Pantyhose Crossdress Stories

6,922 results
Orientation
Length
Source
Infinite Scroll

Whores And Pimps Ch. 01

by MicheleNylons on Sep 12, 2017
Transsexuals & Crossdressers

Malcolm was a middle manager in a small business in a large city. Malcolm led a pretty boring life; he in his forties, single, devoted to his work, he liked to keep himself fit, all of his family lived interstate except for his older sister who lived nearby, and he led a quiet social life. Malcolm had a few girlfriends over the years but never anything serio...

Witches of Westfield Mall

by Vestiphile on Apr 22, 2019
Fantasy

I was in the Westfield Mall to return a couple shirts that didn't fit me. I knew I should've tried them on, but dress shirts are a massive pain in the ass when you're in a fitting room. All those pins and clips, the cardboard holding the collars and cuffs in place...way too much work. So imagine my surprise when I saw people running or briskly walking out of...

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Mistress Chantel, Tranny Dominatrix Ch. 03

by Sissy_Chantel on Sep 19, 2017
Transsexuals & Crossdressers

Chapter Three: My Saturday Meeting with Kerri. Well another busy but fun week for myself as Mistress Chantel begins to wrap up. It's a bright, sunny Saturday morning about 7:30am. My typical femme routine is to shower, dry off, moisturize with fragrant, moisturizing cream then to shave my face. Luckily for me in recent months I have begun to use a beard ret...

Hostess with the Mostest Ch. 10

by MicheleNylons on Sep 15, 2017
Transsexuals & Crossdressers

Chapter Ten -- The Hostess With The Mostest "I don't care if there's a fucking flying saucer from Mars down there; I just want some sleep," Candi replied and Millie giggled as the Skyliner made its approach into Changi airport, Singapore. The flight deck crew and the first class hostesses were rushed through customs and immigration and bussed away to a fiv...

Halloween Party Aftermath

by Sabnock on Oct 19, 2020
Transgender & Crossdressers

Oh my GOD I'm so hungover. I creak my eyes creak open, and immediately regret doing so. Everything hurts. My head is pounding. My mouth tastes like something died in it. I try to sit up, pause, flop back onto the couch. At least I've got blanket. Wait... I'm not in my bed. Where the fuck am I? I rub the back of my hand over my eyes, feeling a weird, heavy...

Pillow Talk Ch. 02

by MicheleNylons on Sep 10, 2018
Transsexuals & Crossdressers

Chapter Two -- Tranny 101 Michelle Clooney sat in a booth in a rundown coffee shop near Times Square. The grimy window provided views of go-go bars, sex shops, peep shows and adult theatres, the iconic square had not improved any since it's setting for Midnight Cowboy a few years earlier. Michelle was dressed in red spandex hotpants, a long sleeved purple...

Disgruntled Curves

by TheCanadian on Aug 26, 2018
Miscellaneous

I'm not a big enough creep to stare and drool or follow a nice booty around...but if it happens to be in front of me, of course I'm going to look. But on this fateful day, I happened to be on an elliptical behind the wrong booty (or, I suppose, the right one, depending on your penchant for being objectified by objects). I watch her in her black leggings, ste...

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Barrack Room Betty Ch. 14

by MicheleNylons on Sep 19, 2017
Transsexuals & Crossdressers

Chapter Fourteen – Supergirls Bangkok "I've fucking had it with Jason!" Michele spat at Rod Latham "That fuckwit tracked me down and found me in a bar in Naples and created an absolute shitfight. And every night I'm here in the club he carries on like a petulant child whenever I work a punter and in particular Lieutenant Steve Winters who is one of our...

Sissy Truth or Dare

by BimboBarbie on Dec 23, 2017
Transsexual

You wait nervously outside the front door of Samantha's house, your heart pumping as you still can't quite believe your luck. Just a small, nerdy guy like you being invited over to the most popular girl at school's house! Finally gathering up the courage as you tentatively press the doorbell, hearing the sing song chime through the door. A whole minute passi...

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Dreambox

by Hanna on Aug 11, 2020
Transsexual

“Boring dreams? Fragmented dreams? No more, try Dreambox, where your inner dreams come alive”. The radio had boomed this for a long time, and my curiosity was intrigued. What is Dreambox? I walked down to the mall and after some shopping did I find that my favourite restaurant was closing, with a sign “Dreambox is coming”. Two months later Dreambox had opene...

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