Black Owned Sissy Stories

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Interracial Sissy

by nancyvasquez on Sep 16, 2017
Interracial Love

Remember how I told you the story my ex wife told me - of how that white prostitute at the strip club came out of the booth after having been in there with a black guy, and how she was flushed and proud and was telling all of the other hos about how proud she was to have been with that handsome black man? Well it happened to me tonight! I almost can't believ...

My Stroll outside the Car

by triffle64 on Sep 12, 2017
Transsexuals & Crossdressers

It was a beautiful evening in the spring of 1982. My wife and I were taking a drive up the coast of California for an evening stroll. She was driving. We had been married for about 5 years. She was 27, and I was 30. My wife is feminine, but she grew up as a tom boy. I had no idea that she would take so well to my submissive desires to be her sissy husband. T...

The Perfect Night

by transgendercharmander on Sep 16, 2017
Transsexuals & Crossdressers

It was finally happening! Mistress H arranged to meet up with me at a nice hotel to have some fun. She told me depending on my behavior; she may decide to move me in with her to be her full time slave. This was the opportunity I had been fantasizing over for months! I knew I would have to do my best to please her, so immediately upon hearing her orders to me...

Owned by my Mother-in-Law Ch. 05

by Sputnik57 on Sep 13, 2017
BDSM

Further confident and severe looking women arrived, smiling and sneering at the gimp, and pointing at me contemptuously. My erection raged as I watched the superbly dominant Arabella stride positively toward the cellar door; her willing gimp, the once proud and dignified headmaster, on all fours with a tail swinging from his plug. The women laughed at him an...

Owned by my Mother-in-Law Ch. 16

by Sputnik57 on Sep 13, 2017
BDSM

As the morning of fourteenth day arrived, I cowered at Blanche's feet and kissed them again and again. In just two weeks the women had seized the element of my submissive nature and trained and broken my will completely. I was on the point of begging Blanche to allow me to see the noose again; I would rather have been despatched than go back to Cherie, her m...

The Slave and the Sissy Ch. 03

by Sputnik57 on Sep 12, 2017
Transsexuals & Crossdressers

Honey was viewed like a toy by her new master's people as she was led whimpering to the ominous looking padded pole, the males jostled to fondle her soft white bottom and rubbed their erect cocks against her sweet little body at every opportunity; the womenfolk smiled with eager anticipation at the prospect of seeing a whipping; the sissies looked on with bl...

Black Cuckolding Journey Trois

by Samuelx on Sep 11, 2017
Transsexuals & Crossdressers

Salutations, my friends and devoted readers. Wanda Philogene here. Your favorite Haitian dominatrix, taking the beautiful City of Brockton, Massachusetts, by storm. Ladies and gentlemen, I have some good news. I've dumped Sean Prescott, my favorite white dude, on account of him becoming possessive of me. Sean and I were cool, and we had some fantastic sex, b...

The Prostate Exam Pt. 08

by His_fag_wife on Sep 25, 2017
Transsexuals & Crossdressers

Please do not read on unless extreme sissification and forced gay and bi scenes, watersports and cum eating, really flick your switches. I don't want to offend anyone so thought this comment might help. ***** It'd all started with a routine visit to his Doc for a simple prostate exam. His Dominant female doctor had pushed her finger just into his ring and...

The Sexy Cuckold Couple Pt. 10

by cuckcpl4play on Sep 19, 2017
Fetish

After the crazy collaring weekend, our home life shifted slightly back to some form of normalcy. Master would send us occasional texts, orders, etc., but overall there was nothing significant that was transpiring and in fact Miss Jenny seemed sad that more activity was not taking place. At work it was a bit of a different story...Master was his typical domin...

The Clothes Shop... Pt. 01

by Manndee on Apr 10, 2018
Transsexuals & Crossdressers

I looked at my watch, "Fuck it...nearly six, ...I bet they will be closed!" I parked the car and walked towards the shop. It was raining, it was cold, a typical January Saturday. "Bradley will fucking kill me if I forget my suit!" I smiled to myself. "The man's a dick for getting married anyway!" I walked towards the door, 'Fuck, is it open?' The lights we...