Black Owned Sissy Stories

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Infinite Scroll

The Sexy Cuckold Couple Pt. 03

by cuckcpl4play on Sep 19, 2017
Fetish

Initial Fucking of My Wife part 3 It was 2:00 when we arrived home and suddenly Jen received a text from Master. Excited we are moving forward my owned little slut. I would like you both to arrive just after the sun goes down. The reason for the change is that I want you both to walk to my place and will do so in the same under garments you wore to my offic...

Jasmine - Sissy Slut Transformation Pt. 01

by BillyBaroo4you on Jun 1, 2020
Transgender & Crossdressers

A Sissy Cumslut Transformation Part I - The First Taste (of cum) Nervousness crept into his mind like a snake, slithering its way down toward his stomach. He felt scared, worried about the night ahead, worried about how this one night would change his young life forever. His gentle hands began to tremble as he applied the hot pink nail polish to his finger...

Introduced to Black Dick

by Phantom8JMF on Sep 16, 2017
Transsexuals & Crossdressers

This is a story that is one of many in which it is time for me to share. In a nutshell, my name is Dean, my mother had a thing for Dean Martin it seems, but I go by Dina. I am a 26 year old white pre-op transsexual that has no interest in switching my outside in, if you know what I mean. I was born to a single mother, never knowing who my father was. Conside...

Being a Sissy for Viv Ch. 05

by Caron on Sep 25, 2017
Transsexuals & Crossdressers

Mistress Viv wondered around the bed, filled with the most feminine and sissy items from my wardrobe. Her fingers stroking and examining various items in turn. The first things she picked up were some nylon panties. They were one of my earlier eBay purchases. A double layer of nylon ensured they always gave that nylon sliding on nylon feel even when worn on...

Tales of Sub Asian Sissy Ch. 01

by subASIANsissyJADE on Apr 3, 2019
Transgender & Crossdressers

Editor's note: this story contains scenes of non-consensual or reluctant sex. ***** (I'm new here and this is my first post! I'd soooooo love to hear any feedback, questions, or comments! Many thanks, xxx, Jade) ***** I wore exactly what he demanded - he told me to dress like a regular girl... he told me he had nosy neighbors and, being a married man, he...

Mistress Chronicles Ch. 06

by MistressMtoyou on Sep 25, 2017
Fetish

Background This story involves my on-line subject Nancy, who I introduced in Mistress Chronicles #4. This subject passed all of the tests I described in "A few good subs", but before we were able to arrange an in-person session, he was offered a job in a town a great distance away, precluding in-person meets. Nancy is a computer nerd. Brilliant at working...

Wife Turns Slut For Husband Ch. 02

by Dirty Slut on Sep 26, 2017
Group Sex

The Worm Turns Intro: As you remember in the last saga my husband had begged me to turn him into a cuckold. As things turned out I found out that he wanted to see me fucking other men, and not just any men, but black men with big black cocks. It was a torturous decision for me, but as I loved Billy so much I finally made contact with a black man on Billy’s...

Paradiso Ch. 10

by SlyKink on Sep 19, 2017
Fetish

Day 3 Continued Sara and I arrived at the spa a half an hour after leaving our room. It was still early and there weren't many people out in public fucking just yet, even though it was shaping up to be a beautiful day. We stopped only once to watch a foursome consisting of two men and two women, none of whom wore anklets. One pair was going at it missionary...

What Every Sissy Knows

by BelissimaSissy on Jul 31, 2018
Transsexuals & Crossdressers

Note: the following story is about 99% true with only minor embellishments. For example, there are no condoms in the story. In real life, protection is a must, but stories give us room to fantasize. Enjoy! ***** I was scared but it didn't matter. I pushed through it until my plump little dick poured out its hot seed onto my tummy. After that all I could he...

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...