Men In Pantyhose Stories

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Orientation
Length
Source
Infinite Scroll

Biker Bitch Ch. 08

by MicheleNylons on Jan 6, 2018
Transsexuals & Crossdressers

Chapter Eight: Miranda The Bitch! Cassie hadn't worn an evening dress since her training at the FBI facility; she still wasn't exactly sure where that was. Despite being her lover, Natalie still kept a lot of secrets. Tonight Cassie was wearing a floor-length red satin sheath split to the waist on both sides, sequins glittered in the lamplight as did her e...

Pantyhose Seduction Ch. 02

by nylondad on Sep 15, 2017
Group Sex

I had met Rich when we both lived at an apartment complex. At the time he was a cop. He had seen me one night in the laundry room as I had unloaded a lingerie bag of pantyhose. After I party he had invited me to he ended up in my apartment where I modeled for him and dressed up in pantyhose, heels and a skirt. I ended up sucking him off that night. We ended...

Becoming a Sissy Maid & Slut Vol. 14

by Sissy_Chantel on Sep 19, 2017
Transsexuals & Crossdressers

Chapter Twenty Three: Sissies at Work, Sissies as Sluts at the Farm. 4:00am and the alarm clock goes off. We three sissies must wake and begin our day of long, hard labour of degrading sissy maid and sissy slut work. Off comes our sleeping lingerie and soon three naked with only our chastity devices dangling on our sissy dicks we must quickly and together s...

Shemale Beauty: 1st Female Conquest

by silkstockingslover on Sep 13, 2017
Transsexuals & Crossdressers

Summary: 18-year-old discovers her powerful sexual persona. Note 1: This is the first of potentially many shemale stories starring the beautiful seductress Kara... Note 2: Thanks to... Tex Beethoven, Robert, and David for editing this story. Shemale Beauty: 1st Female Conquest Everyone has hobbies. For most people, hobbies can be activities like trav...

Wife Meets Italian Lover

by Victoria_n_Jon on Sep 17, 2017
Loving Wives

About five years ago, we bought a computer and started surfing the Internet. The web opened up a whole new world for us. I'm not a real social person, but my wife Victoria is. She always lights up when around people, and is as comfortable with men as she is with women. She has a beautiful way of expressing her thoughts with a laugh here, a nod there, and al...

Out by Myself

by Pantyhoseheels on Mar 18, 2020
Transgender & Crossdressers

Ben and I continued to see each other when we could. But as with a lot of relationships, things began to become routine. I needed some excitement in my life. I found the opportunity when I was called into my bosses office. He told me that I had to go visit a supplier for our company. He needed me to go asap. That night if possible. I told him that I could, a...

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...

Trantor Series Ch. 2

by Pyro on Sep 17, 2017
BDSM

* * * * * * * * * * * * * CHAPTER TWO KAREN'S SUBMISSION * * * * * * * * * * * * * When I got back to my apartment, Lisa was waiting for me there. She leapt from her chair and gave me a hug and kiss that attempted to devour me as I entered the door. I pried her off me and she jumped up and down, giggling with excitement. "Oh God! Oh God! Oh God!" she squea...

Halloween Cross-Dressing Bash Ch. 04

by BOSTONFICTIONWRITER on Sep 16, 2017
Transsexuals & Crossdressers

"If I knew you a bit better, I'd tell you the other half of the story relating to the name of the shop and what my ex-husband tricked me to do, but it's a bit risqué and I'm embarrassed that I fell for it," she said with a sexy laugh. "I'm too trusting and it's only something that I would do. I should have known better," she said hanging his dress back on th...

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...