Sissy Mistress Denial Stories

1,000 results
Orientation
Length
Category
Source
Infinite Scroll
SmutMD: The World's Biggest Erotic Literature Search Engine.
© 2026 SmutMD.com
Create your own smut fantasy with AI

Dominating Ken Pt. 05-08

by oneguy4fun on Sep 26, 2017
BDSM

PART V TEASED AND ENTRAPPED! Monday evening Kareena logged on and was delighted to see an e-mail from Ken. She had instructed him not to write until her present arrived and she knew that it had not arrived. She was curious as to what he had to say. She wasn't even halfway through the e-mail and her pussy was hot and beginning to dampen. It was obvious that...

Mistress Chronicles Ch. 02

by MistressMtoyou on Sep 25, 2017
Fetish

2 – Hurry Background/update In my last story, my new subject Muffin and I had our first live session. He is slightly heavyset, 36 years old, about 5' 7" and 160 pounds. He is quite submissive and seems to be aroused by a number of fetishes, but he professes to be most interested in being gradually transformed into a sissy maid and forced to serve in variou...

Girl's Night Pt. 05

by DifferentBreed on Sep 14, 2017
Fetish

This is a continuation of an earlier story. It contains themes of feminization, humiliation and other fetishes that don not appeal to all. If you are a fan of these, please read on and leave comments as to how to improve the story. Hope you enjoy it. ~ DB ************************** Fisher awoke gradually, blinking at the morning sun as it peeked through th...

Helping Jess Pt. 05

by mski on Sep 25, 2017
BDSM

I slept well that Sunday night which surprised me, though I guess I was probably exhausted. I woke up with my normal hard-on a bit before 5am, well it would have been a hard-on but for the cage. My penis was certainly trying. I never found it an uncomfortable feeling, just frustrating that there is no ending and I could not jerk off, and now who knew what wa...

Mistress Barbara Calls Ch. 02

by goamz86 on Sep 19, 2017
BDSM

Message to the reader: Once again, this story, as the first one in this series does, has aspects of cuckolding, male submission, lots of humiliation and whipping and even some man/man cock sucking. If this is not your thing, please move on. The use of the "N" word in no way reflects the author's opinions of minorities. Leaving abusive comments about the auth...

The Making of a Mistress Pt. 04

by EiryCGar on Jul 13, 2020
BDSM

Author's note: The saga of Mistress-in-Training Marie and her sissy Charles has reached the point of their marriage. After the ceremony, Marie achieves her ambition and becomes a hotwife, making Charles a cuckold in the process As in all my fictional stories, all characters are over the age of eighteen, and all sexual practices described are performed conse...

The Dominatrix Order Pt. 04 Ch. 02

by Jwwsmith on Apr 9, 2019
Fetish

Sissy Slut was the only one of Isabella's slaves who had not yet fallen ill. And as such, Sissy Slut was the only slave in healthy enough condition for Isabella to play with. He enjoyed receiving so much of her attention, and she teased and tormented her tease and denial slut unrelentingly. Twenty five days before the next supply of Medication 42 was due to...

The Mistress of Holt House Ch. 02

by Sputnik57 on Sep 14, 2017
BDSM

As he was led eagerly away by the young maid, he looked back with some disappointment as he was taken from the woman he most desired; she smiled and blew a kiss at him as though he had just attended an appointment about a decorating job with her, he smiled unsurely back – she seemed so nonchalant about what had just occurred -he watched her beautiful bottom...

Dear Mistress

by secondsamuel on Jul 31, 2019
Letters & Transcripts

Dear Mistress, Though I am writing this for an audience, consider this a part of my submission. I can think of a no more humiliating or degrading act of sexual subservience than to broadcast my status as a bitch, slut, whore or whatever name you chose to call me. My readers may assume this is a rhetorical device. Let me spare a moment to reassure them. T...

Mistress Tanya Ch. 01

by Palancar on Sep 18, 2017
Fetish

This is the first chapter and is a little tedious without any actual sexual situations. Please bear with it. I needed this to set the stage for following chapters. I promise it will get much better. Also please remember it is only a work of fiction. I welcome critiques both good and bad but if the storyline isn't your cup of tea then don't read it. I see s...