Crossdressing In Pantyhose Stories

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Stacy and Matt

by mattpantyhose on Jan 28, 2020
Fetish

Matt's bliss ended almost as soon as it had begun. The girl he had met and who not only was pretty and smart, but also enjoyed his crossdressing decided that career was her priority after merely few weeks of their relationship; the two broke up as she moved to a different distant city. Matt still had a good job, amazing boss and sympathetic co-workers, but d...

Cocksucker: Crossdressing

by silkstockingslover on Sep 25, 2017
Transsexuals & Crossdressers

Summary: Straight man is forced to cross dress and suck cock. You do not need to read the first parts to enjoy this story about a straight man crossdressing in San Francisco. In case you are curious about how he ended up in this situation here is a brief summary of the first two parts of the "Cocksucker" series: Chris, a married straight man, is stuck at t...

Pillow Talk Ch. 01

by MicheleNylons on Sep 11, 2018
Transsexuals & Crossdressers

Chapter One - Half n' Half Michelle Clooney stood on the windy cold street corner; it was gloomy, with most of the streetlights either deliberately broken to mask the street crime or simply blown and not replaced by a City Council that was going broke. The flickering neon signs of the titty-bars, greasy spoons, porno palaces, and sex shops reflecting off th...

Hostess with the Mostest Ch. 01

by MicheleNylons on Sep 13, 2017
Transsexuals & Crossdressers

Author's note: This ten-part story stands on its own but introduces characters from my previous story 'Transvixen'. It is not imperative to read Transvixen first but it will provide better context for those who like continuity. There is plenty of sex for those who like sticky fingers but also a decent plot and character development in my humble opinion. I wi...

My "Uncle" Caught Me in Pantyhose! Pt. 06

by JHouston on Sep 16, 2017
Transsexuals & Crossdressers

"You will make a hot little sissy in those heels and dress." said a man's deep voice behind me. I was startled. I was shopping alone in a boutique and adult novelty store near my new rented apartment. I had just moved in two weeks ago to be closer to my new college, and, I was picking out a few sexy outfits for crossdressing fun. I turned around to see a t...

My "Uncle" Caught Me in Pantyhose! Pt. 02

by JHouston on Sep 12, 2017
Transsexuals & Crossdressers

This story continues from: My "Uncle" Caught Me in Pantyhose! Pt. 01 https://www.literotica.com/s/my-uncle-caught-me-in-pantyhose-pt-01 I was excited at the idea of spending some time with Roberto and when the day finally came for him to pick me up, I was giddy with excitement. As I sat on my chair in my room on the second floor, and looking out the windo...

My "Uncle" Caught Me in Pantyhose! Pt. 04

by JHouston on Sep 12, 2017
Transsexuals & Crossdressers

Continued from: https://www.literotica.com/s/my-uncle-caught-me-in-pantyhose-pt-03 I was left in the shower alone to contemplated everything that had just happened. This was surreal. I just lost my virginity! The experience had been a strange mix of horror, pain, eroticism and pleasure. My insides and my jaw were sore. I had bruises on my hips where Rob...

College Crossdressing Confessions

by wifetoy on Sep 11, 2017
Transsexuals & Crossdressers

My wife's control over me insures that I have no secrets from her no matter how depraved my hidden desires. She delights in my need to live under her feminizing control. As part of my training, she has ordered me to confess my prior deviant acts to the world. In this series, I confess my past experiences as a panty thieving college cross dresser. I have chan...

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...

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...