Crossdresser Bondage Stories

14,958 results
Orientation
Length
Source
Infinite Scroll

Bookstore Bound

by shawnavinyltv on Sep 13, 2017
Transsexuals & Crossdressers

My Master, ever the gentleman, held the car door open for me. I smiled at him as I turned to get out of the car. I made sure to spread my legs in a very unladylike manner, giving him a good peek up my short dress. He simply shook his head and took my arm. We made our way over to the entrance to the adult bookstore. A small bell jingled as we came in, making...

The Night Agent Ch. 01

by catonotails on Sep 16, 2017
BDSM

*Author's note: this is my first story, it was a pleasure to write and I hope it is a pleasure to read! Any constructive feedback is most welcome...* ***** Martha was inexperienced. Her friends told her that she needed to get out there and try new things. On top of that, her budget for London life had been severely underestimated and she needed money. It w...

The Interview

by whistledrink on Sep 17, 2017
BDSM

"When did you first know you were submissive?" Baby girl shifted in her seat uncomfortably. She hated these questions. She was a child of the 60s—the decade that changed the world. For women, life was filled with heretofore unimagined opportunity. Baby girl was raised on these dreams. Never once did she doubt that her life would be anything less than everyt...

The Dinner

by Jim McKay on Sep 17, 2017
BDSM

It seems as though I have been trying to get in your pants forever. And all you do every time I get close is rebuff me. It was a Tuesday night and we were in the movies – my arm across your shoulder – feeling the soft bulge of the side of your magnificent breast. Glancing sidewise, I could see down your cleavage – it was a deep and forbidden valley – deep e...

Dressing for my Master

by Chriszinner5 on Sep 16, 2017
Transsexuals & Crossdressers

Master is coming round tonight and I have the flat to myself. He wants me dressed and ready for him. Good! I am aching for his meaty manhood and looking forward to tasting his cum. He has given me instructions as to what I must wear and I know exactly what will turn him on most. I have the requisite clothes and hope he will like what I have done. The only...

iZombie: Dom of the Dead

by Zev95 on Sep 13, 2017
Celebrities & Fan Fiction

A part of Liv would miss happy-go-lucky brain, but ever since the boat, she preferred to take life as it was, rather than how she'd like it to be. Otherwise, she would've taken a Scientology pamphlet a long time ago. New brain was a case of autoerotic asphyxiation, and in a woman no less. Liv almost felt proud. Took dedication for a girl to be that into ma...

At The End of What Comes Next

by TwitchBitch on Sep 15, 2017
Celebrities & Fan Fiction

People ask me how I came to be apart of The Network's family. It's a long story that shocks a lot of people. They ask me if I miss my friends and family, but The Network are my friends and my family too. They ask how I can trust them after the way I met them, but they're just don't understand, they don't see the people like I do, they see a bunch of freaks i...

Trapped

by Akume on Sep 16, 2017
BDSM

F/m, femdom and strap on play. The hubby and I are kinky bastards who enjoy fucking around the woods in our PA Wasteland costumes. This is our favorite roleplay so far. Enjoy! ***** I crept through the underbrush, peering out from the eyes of my dog skull mask. The ground had been disturbed by several animals, and I could see the partial of a boot print in...

New Straitjacket Tech for '63 Pt. 01

by Piratestan on Sep 17, 2017
BDSM

It was a Wednesday, I think, when my boss asked if he could tie me up. Oh get your mind out of the gutter! It wasn't anything like that, nothing kinky, untoward, or inappropriate. See, I work as a secretary for Globe Publishing, the premiere publisher of detective, real-bondage, and escapology magazines for the contemporary, 1963 newsstand market. We don't...

New Experiences Ch. 01

by eaglejet1 on Sep 12, 2017
BDSM

What great memories we have made over the years, I'm reminded of one event in particular. I had gotten an email that Fetishcon was coming to our town and I now reminisce about my first experience going to it with Him. It seems like only yesterday that we got to share it. Oh what fun it was being at His side, I know how proud He was showing me off. I had fou...