Gay Pantyhose Crossdresser Stories

136 results
Orientation
Length
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Infinite Scroll

Lonely Cock Sucker

by silkstockingslover on Dec 9, 2019
Gay Male

Summary: Lonely married cock sucker discovers young cock close to home. Note: Thanks to Tex Beethoven for editing this story. Note 2: This is a holiday 2019 Contest Story. Lonely Cock Sucker I love cock. I love everything about it. The variety of shapes. The upward curve that often makes me gag even on a smaller cock. The downward curve that slides int...

My Gay Crossdressing Vacation Ch. 01

by Flame666 on Apr 21, 2020
Gay Male

It was mid-January and I was getting tired of the cold and I was horny so I started to think about planning a gay vacation. After a lot of thought I decided on Palm Springs in Mid-February. A bit about me, I am a straight looking and acting man 60 years old slim and fit. However, I love cock and like to dress up in panties and other lingerie. A few years ag...

Nylon Suck Again Ch. 02

by nylondad on Sep 16, 2017
Gay Male

I slept in one of the single beds that night. After Jimmy and Nils had flooded me with their come I had a beer and went to sleep. It was apparent that both guys wanted a second round but for some reason I was not up for it. My stomach was a little upset after it was flooded with the two massive loads I had swallowed. Before dozing off I could hear them speak...

My Gay Crossdressing Vacation Ch. 03

by Flame666 on May 11, 2020
Gay Male

I woke up. My bra undone, panties covered in lube and my nylons pushed down my legs. I felt as if I had been used. As I became more aware, I realized that I had been used and really enjoyed it. On the first day at the gay resort after getting dressed, I had walked over to a gay bar and been picked up by a nice guy, named Paul, just a bit older than myself. H...

The Misadventures of Nylogirl

by NylogirlCD on Aug 22, 2019
Gay

Megalopolis is a crime riddled city in dire need of a hero, or in my case, heroine. My name is Julie Hosaree, but my alter ego is Nylogirl. From what I can recall from my broken memories, I'm the result of genetic experimentation, an attempt at a super solider. While I have the super strength and speed there are some... Side effects. My powers only work when...

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Discovered by a Black Guy

by chastity_sissy on Sep 14, 2017
Gay Male

I should preface this story by saying I've never identified myself as homosexual, but sometimes after being locked up in chastity for a long time combined with crossdressing, I must admit to some fantasies involving other men. I never expected anything to ever actually happen, and it's my own fault really. I had been paying a beautiful, very sexually fetis...

BBC: Like Son, Like Father

by silkstockingslover on Jul 9, 2019
Gay Male

Editor's note: this story contains scenes of incest or incest content. Summary: Father catches son sucking BBC & gets very curious. Note 1: This is a NUDE DAY 2019 story so please vote. Note 2: All participants are at least 18-years-old. Note 3: Thanks to Tex Beethoven and Robert for editing this story I'd just gotten home from work and was in the k...

Cocksucker: Cum Slut

by silkstockingslover on Sep 14, 2017
Gay Male

You do not need to read the first four chapters of this story to enjoy this story of a straight man that gets submerged into the drag queen world of San Francisco (but obviously it helps). In case you are curious how this straight married man got into this predicament here is a brief summary of the first four chapters of "Cocksucker": Chapter 1: Cocksucker...

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...