Transsexuals+&+crossdressers Stories

15,868 results
Orientation
Length
Source
Infinite Scroll
SmutMD: The World's Biggest Erotic Literature Search Engine.
© 2024 SmutMD.com

From Darker Places than I Want to Feel Ch. 05

by Dreamweaver594 on May 21, 2019
Transgender & Crossdressers

© 2013 Just a quick note to encourage you to give me some feedback after you've read this chapter. Feedback is the lifeblood of a writer and it only takes a minute to respond. I first posted this story on Literotica in 2013. As always, characters in this account involved in sexual activity are above the age of eighteen and those of you under the age of con...

Intro to a Dream Made Real

by Phallicphun on Sep 15, 2017
Transsexuals & Crossdressers

Jim had known growing up that he enjoyed bi-sexuality. But he had never found a man attractive the way women were to him. For example, he never found himself wanting to kiss a man, but he liked holding a hard cock as much as he enjoyed touching a wet pussy. He really enjoyed sucking a dick as much as he loved licking a hot hard clit. After moving to a new...

Crossdressing Friends

by kinkyrubber on Sep 12, 2017
Transsexuals & Crossdressers

In the three years that I have lived in an apartment with my friend Joe, I've never thought of him in a sexual way. Recently, I discovered that he is a crossdresser like me. We both just hide it. I was looking in his room for one of my dvd's he borrowed and found wigs, women's clothes and even a Polaroid of him dressed as a woman. The moment my eyes glanced...

Somali Femdom: New Convert

by Samuelx on Sep 14, 2017
Transsexuals & Crossdressers

Mistress Fatuma Suleiman, Supreme Matriarch of the world-fastest growing religion, the Fatumanism Faith, looked down at her latest supplicant, Ahmed Dawit. The six-foot-tall, burly and broad-shouldered, bronze-skinned and brown-eyed, hairy Egyptian male grimaced as Fatuma's cohort, Lady Karma, thrust her cock into his asshole. Mistress Fatuma Suleiman smiled...

Sissy and Wimp

by 1Gratiano on Jul 14, 2020
Transgender & Crossdressers

1 Now the common belief is that any man who wants to wear women's clothes is gay, and that the heterosexual crossdressers who claim to be straight but "just like the feel" of silk panties and so forth, are being, well, less than candid. Be that as it may, heterosexual and homosexual crossdressers are in fact distinct psychological types. To be sure, ther...

Wife Meets a Trannie Ch. 01

by natynuff on Sep 12, 2017
Transsexuals & Crossdressers

This story started when a long lost college buddy of mine contacted me because he recently moved to the same city I live in. Last time I saw him was 14 years ago in college. He has married and now lives about 30 minutes from me. We arranged for a sync-up and invited him and his wife to our home. My friend Jay arrived at our house with his wife, Tammy. She is...

Haitian Couple Meets Transsexual

by Samuelx on Sep 16, 2017
Transsexuals & Crossdressers

I love to play with couples. Take Marco Saint-Pierre and his girlfriend Ashley O'Shea for example. He's a six-foot-three, lean and athletic, good-looking young Black man from the City of Montreal, Province of Quebec. Marco is of Haitian descent, I could tell just by looking at him. This stud is a Law student at Concordia University. His girlfriend Ashley O'S...

Hijab Girls and Shemales

by Samuelx on Sep 16, 2017
Transsexuals & Crossdressers

Call me Sammy, please. I kind of prefer it to my full name, Samirah Taariq. I'm a young woman living in the City of Ottawa, Province of Ontario. The daughter of a Lebanese father and Somali mother. I was raised in the City of Baalbek in Southern tier of the Republic of Lebanon, and have lived in Canada for the past ten years. I'm nineteen years old. My mothe...

Market Surprise

by globesplitter on Sep 16, 2017
Transsexuals & Crossdressers

I was sitting in front of my computer on a Friday night perusing the personals, searching for that special someone. It was proving to be another pointless endeavor. I had been trying to find the perfect girl for months. I searched every dating service and singles site on the web. The only thing that I had to show for my effort was bloodshot eyes and a thinne...

The Earth Knows... Ch. 02

by fYrFoXe on Sep 16, 2017
Transsexuals & Crossdressers

[ "Let me eat your pussy baby...I want to taste you" the girl gasped as she sank to her knees before I could penetrate her. Her words caught me off guard, for at the moment, I wished I had a pussy for her to feast on, my lust growing every time she spoke. Easily turning me around, she clenched both of my ass cheeks and slowly slide them apart, as her warm...