Crossdresser Stories Stories

58,858 results
Orientation
Length
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Infinite Scroll

Birth of an Exhibitionist & Voyeur

by ManosHands on Sep 14, 2017
Exhibitionist & Voyeur

I have had some requests to explain how I got involved in V&E. This story might not have as much sex as some reader will expects, but it is s true re-telling of my first experience. * It all started in my freshman year in college. I attended Indiana University, in Bloomington, Indiana. Although it was a state school, I was not from Indiana. Prior to this...

Forever Owned Ch. 03

by JDTW on Sep 15, 2017
Novels and Novellas

Cassidy stirred slowly, one sense awakening at a time. It was a smell that had roused her, a sweet and pleasant smell that reminded her of summer at her childhood cabin on Lake Michigan. It smelled like wet earth and cool night air. As the smell wrapped itself around her, her other senses emerged. She heard pounding music and loud voices, though the sounds w...

Anniversary Strippers

by TheTyesThatBind on Sep 15, 2017
BDSM

I think a little backstory is appropriate for this one. My wife is 35 and still very hot. She likes everything about sex and keeps me worn out. A few months ago she was invited to a bachelorette party for a twenty-something coworker. At first she didn't want to go because the others were quite a bit younger, and just didn't feel good about it. Just thinkin...

Homecoming

by ForeverHisLady on Sep 2, 2017
BDSM

I watched you as you walked out the door of the airport. My heart went out to you, you looked so weary and tired and I knew right then what I had planned for you was just what you needed. You looked up and saw me, and suddenly, all the worries vanished from your face. In their place, your eyes sparkled and your smile lit up the room. You enveloped me in yo...

Brat Thoughts

by MINKX on Sep 17, 2017
BDSM

I've been doing a lot of thinking lately. I have a rather busy life. I work full time with a fair amount of overtime and two hours of commute per day. (Gotta figure out how to use those two hours to write I think. But dragging my lap top about doesn't appeal to me. And if I write with pen and pad, well...I might not be able to read what I wrote!) I also spe...

Descent into Submission Ch. 03

by Cyanlot on Nov 7, 2017
Erotic Couplings

Chapter 3: Workday Frustrations Driving to work, I was constantly aware of the chastity device locked around my cock and balls. Every time I moved my foot to the brake or back to the gas pedal, I felt it rub against my thighs. As I walked into the office, I realized that the feeling of my genital confinement was affecting my behavior. I said 'hello' to my c...

A Naughty Wedding to Remember

by RobynG on Nov 9, 2017
Erotic Couplings

Isn't the political environment toxic these days? In the United States, I mean. The parties hate each other, one calling itself the Resistance while the other arguing amongst itself how to get legislation passed despite infighting and partisanship. You'd think going to a wedding would provide respite to the crazy nature of politics. Think again. The poli...

Kylie Wakes Up Ch. 01

by letkyliexxx on Sep 16, 2017
Transsexuals & Crossdressers

I want to tell you all how I became the Cross-dressing slut I am today. My name is Kylie, and these stories are all true. I could tell you the same stuff all cross dressers seem to say, how I dressed in my mothers lingerie when I was young. How I hid it even from myself throughout high school. How Kylie's voice grew in my head till I couldn't take it anymo...

Aviators

by theilluminaughty on Sep 16, 2017
Transsexuals & Crossdressers

As an aviator, I have a certain set of characteristics. I have both genders of genitalia, I have wings, and I have relatively light bones. The latter two mean I can fly with ease on my home planet Col. The former means I can get pregnant and also impregnate. Contrary to the rigid gender boundaries of Earth, everybody on Col made a practice of being genderqu...

The Playhouse

by LordJim on Sep 17, 2017
BDSM

The last few years have been a tumultuous ride as I begin to look at growing older. I suppose it's time I pass on some wisdom, perhaps, but frankly, passing on some stories of adventures seems just as profound to me! But these are not stories of mountain climbing or travels, unless you count explorations of kink to be 'travels'! Inheriting money changes eve...