy it. All comments are welcomed. VJ** ***** Kevin looked at me and just shook his head. "You gotta snap o...

Quarantine Slave Ch. 01

by grizzley123 on Jun 9, 2020
Fetish

I was lonely. Only 4 days into the quarantine I was assigned to after testing positive for COVID-19. I was barely ill, but I didn't want to infect the world, and the world certainly didn't want me to share. I was supposed to stay out of the world and already I was going nuts. I was also horny as all hell. And then I got a text. Need Anything? I didn't kn...

My First Visit

by gbr2004 on Jan 1, 2019
BDSM

This is fiction. Do not read if gay action and discipline aren't your thing. ***** I was nervous as I drove through Tucson on my way to meet a man I had met online. I saw his ad on Craigslist and he said he was into dominating other men. I emailed him telling him my interests in this but also told him about my lack of experience with other men. I had been...

Dinner Date with Mommy Pt. 01

by SissyStoryTime on Nov 20, 2018
Transgender & Crossdressers

This is Part 1 of an update on the sissy Sophie and her cruel but loving Mommy, Amanda from the story Meeting Mommy (https://www.literotica.com/s/meeting-mommy) It contains numerous perverse and offensive themes that I'm sure you'll all eat right up. This story includes the following: Femdom, strap-on, implied forced-bi and cucking, enemas, butt plugs and...

Dinner Date with Mommy Pt. 02

by SissyStoryTime on Nov 20, 2018
Transgender & Crossdressers

Part 2 picks up right where Part 1 left off as Sophie prepares for the arrival of Victor. This story includes the following: Femdom, strap-on, implied forced-bi and cucking, enemas, butt plugs and anal play, feminization/sissification, spanking, CBT, humiliation, chastity, and domestic servitude. Enjoy! _____________________________ Part 2 Sophie was sl...

Coupon Ch. 03

by MungoParkIII on Sep 17, 2017
BDSM

With the weather turning chilly I pulled a jacket out of his closet, a jacket I hadn't worn in some time. Slipping my hand into one of the pockets I found a small card which turned out to be a coupon of some sort. "Oh yes," I remembered the odd coupon I came across several months ago. That one was light blue in color with a B and J printed in large print...