Caught Cross Dressing Stories

192,094 results
Orientation
Length
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Infinite Scroll

Another Slave

by slavejames111 on Sep 17, 2017
BDSM

MISTRESS GETS A SECOND SLAVE This is another episode from my life as a slave. ***** Soon after I handed all of my finances over to my wife/Mistress (see My Wedding) She said that as the money had been mine it was only right that She should spend some of it for my benefit. She had therefore decided to convert one of Her spare rooms into a dungeon where I c...

Escapades of Eva Ch. 18

by strayangel on Sep 15, 2017
BDSM

Sir Dan took Eva into the private room of the club. He had told her that tonight was for invited guests only. Eva thanked him for bringing her again after the long week they had spent at work. Sir had been so busy he hardly had time to speak to her. He reached out and brushed back a stray lock of hair from her shoulders. She smiled sweetly at him and immedia...

To Slay a Vampire

by Sean Renaud on Sep 1, 2017
How To

I should start by telling you that I don't actually think you're a dummy. Vampire slaying can be a very daunting task your first time out and it requires a lot of skills that most people build up over a life time. If you're reading this book you obviously don't have the time to learn these skills gradually. Perhaps your brother was turned into a vampire and...

How I Became Sissy Willow Ch. 01

by willow619 on Sep 12, 2017
Transsexuals & Crossdressers

Description: A married cross-dresser's fantasy to dress and serve becomes reality at the hands of his wife and her lover. Fern and I had been married for three years. Our sex life had become bland, routine, and, frankly, I preferred masturbation to the work it took to cum by intercourse. I was pretty sure that Fern felt that way, too. You see, my cock is, a...

My First Real Scene

by sassy_jolene on Sep 17, 2017
BDSM

I have had a few opportunities to feel different sensations in my exploration of BDSM. Enough even to know that I definitely wanted to feel more flogging. The Saturday that just passed gave me the opportunity to get that and so much more. I would like to take the time right now to share with you my memories of that opportunity. There was a fetish flea marke...

Chained

by wickedmind on Sep 13, 2017
BDSM

Imagine the scene. You are chained up, powerless and in my control. My slave. To do as I wish and demand. You are standing in the middle of a room lit only by candles, to the side of you is a bed and a range of toys (strangely enough the ones we have), laid out neatly on a table on the other side of the bed. Now when I say your chained up I mean you have I...

The Call of the Labyrinth

by RedShiftAway on Sep 16, 2017
Sci-Fi & Fantasy

Disclaimer: All characters that appear in this story are of legal age (18+). If you, yourself are not of legal age (18+), stop reading this right now. You can always come back when you are older. "Who rules the school?" "Oh baby, Mud Dogs!" "What bitch? I can't hear you." "I s-said Mud Dogs rule the schoooooool!" "Ow-Ow-AWOooooooO!" Pepper watched...

Wild Angels

by _Lady1SensuaL1Fire_ on Sep 12, 2017
Sci-Fi & Fantasy

Somerset, England 1615, The twins sat upon their destriers, forgoing the sidesaddles their mother was always scolding them to use. To ride astride has long ceased to scandalize their parents; The Duke and Duchess of Warwick. Looking at each other, as if sharing the same thought, they laughed softly. At age twenty-two, both were excellent horsewomen. Both di...

Karen's Story

by Lisa433 on Sep 12, 2017
Transsexuals & Crossdressers

Chapter One - In the Beginning My name is Charles Ankersby. Well, at least it used to be, and this is the story of my life. It tells the tale of how I came to be Karen Miller. No, you're wrong. This isn't just another autobiography of a transsexual. I'm a transgenderist and, if you're not aware of it, that's a whole different thing. It's an almost true sto...

Distractions Ch. 06

by HotSprings22 on Sep 25, 2017
Interracial Love

Ok, ok, I know, everyone is waiting for the hot and heavy, and quite honestly I cant wait to deliver...but in the mean time I had to add this chapter. It clears up some things on Gavin's side, but I promise your wait will be rewarded...at least I hope so. Enjoy! _(*(*(-)*)*)_ _(*(*(-)*)*)_6 Years Ago_(*(*(-)*)*)_ Gavin was throwing wood on the fire when h...