Transsexuals & Crossdressers Stories

15,868 results
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Infinite Scroll

What's Your Price?

by Checkmate215 on Sep 26, 2017
Transsexuals & Crossdressers

Growing up poor meant I always had to do without. I was orphaned as a baby and became a ward of the state. I could never seem to catch a break, my life was one loss after another. After becoming 18 I was discharged from foster care with nothing. Now three years later I still had nothing. My prospects weren't good and I couldn't get by on my looks. I was 5'7"...

Murder Misstery Redux

by thrillerauthor on Sep 16, 2017
Transsexuals & Crossdressers

© 2008 by Thrillerauthor For those who came in late, Matt McCoy -- now Madeline Moreau -- is on the run for a crime he did not commit, and a murder which she did....after faking her death, Maddy is enjoying her life as the mistress of the Parisian doctor who is turning her into a woman. The next few months were among the happiest of my life. Long, lazy mor...

Continuing My Education Ch. 02

by ProfBriefs on Sep 12, 2017
Transsexuals & Crossdressers

Once again, I want to thank the wonderful joscelyn2tg for editing my story. Disclaimer: My stories contain descriptions of consensual sex between adults. All characters and situations are fiction. Any resemblance to real people is strictly coincidental. All stories are property of the author. Comments are welcome! I've tried to keep the story as realisti...

Queen for a Day

by RedHairedandFriendly on Sep 12, 2017
Transsexuals & Crossdressers

David looked at his brother and shook his head. "No. I'm not doing it. There is no way I'm doing it." Mike pouted and dropped his eyes to a sagging droop, that made him look like a Basset Hound. "Come on Davy! Its just one time. Its not like I'm asking you to do this forever." He pushed the dress into David's hand. "I can't do it. I'm sick and the show has...

Tampa Nights

by KeyWestKid on Sep 16, 2017
Transsexuals & Crossdressers

I love high heels. I love the way they force me to lean forward pushing my chest out. I love the way they stretch my calf muscles and give them power and definition. I love being encased in nylon from toes to mid-thigh where the garter belt fastens to the stockings holding them up with a soft downward pressure on my hips. I love having my dick held gently i...

Force Feminized Up Ass

by Cumfusion on Sep 12, 2017
Transsexuals & Crossdressers

"Yea I thought the singing was OK but I don't really go for that style too much" "And the girls?" Brian prompted me. "Oh come on Brian leave him alone we all know he's not really interested in girls." "Give him a chance, people can change! Perhaps Carl's developing an eye for them now eh Carl?? I mean they weren't bad looking. So, apart from their styl...

Mike and Chris Together

by Boxlicker101 on Sep 15, 2017
Transsexuals & Crossdressers

NOTE: This is my entry in the 2012 Literotica Valentine's Day Contest, and it is about a man having sex with a male to female transsexual. They basically take turns fucking each other in the ass. If this kind of activity bothers you, you should probably stop reading this story now. * Mike's sex life had taken a definite series of turns for the worse. When...

Alternate Earth Pt. 04a

by AmandaSwallows on Sep 19, 2017
Transsexuals & Crossdressers

This story is the last of the somewhat disconnected early stories revised to fit the larger narrative. If you look at some of the art I posted (amateur and very rough, I know), I've posted pictures of the girls from the band. I hope you enjoy. ***** My favorite band of all time is Nightmare Stallion. They are amazing and the lead singer is absolutely scrum...

Alternate Earth Pt. 02

by AmandaSwallows on Sep 19, 2017
Transsexuals & Crossdressers

*** I wrote this story shortly after "Brothers?" my first story about Michelle. There are a few more coming, both about her and her world, but they're not quite ready to publish yet. I welcome comments and suggestions. *** ** All characters in this story are depicted as 18 years old or older and no sexual activity features underage characters. ** ***** I'...

Why, She's A "He"!

by libidinal on Sep 14, 2017
Transsexuals & Crossdressers

Tina had mentioned to Dave a bar she’d heard about that catered to certain sorts of sexual adventurers and suggested she and Dave visit one night to check out the scene. A friend had described it to her and said she occasionally liked to go there with her husband. These two were old fashioned ‘swingers’ and Jane had told Tina that this bar catered to those l...