Shemale Bondage Stories

15,431 results
Orientation
Length
Source
Infinite Scroll

Fantasy Oral Sex with TS Lisa Lawer

by fox-for-fun on Sep 12, 2017
Transsexuals & Crossdressers

This is a pure work of fiction and has nothing truth in it. Only truth stated here is that I am very fond of shemales and addicted to Shemale photos and movies. One particular Shemale whom I love very much is Lisa Lawer, she is from Brazil. I have been a big collector of her photos and movies. I am in deep love with her and have always fantasized about havin...

Making Francesca Ch. 04

by Spango on Sep 12, 2017
Transsexuals & Crossdressers

The next four days progressed pretty much the same. Justin would wake him up, shower and dress him in his schoolgirl outfit. He would then spend the morning and afternoon practicing his cock sucking on progressively larger rubber cocks, until by the afternoon of the fourth day he was able to deep throat a huge 10-inch dong. After supper his lessons in bondag...

Whore of the Dragon

by Conan The Librarian on Feb 19, 2020
Fantasy

There, amongst the remnants of the dead race, where their greatest queen reigned, two dragons lie dormant. One of pure evil, one of pure good, both yearning for a vessel, both lusting for a mate... She may be adequate for that purpose, our forlorn child... We shall see. "Silence, fools. We are close to the inner sanctum." The two mercenaries exch...

Open in Reader

Since that day....

by Ssrd33 on May 5, 2019
Transsexual

The weekend I finished and my whole body felt heavy, my ass felt more open and empty at the same time, I slept all the rest of the day. The next morning I woke up and had Melany's penis full of milk, I took it out and I felt that my mouth was very sticky, I went to the bathroom to take a shower because I could only smell the semen all over my body. When I ge...

Open in Reader

First Time with a Shemale

by BigAndy922 on Sep 13, 2017
Transsexuals & Crossdressers

I was living in LA and pretty fresh out of school, not to mention pretty naive in the peripherals of human sexuality. I'd been with a few girls growing up, but nothing ridiculous. I liked going out with my buddies, and we'd drink and there was the occasional recreational use of ummm, how should we say... party favours. I liked my share of porn, and as I had...

A Couple and a Shemale Encounter

by Vennessa on Sep 12, 2017
Transsexuals & Crossdressers

Not long ago I was sitting home alone on a Friday night with nothing much to do and feeling horny so I decided to go out. I showered, misted myself with my favorite perfume, put on a sexy black bra, rolled on a silky new pair of jet black sheer to waist pantyhose, slipped into a tight, very short, little black spandex dress and slid my nylon clad feet into a...

Tribal Ecstasy Ch. 01

by icemania on Sep 16, 2017
Transsexuals & Crossdressers

Denise pressed her hands as hard as she could over her ears as she tried to block out the low thunder of drums and the faint shrieking moans that had become her only companions. Her head still throbbed a little from the injury she had suffered in the car crash, but it hardly figured on her list of concerns right now. She had woken up here in this dark musty...

A Night with a Sexy Shemale

by MajesticLVR87 on Sep 13, 2017
Transsexuals & Crossdressers

This is a true story which goes deeper into my explorations of my sexuality in my younger years many people may not have the guts to share so much about their past I don't have that problem because I have met the love of my life and plan on sharing the rest of my life with her my adventures with other partners or random partners is over I have settled down s...

Hotel Humilation

by nikkicd777 on Sep 16, 2017
BDSM

My world begins to fade back to from blackness. I'm very groggy and my vision is returning. I'm in a hotel room and my Mistress is standing in front of me. My head is still spinning as I try to understand my surroundings. I would say we have a lesbian relationship, except Mistress is a shemale, with a beautifully feminine body and a perfect cock. Maybe that...

Shortening His Sentence Ch. 02

by SugarandSalt on Sep 11, 2017
Transsexuals & Crossdressers

I knew when writing the first chapter that I'd get around to writing a follow-up chapter. This one definitely requires another installment sometime as well. I mentioned at the start of the last chapter that there wouldn't be tons of sex from the get-go, the same can't be said for this chapter. ;) * Foster's tongue lapped at Miss Julia's cock head. It'd bee...