Misstress Sissy Chastity Bbc Stories

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Orientation
Length
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Infinite Scroll

Interracial Extravaganza

by Yelawolf on Nov 26, 2018
Interracial

All stories in here should be about people of different races, anything else goes, you may have a single couples or contain multiple partners as long as one is of a different race to the rest. Human, Monster or Furries will be allowed if you want to start a story concerning them. Remember; all stories contained in here are fiction and the author does not con...

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Sissy for Mommy's Nipple Cream Ch. 05

by ppeaks42 on Nov 2, 2020
Transgender & Crossdressers

The evening after Jaime's doomed attempt at seducing Julia found the young sissy crying into her pillow as she tried to reconcile herself to the whirlwind of changes she'd gone through. Less than two months ago "Jaime" had been nothing but a shared figment of imagination, a character he dressed as for his regular breastfeedings with his mother. When he'd tri...

OMG Mom!

by TheSecretlyUnlikelyDuck on Feb 5, 2019
Interracial

You pull into the driveway of 15 Preston Road at around 3pm on a friday afternoon. The light of the late spring sun pours over you as you come to a halt, parked behind the red BMW belonging to Mary Lange. She is a gorgeous blonde, who looks far younger than her actual age of 39, and is unarguably the head of the Lange household. You don't see her husband's c...

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The Awakening of a Sissy Pt. 11

by sissyjolie4u on Jul 13, 2020
Transgender & Crossdressers

We had been driving in silence for about 10 minutes, with me reflecting on the changes to my home and the 2 men I was going to be meeting. I was both excited and nervous about meeting with Roy and Ronald. Mistress Di broke my thoughts stating "I think Nikki has done an excellent job with her house transformation work, don't you agree Jolie?" I looked over a...

Cherry Pt. 03

by Cirkle7 on Dec 25, 2019
Transgender & Crossdressers

We made it to the final installment of Cherry! You may want to read the other two first... I am working on a few more. Finding time is difficult, but I really like sharing my dirty thoughts with you all! Of course this story has no person under the age of eighteen. Thanks for the comments, I like the bad ones the best... makes me happy that I made you sick!...

Miss Annabelle Ch. 03

by Timewarp10 on Oct 29, 2018
BDSM

A few weeks into the new term, Miss Linda came to stay. Miss Annabelle brought her home after a late night party at the students union. It was the first time she had brought any class mate back to the house. I learned later that Miss Linda had fallen out with her flatmate and she was now homeless. "Wanker! Come here NOW!" Miss Annabelle called as they arri...

Adult Trip Pt. 04

by cuckcpl4play on Jul 18, 2018
Interracial Love

Master released me from the tree and quickly positioned both hubby and me on our knees next to one another. He handed me a brief and simple contract and ordered me to read it aloud. Obediently I read the contract as demanded. "You have agreed to be Master's dirty married white whore for the remainder of Master's trip, subsequent trips to this hotel where...

Sissy Meets Daddy

by lapitup_ on Jul 2, 2018
Transsexuals & Crossdressers

I never noticed in the moment, but I had been a sissy my whole life. Growing up I was always the shortest boy, always the weakest, I never had a girlfriend, and I wasn't good at any sports. My mom always told me I would grow into a man eventually, but that never happened, even during puberty my growth was minimal. By the time I finished high school I was a...

Girl's Night Pt. 09

by DifferentBreed on Sep 14, 2017
Fetish

*author's note* To the fans of this series I appreciate your patience as the chapters have been a long time coming. I am having difficulty fleshing out the club scenes that were to follow. I wrote this brief interlude which takes place immediately after the couple leaves the mall. Hope you will enjoy it. Thank you all for the positive encouragement and the...

28 Days

by tinywhiteboi on Dec 2, 2019
Interracial Love

28 days. That's 4 weeks since my last orgasm. And I was so horny, to the point of constant distraction. It was all I could think about. My locked little penis was dripping into my panties, and my little balls were swollen. Six weeks ago my wife, Angie, caught me jerking off to interracial cuckold porn, a video with the cuck locked in chastity. She'd come ho...