Sissified Mistress Stories

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Infinite Scroll

Sissy Life Pt. 02

by sissymark79 on Sep 19, 2017
Transsexuals & Crossdressers

I scurried to the bathroom, tears streaking my face. I was dripping cum on the bedroom floor as I went, but I didn't stop. I just wanted to get out of the room. I couldn't believe how badly things had gone! 20 minutes ago I was stood in my May babydoll, black stockings & red heels set for some intimate time with my wife, my Mistress, but now? Now things were...

The Office Ch. 06

by EasilyConfused on Apr 28, 2020
Transgender & Crossdressers

The constant hum of the paper copier, as it scanned and then reproduced its copy, echoed loudly in the enclosed space. Tammy rocked his right ankle on his four inch patent white heels as he waited for the copier to complete its task. His left arm rested across his midriff, whilst his right hand twirled at the ends of his blonde hair as he waited. Tammy hated...

Animal-Petgirl World

by Travikus on Apr 22, 2025

In the not-so-far future, a part of the world has embraced slavery. Slaves are almost entirely removed from the jurisdiction of the state, as it is the duty of the master to discipline their slaves and keep them in check. Only, when a **** proves to be dangerous to the public (as with killing or injuring a free human), they will be put down for good. However...

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The Office Ch. 05

by EasilyConfused on Sep 24, 2019
Transgender & Crossdressers

Tom had lost count of the number of times Hamilton had struck his ass with the wooden paddle. His cock ached for release but his unwitting periods of mental manipulation had embedded a control in his psyche. He knew that whenever he was in the presence of his Mistress he should seek her approval before acting. And that very much included ejaculating from his...

The White Slave

by mspbottom4black on Oct 6, 2020
Interracial Love

Editor's Note: this submission contains raceplay and femdom content. * Not long ago it was a straight and stuffy white male. it was arrogant and self-satisfied with its white male social and economic leverage and advantages. In the rat-race of white society it suppressed its submissive white side. But from time to time it would slip into daydreams of hav...

A Natural Sissy Ch. 03

by harv069 on Sep 15, 2017
Transsexuals & Crossdressers

Author's note: This is a story about a woman who turns an older man into a compliant, sissified plaything. If that idea doesn't appeal to you, don't read the story. If you like the idea, read on, and don't forget to vote and leave a comment. You will need to read the previous chapter to see how we got where we are in this one. More will be added if comments...

Auntie's Panties Ch. 03

by EasilyConfused on Sep 14, 2017
Transsexuals & Crossdressers

The air in the lounge was filled with both aromatic and visual sexual pleasures as Phoebe continued to enjoy the skill with which Anna ploughed her Mistress's slit with her tongue. Phoebe's hands were on Anna's head ensuring that the penetrations from the latest addition to her brood were deep and long. Anna made muffled sounds as she battled for air whilst...

Never Cum Again

by Sion Sierra on Sep 17, 2017
BDSM

Her name is not important however I dream about being her bitch. I am writing this to her and about her to explain to her my sick perverted desires. Although she already knows them, she does nothing. I masturbate thinking about her degrading me, taking me and making me a whore. I jerk off to the thought of dressing up in lingerie while she straps on a big pl...

A Dickens of a Life

by CBruch on Jul 17, 2019
Interracial Love

'Best of times; worst of times', it was Charles Dickens who started off his epic tale of 'A Tale of Two Cities' with that phrase and I have often thought that should my life be written about then those few words would neatly sum up my biography. However, given my life is not yet done, such thoughts maybe a little premature and there might well be a happy e...

Black Femdom for Black Gentlemen

by Samuelx on Sep 11, 2017
Transsexuals & Crossdressers

A lot of Black men in the world of BDSM fervently want to explore their submissive desires with a dominant Black woman. The problem is that a lot of dominant Black ladies in that realm only cater to the needs of submissive White dudes, and that's a damn shame. Yet those same sisters get mad when they see a brother with a White woman. Well, if Black women are...