Sub Sissy Master Stories

68,244 results
Orientation
Length
Source
Infinite Scroll

Turning the Tables Ch. 01

by Domma on Sep 17, 2017
BDSM

For so long we had played the game – I was the dominant Master, and she was my little sub slut. She was very good at her part, and I was even better at mine. She loved being forced, being used, becoming a wet hole purely for the pleasure and use of her beloved Master. I loved the power of making her do slutty things, and even more importantly making her WANT...

Sissy Sisters

by Stillherer on Sep 16, 2017
Transsexuals & Crossdressers

This was the letter I wrote to an older Sissy in an attempt to convince Her to accept me as Her littler sister and use me. * Stop, You make me blush. I too luv wearing feminine luxurious things. I believe now I need to wear sensuous feminine things under the direction of some one else. Could that possibly be You. Please. You would treat me like a little...

AliExpress and Sissy Downfall Pt. 03

by His_fag_wife on Nov 2, 2017
Transsexuals & Crossdressers

Tim cupped Emma's arse cheek as they went into the hotel room, stroking her, sliding into the cleft of her cheeks, warming her up a little more, not that she needed it. Charlie didn't notice them come in at all. Not that she could really turn her head with the thick COCKWHORE collar padlocked tightly around her neck. The cords attached to the dildo were als...

A Cuckold Earns His Horns Pt. 02

by lapraline70 on Sep 16, 2017
BDSM

This is part 2 in a series of letters about my cuckolding. For context, read part 1. We open with O/our Bull knocking at the door on the fateful evening. ==== Already on my feet, i walked to the door and, fumbling with the handle a bit, opened it to see Him. Our eyes met. i saw His immediately slide down my nightgown as His grin widened. "Ah, good evening...

Superbowl Bet and Payoff

by will4play2 on Apr 22, 2020
BDSM

Randy and I had been playing a lot online but wanted to realize our relationship in real-time. And so it was we agreed to meet face-to-face. Yet every time we would set up an appointment, Randy would cancel last minute. Randy finally admitted, I'm apologizing to you a lot these days. Though we are both switches, I have always considered myself slightly mor...

My First Visit

by gbr2004 on Jan 1, 2019
BDSM

This is fiction. Do not read if gay action and discipline aren't your thing. ***** I was nervous as I drove through Tucson on my way to meet a man I had met online. I saw his ad on Craigslist and he said he was into dominating other men. I emailed him telling him my interests in this but also told him about my lack of experience with other men. I had been...

On a Scale of 1 to 10

by His_fag_wife on Apr 17, 2019
Transgender & Crossdressers

He couldn't help himself, it was a new office environment for him and she truly was stunning. Even her little sister Claudia was delightful and sexy, but in a more understated way. The fact that she worked for Georgia her sister, set the hierarchy, but even more so, Georgia towered over her younger sister, and then there was Georgia's innate sense of style a...

A Tale of Slavery

by gunnarsub on Sep 17, 2017
BDSM

Once upon a time there was a straight guy who was known by everybody as a well respected fellow. But he had a secret life. Nobody knew that he dreamt to become a feminized slaveslut, seeking an infinite and irrevocable blackmail relationship with a pitiless Mistress who would be prepared to break him with no way out. He wanted the Mistress to torment him n...

From Her Ex-Boss to her Bitch Pt. 04

by His_fag_wife on Sep 25, 2017
Transsexuals & Crossdressers

This story contains extreme fantasies of Fem Domme, watersports, cock sucking, forced bi, if these aspects are likely to upset you please do not read on. ***** Pete had been taken in by Rachel his ex-employee, encouraged along the way, with a little titillation, a lot of flirting and confessions of her bisexuality. She'd used her submissive Claire to help...

The Collaring of Chloe Ch. 13

by MemoryofSnow on Sep 18, 2017
Novels and Novellas

Chapter 13 -- A Maid Man **Characters and text are protected under copyright law The hot burning in Chloe's rear end tingled like a million tiny pins as she went about her work fixing lunch in the kitchen. It had been a couple of hours since Master had taken her to the Dungeon that morning, but the glorious spanking that he'd administered had left her rump...