Sissy Bondage Maid Stories

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Orientation
Length
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Infinite Scroll

Candi's Conversion Ch. 03

by CandiCumminz on Oct 3, 2018
Transsexuals & Crossdressers

Please read Parts 1 & 2 first. - Candi has had a long night and tomorrow she begins her sissy life properly. First thing? Shopping of course! - I hadn't slept well. I'd gone to bed horny and frustrated, and Lucy's screams of ecstasy in the other room weren't helping. Just as I'd got to sleep, a few hours after I'd crawled into bed, a loud phone notif...

Sexy Black Boots

by latexdoll on Apr 8, 2007
Fantasy

While walking through the local mall you suddenly notice one of your fellow coworkers coming toward you and not wanting to deal with this obnoxious jerk you find yourself quickly ducking into the next store you see to get out of sight. With out even paying attention to the store you find yourself walking all the way to the back of the store to get out of sig...

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New Pussy Slave Ch. 01

by NTMaster on Sep 13, 2017
BDSM

Many thanks go to Michelle for the initial idea for this short story and to BlueEyed5ftAngel for the time, effort and patience in editing. I hope you enjoy this. Please comment – I may write more…. ======================== Waking up from a good night's sleep, the Mistress of the house smiled contentedly to herself. Her female slave was just where she shoul...

It

by theonewhowas on Oct 14, 2017
Transsexuals & Crossdressers

"Hello? Yes hello, I've got an enquiry to make about tickets for the festival?" my master's voice rang out, as he shot me a smirk. I was on my knees in a latex French maid dress and stockings. My caged dicklette hung naked beneath me and I waited, patiently. The material clung to my body and I felt it tight on my chest as I breathed in heavy anticipation. "...

The Club of Fools Ch. 05

by sublocked on Sep 19, 2017
Transsexuals & Crossdressers

Author's Notes as before: (1) This is fiction; (2) Do not read this chapter out of context. Read chapters 1-4; (3) Jason is a masochist; (4) Victoria is a sadist and possibly a psychopath, her actions illegal; (5) Do NOT ever attempt "breath play" as it is described herein; (6) Do NOT ever leave anyone in bondage as severe as this for as long as this a...

The Society Ch. 04

by Barno on Sep 13, 2017
Transsexuals & Crossdressers

I have a little explaining and an apology to make. The last installment of The Society, called The Society part 4 was uploaded by mistake. If you are following this story you will find that the first part of this installment is very similar to part 4. Please take this story for what it is, parts 1 through 3 and then followed by this installment, part 5. Sorr...

Lesser of Two Evils

by Andi_Lembke on Sep 25, 2017
Transsexuals & Crossdressers

[So to update you all. I'm sorry I haven't completed any more chapters of NWTBYG or Porn Princess. They're in the works, but creation, and good storytelling takes time, something I have less of now. I left my receptionist job to take a writing gig, and all my writing energy is going into that, but my passion for hot stories smolders intensely under the surfa...

Sissy Chantel, New Reality Ch. 01

by Sissy_Chantel on Sep 19, 2017
Transsexuals & Crossdressers

A new story of a sissy's fantasy becoming her reality. But a reality, much more than she ever thought. This will be a multi chapter sissy maid and sissy slut story around Sissy Chantel finding reality of sissy maid and slut life can be more than she bargained for, enjoy. ***** Chapter One: The Journey Starts. Well another night and here I sit dressed in m...

From a Husband to a Dutiful Sissy Ch. 02

by Sissy_Chantel on Sep 18, 2017
Transsexuals & Crossdressers

Chapter Two: My reveal, a true reveal for the sissy in me. I reach to the bottom of the stairs and at the front doorway entrance, Helen and Jenny are standing and looking at me in my black maids dress, white tights, black velvet 5 inch spike heel pumps, wig and makeup. The look on their faces seeing me dressed as such is priceless. This is the first time He...

Virtual maze

by Sgtwolf on Dec 20, 2019
BDSM

It’s finally here! You scrimped and saved, and the most hyped technological breakthrough in years is finally yours! You open the package and pull out the black spandex full body suit, almost midnight in color except for the neon blue thick line running down the body and each limb. The Virtual Integrated Suit System, or VISS, claimed to be able to perfectly r...

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