Tranny Stories

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Dan's dreams come True Ch. 02

by JenniferTaylorTV on Jan 20, 2020
Transgender & Crossdressers

Caroline giggled with delight at the look on Jennifer's face. "She never had any idea, Suzanne. She thought you were a real girl!" Jennifer felt like crying. She was so excited, so turned on by the beautiful Suzanne, she couldn't believe what she was seeing. But there in her delicate silky panties was a hardening cock. Bigger than Jennifer's own not tiny ef...

Truth or Fantasy 16: Honey B

by 1sfshermale on Mar 9, 2020
Transgender & Crossdressers

As a man, I liked being tall. At 6'2" I am taller than most and have always enjoyed the perceived benefits. Standing amidst a crowd at a concert and still being able to see the stage, reaching items on the top shelf at the grocery store or the perceived respect of others. Now, as a gurl, what I don't like about being 6'2", is the difficulty finding a man t...

The Tranny Trucker

by SugarandSalt on Sep 11, 2017
Transsexuals & Crossdressers

A gust of freezing wind blasted across my face. I succumbed to worries of frostbite as I walked aimlessly along the side of the highway. The wind of passing trucks nearly knocked me off my feet. This must have been dangerous. It's something I should have considered. My parents separated about a year ago. It was a tough ordeal. I won't get too much into th...

The Sexy Cuckold Couple Pt. 14

by cuckcpl4play on Sep 26, 2017
Fetish

Part 14 Pool I As we departed the room, I was utterly shocked that Master was in fact going to make us walk through the hotel as we were. He walked with his slut in front and I brought up the rear, but following closely in tow. I kept my head down but could feel the stares and after walking by a large group I heard the individuals bellowing at our predicame...

Caught Red Handed

by desireethtttv on Sep 15, 2017
Transsexuals & Crossdressers

With Halloween falling on a Monday, my wife Suzie was busy the weekend before trying to find her costume to wear to work. As a dutiful sissy husband that loves shopping as much as any woman, I tagged along, although our choice of stores to peruse is completely opposite. Suzie is a Goodwill addict, with anything at a bargain giving her much pleasure. Me, I'd...

LilBostonBianca

by erikalilpryncess on Sep 14, 2017
Transsexuals & Crossdressers

In high school I had spent a lot of time on the internet, and even though I considered myself completely straight and had a serious girlfriend my entire senior year, I knew that deep down I found the images of transvestites wearing slutty clothing on the internet incredibly erotic and that I wanted to try it sometime. As a result I had finagled my way into...

Sex is Best in Key West

by erectus123 on Apr 4, 2018
Erotic Couplings

INTRODUCTION — All people in this story are over the age of 18 and all sex is described as it happened unless I've forgotten something. I can remember most of the sex but there were a few times I was too drunk to be sure. Oh yeah, there is a lot of dialectic slang thrown in here in so please don't ask me if I was born in China or if I am a native speaker. Ok...

The Hallway

by mrpeachesva on Nov 25, 2017
Exhibitionist & Voyeur

"Jazz, cheer up... It's gonna be okay. I promise it's not the end of the world. He did you a favor." Keyshia said to her friend, who was sitting beside her softly weeping crocodile tears. Jasmine looked at her with a big unbelieving frown on her face. It was the end of the world for her. Her boyfriend of two years had just broken up with her. It had been th...

Finishing School For Ladies Ch. 01

by MicheleNylons on Sep 16, 2017
Transsexuals & Crossdressers

Chapter One -- The Beginning Valerie Swindon sat at her desk in her small study grading exam papers. A shadow fell over the opaque glass panel of the door and she looked up at the ornate mantle clock and realised it was time. She arose from her chair and came around to the front of her cluttered desk and unzipped her skirt. She caught it before it pooled...

A Very Different, "Three's Company" Ch. 02

by walterio on Sep 13, 2017
Group Sex

AN INSATIABLE MORNING It was a Saturday morning and the three roommates were just being to stir. Jack got out of his bed with his morning piss hard-on and headed for Chrissie's room. He loved to fuck the pretty blonde into submission with his morning erection. They didn't get to have morning sex too often but when they did it was wild and mind blowing. He f...