Gay Pantyhose Stories

28,408 results
Orientation
Length
Source
Infinite Scroll

June Meets Dale

by june613 on Sep 14, 2017
Transsexuals & Crossdressers

I've been wearing Pantyhose for almost 30 years now, and I still have as strong a Fetish for them now, as I did back then. About 17 years ago I started meeting other Pantyhose Crossdressers or Pantyhose Lovers for Kinky sex. About 4 years ago I replied to a posting on Craig's List from someone looking for a Pantyhose Crossdressing partner. We met in stree...

My Life

by jimhaullis on Sep 16, 2017
Fetish

Please tell me what you think! I'm I the only married man that enjoys having his wife in pantyhose? Am I the only man who is lucky to have a wife that enjoys role playing? * Start: I'm not sure really sure when it started or how it started but for as long as I can remember I've loved pantyhose. My mom worked at a bank during the day and at night in a rest...

Roommate Dress-Up

by silkstockingslover on Oct 26, 2020
Transgender & Crossdressers

Summary: Straight guy is feminized by female beauty. Note 1: This story is dedicated to the real Mike who requested this story. Note 2: This is a 2020 Halloween Contest Story so please vote. Note 3: Thanks to Tex Beethoven and Robert for editing this story. Roommate Dress-Up "Shit," I sighed, as I saw my outfit for the wedding... I should have guessed s...

Transvixen Tranny Rock Band Ch. 01

by MicheleNylons on Sep 13, 2017
Transsexuals & Crossdressers

Chapter One: Panti and Cherri Pops Panti's red nailpolished finger lazily circled the glans of Cherri's erect penis through Cherri's gauzy nylon pantyhose gusset. Preseminal fluid seeped from Cherri's palpitating member and darkened the sheer nylon. Cherri's white satin panties were bunched around her thighs and she bucked and heaved as Panti gripped Cherri...

Pantyhose and Cum Fetish Pt. 01

by OnTheKinkySide on Apr 3, 2019
Fetish

It was the summer and I had just finished my third year at College and I had turned 21 a few months earlier. I didn't want to get a job at the mall, well except maybe selling women's shoes or working at Victoria's Secret. You see I have a huge Pantyhose Fetish and not just seeing women in them but wearing them myself as well. I am not bi or gay nor do I co...

Alone with a Sissy

by JRussell on Sep 16, 2017
Fetish

Home alone with the wife conveniently out of town for the next four days, Mark wanted badly - badly - to act on his urges to be intimate with a man, to hug, kiss, touch, rub, stroke, suck, the whole progression of lovemaking. He was starting from scratch, as his gay friends also were his wife's friends and he didn't want to take a chance that a careless word...

Becoming a Drag Queen

by silkstockingslover on Sep 26, 2017
Transsexuals & Crossdressers

Summary: A man on a trip to San Francisco descends into the drag queen world. Warning: This story is a rather lengthy tale with a fair amount of plot at the beginning. That said, as the story unfolds the sex comes in pretty heavy doses. Thanks: To the amazing copy editing of Estragon who catches my many mistakes. Thanks 2: A thank you goes to the followi...

A Husband Named Cathy

by cathynylons on Sep 25, 2017
Transsexuals & Crossdressers

When my wife Jane first found out about my naughty little secret she flew into a rage and launched into a tirade calling me a lying, duplicitous, deviant, degenerate pervert sissy faggot. She stormed out of the house slamming the door behind her. About an hour later she returned and had calmed down. In a very apologetic tone she said that she was sorry and...

Connie at an Adult Bookstore Ch. 01

by cmorehead on Sep 13, 2017
Transsexuals & Crossdressers

Disclaimer: The following story is not intended for minors. If you are offended by sexually explicit material or it is not legal in your place of residence, please close the document now. If not, I hope you enjoy my attempt at entertaining you with stories of my adventures. * Let me start by introducing myself. My name is Connie and I am a 40-something tr...

My Sexual Story Ch. 01

by bisexual_slut on Sep 14, 2017
Erotic Couplings

This is a true story; only the names have been changed to protect everyone's privacy. I am in my late 30's, of slight build almost girlish type body with an 8.5-inch cock between my legs and it is almost as thick as my wrist. I am writing this as I recently confessed to my wife of my sexual activities but as she is not all that open-minded does not want to t...