Pantyhose Crossdressing Stories

7,638 results
Orientation
Length
Source
Infinite Scroll

Michele and Buster: A Tranny Tale

by MicheleNylons on Sep 14, 2017
Illustrated

This is the continuation of my True Stories series, where I tell my readers about my real life adventures as a part time transvestite. In this instalment I will tell you about Buster, an admirer with whom I have I met up with a number of occasions. I warn you now that the story contains graphic sex, use of alcohol, mild bondage, use of recreational drugs and...

CD Stacy's First Adventure

by CDStacy on Sep 18, 2017
Transsexuals & Crossdressers

I've enjoyed crossdressing for most of my life, but it has been only in the past few years that I have discovered that there is a Stacy inside of me, and have allowed myself the joy of complete transformation: clothes, wig, makeup...the full package. Crossdressing has always been an erotic turn-on for me, and even more so when I am dressed up and completely...

How Crossdressing Changed My Life

by CutieToni on Sep 13, 2017
Transsexuals & Crossdressers

I began dressing very modestly about 3 years ago while I was still married. My wife was always gone for work so I had plenty of time to masturbate and that is great for me because I'd never found anyone that could make me cum as hard as I could do myself. Even after some wild fuck sessions with my wife and the women before her, I'd jack off. It was as if I h...

Becoming a Sissy Maid & Slut Vol. 02

by Sissy_Chantel on Sep 14, 2017
Transsexuals & Crossdressers

Chapter Four: My Arrival and a New Start to Full Time Sissy Life. I awake about 7:30am, groggy as I only had a floor to sleep on with a thin blanket, I rub my morning eyes as I sit up and see the black, satin, maids dress on a hanger, as if it was calling me to put it on. I soon realize my new predicament and smile. I had to take off the pair of pantyhose,...

Perfection

by ValoryG on Apr 23, 2019
Transgender & Crossdressers

It all starts, innocently enough, when Joanna's looking for a dresser. On one hand, she can just go to a big box furniture retailer and get an inexpensive, functional one that looks decent (and build it, of course). Or, she can browse around online and find a new or used one with a more elegant pedigree. Joanna, by the way, is a very practical, elementary s...

Cocksucker: Drag Queen

by silkstockingslover on Sep 25, 2017
Transsexuals & Crossdressers

Summary: Straight man is turned into a twink and drag queen. You do not need to read the first parts to enjoy this story of a straight man who gets submerged into the drag queen world of San Francisco. (but obviously it helps). In case you are curious how this straight married man got into this predicament here is a brief summary of the first five chapters...

On Strike!

by thrillerauthor on Sep 16, 2017
Transsexuals & Crossdressers

© 2004 by Thrillerauthor I got the idea while listening to the news on the radio, during another grinding commute home from the big city. It seemed a couple in Florida had gotten so sick and tired of their spoiled, neglectful children that they were camping outside their house in beach chairs, refusing to go back to being parents until their brats knuckled...

Going Gurly Ch. 01: Cara's Clitty

by anna_subCD on Sep 16, 2017
Transsexuals & Crossdressers

My stories are all true recollections of events from my life, as accurately as I can remember them, with two exceptions: 1. The names of my partners have been changed for their privacy; and 2. I have omitted any references to safe sex, because reading about people fiddling about with condoms is not to my mind very sexy, and in stories you don't need to be...

Pretty in Pink Ch. 01

by LeandraNyx on Sep 25, 2017
Transsexuals & Crossdressers

Author's Note: Fair warning, while the central themes of this story are crossdressing and "forced" (all sexual activities are 100% consensual) feminization, there are also strong elements of romance and femdom flavored BDSM. If that is not your bag, you will probably not like this story. Otherwise, enjoy! The story will be five chapters long—averaging 10k wo...

Master's Degree in Crossdressing Ch. 02

by wifetoy on Sep 16, 2017
Transsexuals & Crossdressers

This confession is the second chapter of a follow up series to my earlier series "College Crossdressing Confessions." My wife forced me to make those confessions detailing my shameful addiction to wearing panties, pantyhose, and other girly intimates, and my panty pilfering ways in college. While I was making those confessions to the public for the first tim...