Gay Pantyhose Crossdresser Stories

136 results
Orientation
Length
Source
Infinite Scroll

Masturbate Fantasy #131

by writedoctor on Sep 14, 2017
Gay Male

Journal Entry January 21st Traveling through southern New Mexico. Mid 60's. Warm enough. Staying at a campground in a rustic log cabin. No frills. I like that. Decent Mexican food nearby. Community laundry and very sanitary facilities. Long hot shower sounds good. Wishing for a surprise guest. I confess journal, I have thought about him. Closing eyes. Rand...

Submitting to Master Ch. 03

by CDinpanties on Sep 14, 2017
Gay Male

Another night rubbing my cock and dreaming of my master. It had been a week since he had taken me and I couldn't get him out of my mind. I was jerking off almost constantly thinking about his black cock in my mouth and ass. All I wanted was his cock, it consumed me. I was shaving all over every other day just hoping against hope he would come over. Afer anot...

The Stranger

by youngindiantwink on Apr 3, 2019
Gay Male

Thanks to all who have commented on my previous stories. I will try to make this one longer and go into details. Do tell me if you liked this one for not. Suggestions are always welcome. *** After my first time with Daddy, we regularly had sex, mostly at my place. He would come to my house when I was alone and make me his bitch. He loved to see me dressed...

Michael in the Mirror

by cmike on Aug 18, 2017
Gay Male

As James approached the front door he reached absently for the keys in his back jeans pocket, striding up the steps to the door. Without thinking he reached for the door handle, and to his surprise it opened without any need for the key. He paused momentarily. Strange. Even if Michael was at home it was unlikely that he would have left it unlocked. James cu...

Cock Sucker App

by silkstockingslover on Sep 25, 2017
Gay Male

Summary: Straight guy discovers a sex app that changes his life. Note: This is a NUDE DAY 2017 CONTEST STORY... so please vote... the focus of the story the glorious nudity and visuals of COCK. Thanks to: Tex Beethoven, Robert and Wayne for editing this. * As I sucked my father-in-law's big, thick cock while he was watching football, and my wife and moth...

Cleaning up Bob's Mess Ch. 04

by MarkLazer on Sep 19, 2017
Gay Male

The next day was Saturday and Bob and Brenda were gone all day. When they returned that evening, Brenda was carrying a bag and she had a grin on her face when she held it up. I just about came right then and there. She has that flowing dishwater blonde hair, blue eyes, the cutest face and a body other girls would kill to have. On this day, Brenda had her hai...

Five in One Night

by jordan80 on Aug 18, 2017
Gay Male

When I walk into the bar there are only a handful of people inside. The bartender gives me a grin and a nod; guess that happens when you're a regular. The waitress comes over to take my order and I admire her uniform. This place is attached to a very nice hotel, so the waitress's uniform is a cross between professional and slutty. For some reason, that turns...

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...

Teenager Learns That He Is Gay Ch. 03

by walterio on Sep 14, 2017
Gay Male

INTRODUCTION In Chapter One Artie discovered his sexuality and in Chapter Two he confirmed he was gay. Artie had visited Jack's home as he was directed where he met Pete and Pete's love toy Kim. Artie and Kim were used all afternoon by Jack and Pete but Artie did have his time with Kim. Artie loved Kim's body with the smallish tits, curvy ass and cute littl...

Learning from Older Men Pt. 02

by letsplayhard1994 on Jun 1, 2020
Gay Male

This tale is a partially fictionalized account of my first time being seduced and sucking off an older man following my introduction into the world of gay sex online. Names have been changed as well as locations but the following story is based off of real events. By the end of 2013 I had discovered that I was sexually attracted to men following a chance e...