Gay Pantyhose Crossdressing Stories

156 results
Orientation
Length
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Infinite Scroll

They Become More Than Cousins Ch. 03

by walterio on Aug 31, 2017
Gay Male

AUTHOR'S NOTE: I had not intended to write a series or a sequel to this story at the time that I submitted it. However based on the comments that I received encouraging me to continue this story, I have decided to write another chapter. If that is well received then I will continue with these characters. Thank you for the positive feedback. THEIR GAY LIFE C...

A Teen Seduced and Hooked on Anal Ch. 04

by walterio on Jul 17, 2019
Gay Male

MORE PORN On Wednesday the three woke up one at a time and headed for the kitchen to get a cup of coffee. Eric was up first so he had made the coffee. It was a rainy chilly day so they decided to hang out at the apartment. Traci suggested watching some porn and Scotty agreed but Eric was indifferent. They looked at the TV as the movie began to play. "This...

College Days Ch. 06

by jjdtx on Sep 14, 2017
Gay Male

Chapter 6 -- Tim and I get even with Pete My playing boss to Tim was an awesome turn on. He loved being told exactly what to do. He had been coming over to my dorm about three times a week. He'd only come over when Stephen, my roommate, was not going to be around, which I was hoping to change so that Stephen could see his perfect smooth body too. He came o...

Lady Fortune's Smile

by Malice2 on Aug 18, 2017
Gay Male

From deep in the bowels of Hell, the Prince of Darkness releases his hordes of foul, evil and dysfunctional minions bred for the sole purpose of showing up to roommate interviews. And I, Theodore, the legal head of household, must sit here through each horrifying, grueling one on one session with these abominations and remain cordial, collected and most of a...

My Name is Dave Ch. 01

by davas on Sep 16, 2017
Gay Male

Hi. I'm Dave and this is my story. Let me tell you a little about myself. I am six foot even, 155 pounds with shortish blonde hair, and blue eyes. I am thin, but with strong legs and ass. I have light body hair, a fair complexion, but I can hold a tan. I think I've got a nice body; I'd fuck me if I had the chance. I am twenty-four years old, two years out o...

What Do You Want Me to Do?

by Cyanlot on Oct 15, 2017
Gay Male

Dear Ted, I hope you're having a nice weekend with Wendy. No ... I don't, really. I just said that to sound nice. But I'm not feeling nice. So why should I try. Honestly, I don't know what more you want from me. If you wanted to end the whole thing because you thought it was wrong or because it threatened your sense of masculinity, at least I'd understan...

My First Sexual Encounter

by thebikinilover on Jan 13, 2018
Gay Male

My first time giving and receiving head goes way back to the 80's when I was nineteen, my best friend Mark whom I'd known since four years of age was my first sexual encounter. Although I had been stroking my cock for years I'd never been jerked off by anyone else, I was shy around girls and spent most of my spare time playing football. I'd just turned 19...

Glory Hole Revisited

by JRob on Sep 14, 2017
Gay Male

At the time I couldn't help thinking that everyone who saw me after my impromptu visit to the adult bookstore KNEW. They knew what naughty things I had done on my business trip to Philadelphia. They could tell, simply from my demeanor, that I had visited the dark, dingy booths in the rear and their x-rated peep shows. That I had played with myself while wa...

Catching Up with an Old Friend Ch. 01

by jjdtx on Sep 19, 2017
Gay Male

This story pics up some 20 years later from my college and camping series. Scott and I lost contact after our college days, both moving in different directions and taking different jobs that led us to various parts of the country. Both married, both had kids, and just went on with life. Thanks to social media, we actually stumbled across each other online....

The Shower

by James_444 on Aug 18, 2017
Gay Male

"You're sopping wet!" Harry exclaimed when he opened the door. "No kidding," James retorted dryly. "I was a halfway to my car when the sky opened up and dumped buckets on me. I figured that I could dry out here while I visited." "Sure, no problem," Harry said. He watched as James slipped his shoes off. A plan began to take shape in his mind and he smil...