Gay Pantyhose Crossdresser Stories

136 results
Orientation
Length
Source
Infinite Scroll

Seduced by a Billionaire

by ret123 on Sep 14, 2017
Gay Male

I could not believe it. The woman behind the front desk told me again, "We are sorry sir, but we have no reservation for you and the hotel is completely booked for the whole week because of the meetings and retreat for a major financial institution." "I know!" I said. "I am supposed to attend those meetings and participate in the retreat! Please, help me ou...

My Dream Solution Ch. 01

by Cyanlot on Sep 15, 2017
Gay Male

[Note: This is a long introductory setup to a multi-part story. There is *no* explicit sex in this first chapter. If you are looking for quick, hot read, move on. This is not it. Things will heat up in later chapters, I promise. --Cyanlot] Chapter 1: When I Hit the "Change of Life" When Massachusetts became the first state to legalize gay marriage, Todd a...

Inventory Night

by bullockhall on Aug 18, 2017
Gay Male

My name is Mike Martin. I'm 21 years old, 5' 8" tall and weigh 127 pounds. I have blue eyes and blonde hair I like to wear long. And I'm gay. I've known I was gay since I was 10 years old. I live in a small town in Missouri with my mother, a single mom. I never met my dad. Mom knows I'm gay, but nobody else does. I've always been too shy to tell any school f...

Could I Spank Another Guy?

by JRob on Aug 18, 2017
Gay Male

It was a depressing time, as my wife Anna was going through hell at work and brought it home each and every night. We needed her income, she made due with the work problems, but they carried over to the bedroom. We hardly ever made love, once every three months at best. It was depressing. Oh, there was Mr. Hand, and he did a nice job when I needed him t...

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...

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...