Black Owned Sissy Stories

198,936 results
Orientation
Length
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Infinite Scroll

The Sexy Cuckold Couple Pt. 13

by cuckcpl4play on Sep 19, 2017
Fetish

Part 13 Vegas Arrival We quickly departed the plane and as expected, Master had a limousine waiting for all of us. Getting into the limo, Master asked his slut / my wife loudly enough for all of us to hear, "Is that stretched out pussy already tender and sore?" My wife immediately responded that it was hoping that Master might express some niceties or co...

Recruiting of a Sissy Maid Ch. 01

by Sissy_Chantel on Oct 11, 2017
Transsexuals & Crossdressers

[Welcome to my next story. This story has become a little different in how I planned to write it as compared to my previous stories. It has been fully written up already, as of this first uploaded chapter. Doing it this way allows me to better proof read and adjust for future chapters before uploading each. I will submit uploads on a regular basis for my rea...

Bird of Prey Ch. 14

by Sputnik57 on Sep 14, 2017
BDSM

The women now gave their full attention to the newly subdued mail; he would be like this permanently without the need for drugs within a few short weeks. Gloria retrieved some of the more expensive of the ex-owner's wine from a cabinet and the three stood triumphantly over Fox-Janner, who was pacified by the drug but able to comprehend what was happening as...

Recruiting of a Sissy Maid Ch. 03

by Sissy_Chantel on Oct 11, 2017
Transsexuals & Crossdressers

Chapter Three: Training Done, Chantel is On Her Way. Waking up back in her cell, Chantel finds that her days being trained, orientated and broken off will here with the Burrows brothers are wrapping up. Mitch enters her cell and has her come back out and back into the house with him and Nate. Mitch says, "Well Chantel, time has come for us to part our ways...

The Dominatrix Order Pt. 02 Ch. 01 - Sissies

by Jwwsmith on Jan 22, 2019
Transgender & Crossdressers

THE DOMINATRIX ORDER: FEMDOM EROTICA 2 BOUND BY LAWS BY J.W. SMITH *** "All Women Are Created Equal" was inscribed on the bronze plated plaque on display in Representative Johanna Aletheia's office. It was the declaration put forth by The Founding Mothers of Femininus, of which Johanna's ancestor belonged to. Johanna was of the oldest lineage of Feminin...

His Sissy Bitch Ch. 03

by keptsissy on Sep 26, 2017
Transsexuals & Crossdressers

"You've come a long way, baby." He smiles at me, watches me as I cross my legs. I'm sitting across from him. I can tell the effect I have on him, every time he visits, sees me dressed fem for him, he's hard, rock hard when I meet him at the door. And I know what outfits turn him on the most. I know he fantasizes about me when he's fucking his wife. She doesn...

I Learned My Lesson Well Ch. 01

by Angelscuck on Sep 14, 2017
Erotic Couplings

My wife and I have a wonderful relationship, so much in love, and so much in common. It was a love that defied all loves before it. Our sex life was good with lots of playing, kinky fun and good old fashion oral sex. Having had radiation treatment for prostate cancer, I was left with erection problems. I could never get hard enough to enter her. I could us...

The Sexy Cuckold Couple Pt. 12

by cuckcpl4play on Sep 19, 2017
Fetish

AGAIN, cuckold story with humiliation and if this offends you, please don't read! While fiction, we have experienced ample aspects of this story and this lifestyle. ***** Part 12 Vegas The men hustled out of the limo and rushed up the stairs to get a seat in close proximity to my wife. Master ordered me to keep sucking the used condom and rather than allo...

Smoking Blues

by sissymissyct on Mar 26, 2019
BDSM

"Hey Bren," called my assistant Sarah. The home office called while you were out smoking. You Better call Mr. C back. He didn't sound happy!" "Okay, thanks dear. I will call him back straight away," I replied as I headed to my office. As I was opening my door Sarah continued. "You know, you really have been taking a lot of smoke breaks lately. We are all co...

Property of the Master Ch. 02

by BrightTightandWhite on Sep 26, 2017
Transsexuals & Crossdressers

"Wakey wakey sleepy head." The sound of curtains being drawn open was accompanied by a blinding light as my bleary eyes blinked open. "Wha... What? Huh? Hello?" I struggled to come up with coherent words as my brain wasn't fully awake yet. "Good morning Rosie, I hope you slept well," said the same voice as before. "Umm... Yes. Who are you?" I asked. "My...