Sissy Auction Stories

9,787 results
Orientation
Length
Source
Infinite Scroll
SmutMD: The World's Biggest Erotic Literature Search Engine.
© 2024 SmutMD.com

Simon Sissy Slave Ch. 04

by Timewarp10 on Aug 20, 2019
BDSM

Simon staggered in for work the day after the slave auction, his body stiff and sore. Mr Berne and the others in the post room were shocked to see the sissy's bruised and lacerated buttocks. Barry's stiff cock betrayed his feelings; whipping and torture excited him. His sadistic nature relished the thought of thrashing Sissy senseless. Sissy was his fuck t...

Mistress Marisa's Estate Pt. 11

by keptsissy on Sep 12, 2017
BDSM

I am one of several slaves my Mistress Marisa keeps in her household. I am completely owned as are the other slaves that serve her. These episodes are written with her permission. It is my, our story... ******************************** The matron sits at the front of the room, gorgeous and tailored perfectly. She's wearing a tight short black dress and nee...

The T-Mobile Dress

by sissyfemme on Aug 18, 2017
Fetish

I don't think many people get turned on by the T-Mobile commercial. Well, sure, guys like the hottie Carly Foulkes in the hot pink dress but for me, I like the hottie AND the pink dress. In fact, I got obsessed with getting the pink dress and wearing it over my favorite satin lingerie. So I began to do some research. With the magic of the internet, it took...

The Auction Pt. 01

by phoenixcinders on Jun 5, 2019
Transgender & Crossdressers

Sorry I haven't posted in a while. I fell into a slump, but I'm back with a brand new story. All characters involved in sex are 18 or older. This story contains feminization, slavery, anal sex, transgender, sissy, blow job, cum swallowing and vampires. You have been warned. If you don't like the tags, don't read it and move on. Other than that, feel free to...

Mistress Marisa's Estate Pt. 04

by keptsissy on Sep 12, 2017
BDSM

I am one of several slaves my Mistress Marisa keeps in her household. I am completely owned as are the other slaves that serve her. These episodes are written with her permission. It is my, our story... ********************************* "Butt's up ladies." She walks behind us, feel her slap my rear as she goes by. Muffled sound of her hand being brought up...

Property To Be Pimped

by desireethtttv on Sep 11, 2017
Transsexuals & Crossdressers

It had been weeks since I'd brought to light my idea of my wife, Suzie, strapping on a big dildo and taking me dressed as Desiree, the Hot to Trot Transvestite. While at first she teased me with possible participation, it never came to be, despite me bringing it up on several occasions. She really didn't care for me dressing up, jealous of my clothing expend...

Sissy Auction

by davine on Sep 26, 2017
Transsexuals & Crossdressers

Authors note: this story is a fill in while I get over a block with the fifty shades part three. I also need to revise part two of sissy downfall as Literotica rightly pulled it due to excessive violence. I wish this story was autobiographical. It's not but has some elements of truth in it. I hope you enjoy reading it. I love feedback; even negative. All cha...

The Journey Pt. 03

by MissYellowPanties on Sep 14, 2017
Transsexuals & Crossdressers

Training It was an unusual feeling walking down the corridor, my sissyclit was hard with excitement and I had not yet adjusted to the feeling of the butt plug placed firmly in my boypussy. I still tried to move in a ladylike fashion, but the strange sensation was overwhelming and I stumbled suddenly out of time with Mistress Anna's gait. Mistress Anna...

The Truth is Known

by desireethtttv on Sep 16, 2017
Transsexuals & Crossdressers

While my wife of 16 years has known of my fancy for cross dressing, she really didn't realize how far I delved into the realm of womanhood. That is until yesterday, when I forgot to lock my office door. It all came to a head, in more ways than one, when she burst into my office and found Desiree, "The Hot to Trot Transvestite" busy with one cock in her ass a...

Down The Path Ch. 05

by gbr2004 on Sep 14, 2017
Fetish

This story involves dom sub/scenes, humiliation and forced fem. Not your thing, loots of other stories. * I force myself to walk down the corridor and to the elevators. When the door opens there is an older couple in the elevator and I get on and move to the other back corner. The man's wife is standing a little in front of him and I see him look over at...