Gay Pantyhose Crossdresser Stories

136 results
Orientation
Length
Source
Infinite Scroll

The Shower

by James_444 on Aug 18, 2017
Gay Male

"You're sopping wet!" Harry exclaimed when he opened the door. "No kidding," James retorted dryly. "I was a halfway to my car when the sky opened up and dumped buckets on me. I figured that I could dry out here while I visited." "Sure, no problem," Harry said. He watched as James slipped his shoes off. A plan began to take shape in his mind and he smil...

A Dandy Professor and a Dapper Boy

by ThomasStevenson on Jul 17, 2019
Gay Male

Something about the sheer dress socks made Charles nervous. He was at his bed, fully dressed in his best three-piece suit, lush paisley tie knotted around his crisp cutaway collar, grosgrain braces to match, silk handkerchief spilling out of his breast pocket, glittering cufflinks--the whole nine yards. But he saved the sheer socks for last. It was the way...

Silk House Pt. 01

by jaiunus on Mar 12, 2019
Gay Male

Author's Note: This story is all about spandex and focuses a lot on the "dressing up" portion of play, as it is the author's favorite. Just a heads up. Happy reading! ***** There were two things I was absolute certain about myself when it came to my personal sexual pleasure. One was that I had an incurable desire to wear, see, and feel spandex. That much...

My Neighbor's Toys

by married40scouple on Aug 31, 2017
Gay Male

My neighbor, Joe, and I were outside doing the usual weekly lawn care on this particularly hot day. As usual, we chatted about the normal stuff and discovered our wives were away for the weekend visiting their families. He has been married almost ten years and I have been married almost twenty. Joe has a swimmer's build and I am stockier. As we were finishin...

Changing Teams

by shptchr on Mar 12, 2019
Gay Male

Editor's note: this story contains scenes of incest or incest content. ***** Dear Reader: This story is a response to a request. It's a stretch for me to try an unfamiliar genre. Since I am not gay and have very little experience interacting with the gay lifestyle, please excuse my naive view and know I wrote from the heart. Regards, shptchr. As always, th...

Mind of Straight Married Cocksucker

by silkstockingslover on Sep 14, 2017
Gay Male

Summary: The 10-part philosophy of a straight cocksucker. DISCLAIMER: This story is based on a couple years of research and conversations with straight men who are curious or are cocksuckers. Although I am female, I find a man sucking cock hot, I suppose like most men find two women hot. Thus, I thought I would, based on my many conversations with straight...

You are a Sissy Pt. 03: Body

by Roland15Rollin on Dec 24, 2019
Gay Male

Hello. Hello, sissy. You have come back. You have come back again for another session. Welcome back, faggot. My sexy sissy faggot bitch. I am so glad you have come back. But you have no choice, do you, sissy? You have to come back. You need to come back. You need to hear my voice. It is the voice of truth. The voice that tells you what you are. What you tr...

Colorado Rocky Mountain Bi Ch. 03

by walterio on Apr 17, 2019
Gay Male

AUTHOR'S NOTE: This chapter contains bisexual encounters with a bi-guy and gay guy. It also contains straight sex. BACK TO GORDY On Monday morning, I left Sandy and Gordy sleeping in bed when I went to work. Sandy was flying back to Denver later that day and Gordy would prepare for his interviews that week. I got home from work around 6:00 PM and joined G...

Yet Another Frat Initiation Story Ch. 07

by Cyanlot on Aug 18, 2017
Gay Male

Part 7: Fraternity Service The morning's activities were once again labeled cryptically, this time as "Fraternity Service". When we got down to the breakfast table, we found that there was no food there. Instead, there was a note that said that pledges were required to service fraternity members before they would have anything to eat. We were to draw a name...

Bottom-Slayer: 1st Bottom Slain

by silkstockingslover on Sep 14, 2017
Gay Male

Bottom-Slayer: 1st Bottom Slain Summary: A black stud learns white boys are great bottoms. Note: A special thanks goes to Estragon for editing my work and for providing assistance in a crucial scene in the story. Note 2: Of course, all participants are 18 years old! * BOTTOM-SLAYER: 1st Bottom Slain PROLOGUE: Now let's get something straight (pardon...