Blacked Sissy Stories

11,287 results
Orientation
Length
Source
Infinite Scroll

Subliminal Obsessions Ch. 07

by Sissyhalo on May 28, 2018
Transsexuals & Crossdressers

*Before... But this, this is the big turning point because this, this as hot and as intense as it because it settled into lovemaking and being made love to by this amazing guy that honestly could have all the pussy he ever wants and he's with me. With me making love to me and it's so much more than sex to me right now. And honestly. Really fucking honest...

Breeding Natalia

by sweetsatine on Jul 3, 2019
Transgender & Crossdressers

Editor's note: this story contains scenes of non-consensual or reluctant sex. ***** Nathaniel Geller had been a young, up-and-coming salesman at MedZ who'd shown great potential. In just a few years, he made his way from ambitious college graduate to savvy junior manager. Risky ventures that others were skeptical of luckily always seemed to turn out succes...

Second Sight

by sr71plt on Sep 17, 2017
Non-Erotic

"But don't you find it just a tad bit strange?" Cliff Clayton asked his wife, Susan. Even though they were sitting knee to knee on rickety kitchen chairs, they barely could see each other through the decorated and lit pine branches. Two bushy Christmas trees, enveloping the room in a strong, eerily light, were positioned in the small living room, in opposite...

Turned into a Slut Ch. 04

by xaitonnar22 on Sep 19, 2017
BDSM

After grabbing some quick sandwiches, Jennifer and I returned to her home. We found a note on the kitchen table from her parents letting us know that they would once again be out of the house for dinner. They didn't expect to be back until ten o'clock, it was seven right now. Once in her room, Jennifer commanded me to strip out of my jeans and bend over the...

Sissy Life Pt. 03

by sissymark79 on Sep 19, 2017
Transsexuals & Crossdressers

Put simply, I was terrified. Things were escalating beyond what I had ever anticipated. I had been serving my wife, my Mistress as a sissy now for about 3 months. Every minute away from work was spent serving. The first month was good fun. I enjoyed being dressed and it was a bit like living out a fantasy. That changed when my Mistress decided I would be mor...

Black New World Order

by Wildone101 on Oct 14, 2018
Interracial

(Quick Disclaimer: This story will contain a lot of triggering fetishes. Things such as cuckoldry, raceplay, light BDSM, bisexuality, sexual domination, bimbos, racial superiority, and other things of the like. If any of those offend you, this may not be the story for you. Also, I'm not that good of a writer. I just want to get the outline out there for the...

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Merry ChristmASS, Bitch Boy!

by humbleslave on Sep 16, 2017
Celebrities & Fan Fiction

The holidays were upon us. I had spent the last three months of my life as the personal sex slave of Brittany Andrews and Chantz Fortune. By now I was used to the chores, and the beatings, and constantly servicing and being fucked by their various strapon dildos. However, I never got used to the humiliating situations that they placed me in on a daily basis....

X-Change

by Noah_Peal on May 15, 2015
Miscellaneous

Pills Pink pills change males to females. Blue pills change females to males. Purple pills (X-Trans) change males or females into transgenders, can be combined with pink or blue. X-Change (Formula subject to change) Acquired from unlicensed "street" vendors. Changed (defective/in testing) formula. Cheapest. High pregnancy risk. Can lead to mental a...

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Futanari Academy Ch. 14

by TheOrcKing on Jun 10, 2019
Transgender & Crossdressers

(All characters participating in sexual activity are age 18 or over.) This chapter is a repost, it has been edited and has undergone very minor rewrites for style and flow. Nothing in the story has been changed. Halloween Special, 2018 Danielle walked up the steps to her friend Maddie's house, still wearing her Westbrook school uniform which now consisted...

The Bevington Academy Ch. 02

by Sarahk100 on Sep 13, 2017
Transsexuals & Crossdressers

The following story is based on the Bevington Academy captions written by ;) The Bevington Academy Files: Danielle Grant: Chapter 2 Day 3 We all woke at 7 AM again. I rubbed my eyes and scanned the room. Yesterday all the guys were wearing the uniform I was now putting on myself. But Andrew was now wearing what the boys like Jenny was wearing. He looked a...