Gay Crossdressing Stories

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Infinite Scroll

My One True Love Ch. 06

by f1dude_lotus on Sep 13, 2017
Transsexuals & Crossdressers

Thank you all First of all, I want to thank everyone for the kind comments! I didn't think it the previous chapter was that strong of a chapter but people seem pleased. For those of you who may be wondering I will be continuing this story further, though not sure for how much longer. My initial intent was to follow the story through college, and eventually...

Emily Saves Her Marriage

by Strapper66 on Sep 13, 2017
Loving Wives

I'm Emily Wilson, age 41, 5'8" and 140 pounds, 36C with chestnut brown shoulder length hair. Men consider me attractive, and I think I am aging well. My husband and I lead a comfortable but boring middle class life in the Keystone state. We work hard at blue collar jobs and pinch pennies, but like so many households these days; we are like hamsters on a whee...

Flight to Submission Ch. 05

by Cyberdiva68 on Sep 11, 2017
BDSM

This chapter is less steamy than the first four but is essential to the story, so please bear with me and I hope you all enjoy it. ***** Stephanie looked up as David returned to their table. He apologised for keeping her waiting for so long, explaining that an unexpected situation had arisen that had required his attention. Stephanie had wondered why he ha...

Locker Room Fantasy - Sequel

by boyboygirllove on Mar 20, 2018
Group Sex

I try not to focus on the clock counting down my workout as my feet pound hard against the treadmill. Sweat rolls down my back and into my ass crack at a steady stream. Through the burn in my lungs and muscles my mind remains fixed on what went down in this very gym a month earlier. My first sort of mmf, an unexpected threesome with two men of questionable s...

Recruiting of a Sissy Maid Ch. 06

by Sissy_Chantel on Oct 11, 2017
Transsexuals & Crossdressers

Chapter Six: Pornography Anyone? Master Reggie knocks at Chantel's room door. Chantel replies, "Come in." Reggie comes in and says, "You packed and ready to go Chantel?" Chantel says, "Yes Master Reggie. I have a suitcase packed with outfits for the movie and a change of clothes besides what I am wearing." Chantel wears a pink t-shirt, black skinny jeans...

Breakfast at Michelle's

by SwayzeeSweetheart on May 15, 2018
Interracial Love

It was a breezy Saturday morning. The birds were chirping, the sky was blue, and the air was warm. It was the month of April and Spring had finally sprung which rendered the air warmer. Michelle felt said warm breeze against her brown face. She stirred in her sleep as a piece of black hair fell onto her forehead from up under her silk scarf. She turned ove...

Peggy's Dilemma

by rodryder44 on Aug 28, 2018
Loving Wives

A loving wife has to make a quick decision to help her husband remain virile. This is another cuckold story. Be forewarned. Note: This plot is an invention of an imaginative (troubled?) mind. Of course it could work. Maybe I should have my wife visit Dr Chris? For those who asked, yes, Bobbie is a pig but there is no story tag for that description. ****...

Maddy's Wedding and Honeymoon Ch. 03

by Thadsgood on Sep 11, 2018
Loving Wives

{Cuckold story, no reason to continue if that bugs you, if it does and you still do...man there's something wrong with you} *** We'd been in Miami only a couple days of our trip and Maddy had already fucked a 22 year old guy, Jimmy, and then followed it up by sucking him off again the next morning. That day Maddy was very tired from the night before so she...

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...

Connie Takes Charge Ch. 02

by heavenlyKK on Dec 11, 2017
Exhibitionist & Voyeur

William woke up with morning wood. He tried to ignore it, but his boner was burning, begging to be touched. It was nice to be young, in the prime of life, with an infinite amount of orgasms waiting to be unleashed, so he succumbed to his primal needs. He made a game out of it and stroked it slowly. As a narcissist, the bodybuilder admired the one part of h...