Tied Up Crossdresser Stories

354,563 results
Orientation
Length
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Infinite Scroll

Girlfriend's Suprise ...

by Shelly7 on Feb 6, 2020
Transsexual

My name is Johnny and I am a lonely 18 year old geeky kid, I never had a girlfriend and was always feeling left out, I had a few geeky friends, all of who was also just like me. I have a confession though ... I have always been attracted to penis's, I never liked boys or men per say, just to their parts. There had been many times when my best friend Cho and...

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the corporation

by davidigor on Oct 21, 2014
Transsexual

you arrive to the building, you've been requested to come here to sign a contract for working here the call didn't give you too much information and you can't remember having asked for a job here... but you need the money so you decided to come here the building is a big one in an important neighbourhood... but strangely, the door is in a small alley in a si...

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Changes Ch. 07

by sublocked on Sep 25, 2017
Transsexuals & Crossdressers

Author's Notes: (1) This is meant to be an additional installment of the whole story called "Changes". Reading this chapter alone may not do much for you, unless you are a crossdresser or femdom freak, or both; (2) Being laced into a corset for the first time is a cherished experience for many crossdressers and transvestic fetishists. It can change you in...

The Gender Pill Pt. 02

by MadisonWillow on Sep 14, 2020
Transgender & Crossdressers

**I highly recommend reading The Gender Pill: Part 1 to catch up on the storyline. To do so, view my works on my profile page, and please read my other works! Thanks for reading :) ** The Gender Pill: Part 2 I didn't always want to be a woman. Up until the age of 12, I don't remember ever wanting to try on female clothing or feeling as if I wasn't the boy...

Outed By Ebay

by Marcia_Fredricks on Sep 16, 2017
Transsexuals & Crossdressers

I've been an opportunity crossdresser since I was a child. By the term opportunity crossdresser, I mean whenever there was an opportunity to dress in women's clothes, I did. As a child, and later as a teen living in my parent's home, it was difficult. In college, living in a dorm, it was near impossible. The only time of my life when I had free reign was aft...

Crossdresser Evolution Ch. 02

by pantyhigh on Apr 8, 2019
Transgender & Crossdressers

Recap - Crossdresser Evolution - Ch 01 - How I got started crossdressing I was becoming addicted to this new way of masturbating very quickly, though there was still this feeling of shame surrounding it. I made sure I deleted the browsing history and then went to the bathroom to clean up. There I saw myself in these cum soaked pink panties. I could feel som...

Sarah has Sex at a Nudist Beach

by SarahCD on Jun 4, 2019
Transgender & Crossdressers

I first published this experience a few years ago. I prefer to call them 'experiences' since the term 'story' implies fiction to me. My experiences are based upon my real life. Since I started posting my experiences, my writing skills have improved a little. While, I cannot change what actually happened to me, I have added some more detail and corrected some...

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...

A Surprise Relationship

by canuckCD on Sep 13, 2017
Transsexuals & Crossdressers

This is a fictional story, although it is based on people I did know. "Tony" and his twin sister "Kim" are based on a set of twins I knew, who were almost identical. I did have a relationship with "Kim" for almost two years, however, the relationship with "Tony" is pure fantasy. WARNING!!! This story starts with a chapter that describes violence against one...

Recruiting of a Sissy Maid Ch. 01

by Sissy_Chantel on Oct 11, 2017
Transsexuals & Crossdressers

[Welcome to my next story. This story has become a little different in how I planned to write it as compared to my previous stories. It has been fully written up already, as of this first uploaded chapter. Doing it this way allows me to better proof read and adjust for future chapters before uploading each. I will submit uploads on a regular basis for my rea...