Shemale Bondage Stories

15,431 results
Orientation
Length
Source
Infinite Scroll

Lisa's Trap

by fierycougar on Dec 9, 2019
NonHuman

The candles flicker weakly, flames digesting the last of the wick as I watch. My hopes and enthusiasm for the evening wanes, just as the candlelight does. Just as it had for several months now. With a heavy sigh, I look at my phone and read Charles' last text for at least the twentieth time and find myself wondering if he really is pulling an all-nighter at...

Coast to Coast Pt. 01

by Phileas123 on Dec 24, 2019
Fetish

Ok, I had closed my flat on the West Coast and after getting the key to my landlord, I was to return to my hometown on the other side of the country. Last weeks were kind of brutal, lost a job, lost a boyfriend, plan a relocation, plan the trip, but now I was in my car, finally heading out of that city. Lucky for me, I've always been a squirrel, so I have e...

Submission in the Library Ch. 01

by sosense101 on Jan 20, 2020
BDSM

This is about how a young man's submissive nature is awakened by a mysterious woman he meets in the library. He's out of control and she becomes the stabiliser he didn't know he needed. It's going to be fairly slow paced so it might not be your thing if you're looking for something to get you off. ********** This is the story of how I found my true sexual...

Total Woman Vignettes 01a

by bhuff on Jun 9, 2020
Novels and Novellas

First Tuesday Sam studied herself once more in the mirror. Captain Ron had decreed that she shouldn't traipse through the guest spaces in her overalls. Glamour and etiquette; heels, bikini, hair, and makeup. A presentation at his cabin door that would fire him up quickly, something that would shorten the foreplay. She hoped the sensuous details reflected...

Love or Lust! Kerry and Steven

by LovingFather69 on Jul 6, 2020
Erotic Couplings

It had been three or maybe four years since I first met Kerry. That first connection was purely by accident. I was a forty-year old single man just going to my Father's house on the beach down in Florida for a badly needed two-week vacation. Things for me had been tough for quite awhile. Just a year before my Wife passed away from Cancer. Sherry had put up...

Cassandra Ch. 02

by AngelCherysse on Oct 13, 2020
Transgender & Crossdressers

The days and weeks seemed to fly by. My new position at Barnes and Bidwell was a dream come true. It provided me with a cute income to cover my personal expenses (Melissa took care of most everything), exactly fit my bubbly, flirtatious personality, and offered me unlimited opportunity to meet - and have - men! Melissa did everything in her power to reinfo...

Our Journey Ch. 01

by Grova1985 on Sep 28, 2020
Loving Wives

Throughout the 20 odd years of my marriage I have had many fantasies of involving others in our sex life. These fantasies come in many forms including; threesomes, wife swapping, wife sharing and even her playing without me. My wife Maddie is fairly conservative when it comes to sex and she believes strongly in our vows of, forsaking all others. She rarely l...

My Boss, My Anal Slut Ch. 01-02

by SevMax2 on Jul 13, 2020
Group Sex

Chapter 1 "So, that's it. It's over between us? You're dumping me?" I asked Angelica as we sat in the TGI Fridays together. "Not ... as such? I mean ... let me put it this way ... our relationship isn't ... moving forward in the same way as mine with Shawn. It's just how it is, papi. Sorry, but them's the breaks. In a sense, sure, it's a break-up ... it wi...

A Weekend Away Ch. 02

by SluttyChrissy on Sep 14, 2020
Transgender & Crossdressers

Author's Note: Thanks for all the kind feedback & comments on chapter 01. This chapter does a lot to set up the rest of the story, so there isn't a ton of sex. Please hang in there with me and there will be much more sex in the chapters 3-?? I hope this one is sexy enough to keep you interested! ---------------------------------------- I'm not sure how lon...

Karina's Bitch

by brownluva4u on Sep 28, 2020
BDSM

I have always had a kinky mindset, even from when I was a young lad. Every time I played cops and robbers, I was the one volunteering to be cuffed and held in jail. There was simply something about the act of losing control; of being at someone else's mercy and doing anything to please them. The sensation of surrendering has been and continues to be, engrave...