Transsexuals+ Stories

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A TS Friend Pt. 01

by crypticguy143 on Nov 14, 2017
Transsexuals & Crossdressers

Hello readers, hope you enjoy this story. I am 32 years old guy and live near bay area in California. I have had a thing for Transsexuals since long but have not been fortunate enough to meet one. This story is a work of fiction and inspired by some of my fantasies. I might commit some grammatical and factual errors and I apologize for those in advance but I...

Danielle's First Time

by FellatiaViper on Sep 15, 2017
Transsexuals & Crossdressers

Danielle was born in the winter to 1976, but she was born a male by the name of Daniel. Daniel looked like a normal male child aside from liking girly things. Whenever Daniel would play dress-up he'd always dress in his mother's or his aunt's clothes and his parents thought that was cute until Daniel got a bit older then his father sternly told him, "boys do...

New Horizons

by Moonm8 on Sep 16, 2017
Transsexuals & Crossdressers

Pete always was very open sexually speaking. "Don't knock it if you haven't tried it" was his watch-phrase when it came to sex. Being alone in a faraway land had just emboldened him a little more. Lately Pete had found himself fascinated by transsexuals whose pictures he'd seen on the Internet. It was beyond his reasoning how a beautiful woman with a pair o...

From Tomboy To Boy

by PredatorSmile on Sep 16, 2017
Transsexuals & Crossdressers

Mike Flannigan is a wealthy man who, at the age of forty, could certainly afford to retire from his law firm with a lot of money to spend. He had always been the most driven person in his family. He was born in 1951 in Dallas and lived there for most of his life. His parents were a working-class couple, a policeman and a teacher. Mike Flannigan went to colle...

Shemale Thressome

by trentdolby on Sep 12, 2017
Transsexuals & Crossdressers

I met Chrissy about a year ago at a bar. We really hit it off. She was about 5'5" 120 with a nice, athletic body. She was Filipino. Her face, well, unless you knew, you would never know. She was different than the rest of the girls at the bar. While she was there to make a living, she was also there to have fun, with the right guy. Fortunately for me, I was...

All-American Transsexual!

by Samuelx on Sep 15, 2017
Transsexuals & Crossdressers

I think everyone has three faces, the public one, the private one and the real one. My name is Candace "Candy" Monteiro, and I'm a young Colombian-American pre-op transsexual living in the City of Miami, Florida. Anyone looking at me would see a five-foot-eight, curvy gal with light bronze skin, long straight Black hair and light brown eyes. I'm busty, curva...

Rockin' The Boat

by WhiskeyIsGood on Jun 19, 2018
Transsexuals & Crossdressers

Miss Fox...the hottest woman, I ever did see. I met Miss Fox for the first time when I answered a craigslist ad for a job position. Miss Fox owned a very large property in Fort Lauderdale, Florida; she was practically rich and this place, was practically a mansion. That said, Miss Fox kept a team of employees who handled maintenance around her property. C...

Shemale Tales Ch. 01

by Richard Norman on Sep 16, 2017
Transsexuals & Crossdressers

Copyright 2005 by the author. * * * * * I didn't know at first that Julie was a pre-op transsexual. She's a beautiful woman, with great boobs and ass. We met at the Club Tango, where swingers went to show off their dancing skills and meet partners for friendship, all sorts of sex, whatever. That night, at my place, I unbuttoned her blouse and discovered...

Oh What a Night!

by golfer07039 on Sep 16, 2017
Transsexuals & Crossdressers

My girlfriend Vanessa is beautiful, sexy and a Transsexual. This weekend she felt like going into NYC to hang out, dance, drink. Since she knew the NYC club better than me, I was ready to go. Our first stop was Lucky Changs, for dinner and drinks. They have a lot of drag queens who are really good and look great as well. We were having a great time teasing...

My Sexy Changes

by TaraJaden on Sep 15, 2017
Transsexuals & Crossdressers

It all started with a bit of fun or as an experiment. I found make-up in the bathroom, and in particular it was lipstick; red lipstick. I wondered what it was like and I put it on. Half knowing I shouldn't but I wanted to anyway. I put it on in a deliberate and detailed fashion making sure to get the edges to emphasize the fullness. My lips looked sexy. I co...