Pantyhose Crossdressing Stories

7,638 results
Orientation
Length
Source
Infinite Scroll

Lydia Ch. 04

by femmed on Sep 13, 2017
BDSM

Note: Part 4 is short, but it came to a natural stopping point. I am working on part five. * With that, Jen walked me back over to the side of the bed and had me kneel down. She tied one hand to each bedpost, then sat lightly behind me. Even through her jeans, I could feel the warmth of her ass against the back of my knees. "I know, this isn't exactly wha...

Soma's Journey Ch. 01: First Time CD

by SomaSlave on Dec 3, 2019
Transgender & Crossdressers

I never thought my first encounter involving a CD would be with me as the CD, but strange are the ways of sensual exploration. I had answered an ad looking for a man who wanted to play in stockings and panties. After establishing my submissive nature (and torturing me with wonderful photographs of CDs in bondage), the man at the other end of the ad had persu...

Crossdressing, Piss and Sex

by Lovinhose on Apr 14, 2020
Transgender & Crossdressers

This is a work of fiction, a fantasy that I would love to come true. It also contains 'pissing' (aka 'watersports'), crossdressing, and a crossdressers sex with men, so if you are not into these subjects, this story might not be for you, you have been warned. Also, comments are welcome, but please note, I'm NOT a professional writer, if I was, I wouldn't be...

Grab Bag Transvestite Story

by MicheleNylons on Sep 16, 2017
Transsexuals & Crossdressers

I am a part time transvestite, who, if I do say so myself, looks quite attractive when dressed as a woman. It has taken me years to become adept at makeup and being capable of selecting sexy clothing that is in my size and that suits me. I have also had a number of lovely encounters with other TVs and male admirers. You can read my True Stories on this site....

The Doctor's Appointment

by DrLuverotica on Sep 12, 2017
Transsexuals & Crossdressers

My wife Jo had been suffering with a bad back for weeks. She works as a doctor and many of the procedures she has to carry out on patients require her to stand up for hours at a time. A couple of moths ago she fell off a horse on an activity holiday we were on. And she's never fully recovered. Urged on by my insistence to get her back checked out properly...

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...

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...

Michele Nylons' True Stories

by MicheleNylons on Jul 14, 2020
Transgender & Crossdressers

Introduction For those of you who only read fiction I suggest that you go directly to my autobiographical sex stories contained later on in this essay; but what I thought I would like to do is to take a break form my usual 'physically forced' and 'caught with consequences' Transvestite sex stories and write some of my musings about Transvestism and share wi...

True-Life Confessions of a CD

by Nils Huim on Nov 25, 2017
Transsexuals & Crossdressers

November 3 My hole is sore. But it's a good kind of sore. It feels s-t-r-e-t-c-h-e-d. More on the reason for this in a minute. Sex-wise I had a good day yesterday—one of the best ever. I invited three guys over to my house and two showed. (The third emailed me later saying he'd fallen asleep. "Are you available tomorrow?" "NO!") For fickle Craigslist, espe...

Best Camping Trip Ever Ch. 02

by Lovinhose on Sep 16, 2017
Transsexuals & Crossdressers

*This is a work of fiction. Most of my stories are true, but I also have fantasies...enjoy.* ***** I had just had the best sex of my life, and was walking back to my campsite, dried cum, my own, still on my face...I didn't do a great job of cleaning myself off which was actually making me horny again...and dried cum on my shirt. But the best part? I had wa...