Crossdressers Stories

12,121 results
Orientation
Length
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Infinite Scroll

I Adore Crossdressers Pt. 02

by Ab9095 on Nov 26, 2018
Transgender & Crossdressers

Day One - Part Two I put on a video and I moved a big mirror so she could see herself and watch the TV at the same time. I sat back in the chair and watched. She was a little slow but as she watched those big dicks she got hot. She was playing with that nice cock, stroking it, spitting on her hand and stroking some more. She pulls her panties down and reall...

Cabin in the Woods

by Lovinhose on Sep 16, 2017
Transsexuals & Crossdressers

Finally, I get to give you another TRUE story after a WAY too long 'dry spell'. This story is completely true (and may be a little boring maybe...would love any feedback). Only the names have been changed to blah blah blah... Anyone who is familiar with my writings knows my stories are true and not made up unless I openly state at the beginning that it's a...

Seducing Jay at a House Party

by vhunt on Sep 16, 2017
Transsexuals & Crossdressers

Ann seemed pretty happy with the party she threw for her birthday. People were mingling in her garden, talking and laughing while they fought summer's heat with beer. I didn't know many of Ann's friends - in fact, the only face I recognized at the party was her own, but I knew she kept company with mostly single people and any of her gatherings resembled mor...

Testing Blah22

by Manu on Sep 11, 2017
Transsexuals & Crossdressers

Lorem ipsum dolor sit amet, consectetur adipiscing elit. Aenean ut nisl eget leo laoreet aliquam in a enim. Vestibulum et congue ante, non egestas mi. Donec dapibus ligula et dictum feugiat. Aliquam ligula erat, gravida id sem id, iaculis tincidunt risus. Morbi consequat, mauris eu dignissim sollicitudin, velit eros sagittis dui, at dignissim mauris nisi vel...

Another Test2

by Manu on Sep 11, 2017
Transsexuals & Crossdressers

Lorem ipsum dolor sit amet, consectetur adipiscing elit. Aenean ut nisl eget leo laoreet aliquam in a enim. Vestibulum et congue ante, non egestas mi. Donec dapibus ligula et dictum feugiat. Aliquam ligula erat, gravida id sem id, iaculis tincidunt risus. Morbi consequat, mauris eu dignissim sollicitudin, velit eros sagittis dui, at dignissim mauris nisi vel...

Linsey Takes Two

by linseyCDslut on Sep 16, 2017
Transsexuals & Crossdressers

I peeked into my living room, my heart racing, watching the two large black men introduce themselves to each other. My girlfriend was out of town for a few days, and I had met these guys in an online transsexual chatroom I sometimes visited while she was gone and I was extra horny from lack of sex. I dress occasionally, and sometimes like to do online chat r...

Out On the Prowl

by BakersfieldCdTerri on Sep 13, 2017
Transsexuals & Crossdressers

This is my fourth story now, and they bring back such great memories. My stories are true to life and I wouldn’t change the events that led to them one bit. The only thing I would do differently if todays advances in medicine were available then is I would have gone through a transition from male to female. Of course then many great things in my life never w...

A New Experience

by ThomX on Sep 16, 2017
Transsexuals & Crossdressers

I met him at a drag queen bar called Tranz. Mind you, this was not a bar I would normally have frequented, but I had just gone through a very nasty divorce from my wife of nearly 13 years Deborah, partly because she discovered my attraction to drag queens and crossdressers and, believe me, she used that against me in the divorce. To add insult to injury, she...

Allison

by chloevargas on Jul 15, 2020
Transgender & Crossdressers

I'm out. Out of the closet. Now everyone knows. Perhaps a bit of background... While going to college I found a job as an intern at a small business. As my course of study was technical, the job was technical, doing the mechanical drawing and parts lists for the products that we made. The pay wasn't great but it was more than I'd made at traditional teenage...

Are You a Sissy?

by dominantdadddy on Sep 26, 2017
Transsexuals & Crossdressers

There I was, early Friday evening, standing on the front steps of my co-worker, Liam's house. As instructed, I brought with me a small overnight bag with the following items: a toothbrush, toothpaste, razor, shaving foam, and flip flops. I was nervous. I was not sure what was in store for me. But I had an idea. On Tuesday, Liam had called me into his off...