Gay Pantyhose Crossdress Stories

103 results
Orientation
Length
Source
Infinite Scroll

Not So - New Experiences

by writerfromoz on Sep 14, 2017
Gay Male

Hi again. Part 2 of my fetish/fantasy story! I'm writing this having just submitted Chapter 1 to the editors, so I guess it is going to be written regardless of what people have said about the first one. I have had a re-read of part one and I think it is okay -- probably not your quick 'stroke' story, but a nice build up and background for the next Chapter....

From Straight To Slightly Bent

by Akito01 on Aug 18, 2017
Gay Male

It is an arrangement we create in secret. Each of us with our own lives, and our own partners, but also each with our own unfulfilled desires. You; you crave to seduce a straight man to the point you would have him treat you as his woman, his bitch. Me; I am restless and curious, seething beneath a placid exterior. The opportunity to have someone under my se...

Fucked

by TerriC on Aug 18, 2017
Gay Male

It hurt. It hurt a LOT!! Every thrust was painful, even with plenty of lube. There was no numbing, no getting used to the feel. It was just painful. Yet, I let him keep going, it had to feel good at some point. An hour ago I was buzzed chatting online, horny as always when I drank. I loved drinking and chatting online, it was harmless fun, playing a role wh...

Sharing Secrets Pt. 05

by Showoff888 on Sep 14, 2017
Gay Male

I'm a shy, smallish, slightly pudgy from my waist down, a bit wider in the hips, butt and rounder legs, small delicate hands and feet. I think I'm a very passable nubile little Japanese girl, with shoulder length black hair, small nose, full lips, long lashes, and a tiny penis, and obviously flat chested. This summer, my Mom divorced my kinky Dad, for someon...

First Time Bound

by juliegomez on Aug 18, 2017
Gay Male

This was my first time. Yes I had given a few blow jobs. Yes, I had been taken from behind just once or twice. Or once or twice more. But I had never found anybody before that wanted to tie me up and use me for bondage sex. I stood quietly without moving. My feet were about a shoulders width apart. I was taking short shallow little gasps of air as I waited...

Uncle Jon's Cock Ch. 03

by nylondad on Sep 16, 2017
Gay Male

When I arrived home I took a hot shower. Being with Uncle Jon all day was so much enjoyable for a variety of reasons. One was that I had a much needed and much deserved day off from work. Another and most important was that perhaps I was going to have a suck buddy to play with on occasion. Uncle Jon had been so insistent about getting together "soon" that my...

An Old Friend Ch. 03

by jjdtx on Sep 19, 2017
Gay Male

Chapter 03: The last time together Once back from dinner, I had Joe strip and bend over the back of his couch. I carefully removed the large butt plug from his ass, his hole remained gaping open. I quickly dropped my shorts, coated my cock in baby oil and slide it into his wide open ass. His anal walls adjusted to my cock and he groaned as I slide deeply in...

Silk House Pt. 02

by jaiunus on Mar 12, 2019
Gay Male

Even though Toby and I were fully confident Mr. Doherty was deviously playing matchmaker with us, it didn't stop our play from turning to actual panic when, across the house, we heard the familiar sound of keys rattling. Conveniently, after a few hours of rollicking about I was still somehow free of wearing spandex gear—Toby liked to hold it against me after...

From Straight To Slightly Bent h. 02

by Akito01 on Aug 18, 2017
Gay Male

My decision to continue the affair is not a clear cut one. In the past, I never would have considered myself the sort of person who would cheat on their mate. On the other hand, I continued to play out the events of our first night together in my head, and all the things that I could still yet do to you... In the end, I knew I had to have you again. The f...

Daddy's New "Wife"

by Shadow Shark on Dec 4, 2019
Gay

Hello! My name is Tristan Wood, or Triss as my friends and family like to call me. I'm 22 years year old, recent college graduate, and unemployed. Right now I'm living with my old man Harry Wood, he's a thickset man in his late 40s. Though, pops has been living in constant sadness since mom passed away seven years ago. At first, he barely bothered to do anyt...

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