Pantyhose Crossdresser Stories

7,420 results
Orientation
Length
Source
Infinite Scroll

Mary Becomes a Whore

by Juggerhead on Jul 30, 2019
Transgender & Crossdressers

Mark was like any other ordinary 25 year old guy with a regular 9-5 job as an office executive in an finance company. He was fair, around 5 feet five inch tall and had a slender frame. Often his friends and colleagues would ridicule him for his height and thing body. He had a boring life and didn't indulge in partying or clubbing. After his divorce he went o...

Crossdresser Evolution Ch. 05

by pantyhigh on Aug 7, 2019
Transgender & Crossdressers

Recap - Crossdresser Evolution - Ch 01 - How I got started crossdressing I was becoming addicted to masturbating while wearing panties. Though there was still a feeling of shame surrounding it, I saw myself in these cum soaked pink panties. I could feel some sense of arousal but at the same time was ashamed that I was standing there wearing my wife's pantie...

Neighbor to Lover Pt. 01

by sarahchica96 on Oct 2, 2018
Transsexuals & Crossdressers

Introduction It was the summer I (Alex) and my twin sister Gina graduated from Business school, ironically Gina and I joined our family real estate business. This was a way of our parents keeping us busy and stop our procrastination about searching for jobs elsewhere. It was also the time my crossdressing persona met our neighbour Mr Parker. Backstory......

Sarah was a Bad Girl

by SarahCD on Jan 8, 2019
Transgender & Crossdressers

I first published this experience a few years ago. I prefer to call them 'experiences' since the term 'story' implies fiction to me. My experiences are based upon my real life. Since I started posting my experiences my writing skills have improved a little. While, I cannot change what actually happened to me, I have added some more details and corrected some...

The Glass Door

by JackOLantern on Oct 16, 2018
Fantasy

((Author's note: I have made this story open to the public. I encourage people to post their own chapters and threads. If you are a potential writer want an idea of how the mirror works, read the first handful of chapters in my main thread to get an idea. You are under no obligation to make it function in the same way unless you want to, however. Have fun wi...

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Karlie's College Adventures

by enobeson on Dec 10, 2017
Transsexuals & Crossdressers

I don't suppose my story is really any different when it comes to cross-dressing. It began when I was young and continued to flourish as I grew older. I lived alone with my mother growing up. My father had been killed in car wreck when I was 8. He had been a successful stockbroker and had left my mother and I financially stable, if not wealthy. My mother was...

Sleeping Beauties Ch. 07

by MicheleNylons on Dec 16, 2019
Transgender & Crossdressers

Chapter Seven -- Heads or Tales Penelope, Silvia and Bradley arrived at Ellen Wright's house to find the scene of crime team and medical examiner in attendance. They put on the Tyvek over-boots, hair coverings and latex gloves and entered the house being careful to tread only on the matting laid down by the CSI techs. Bob Tanner met them at the door to the...

A Wife Comes Around Ch. 02

by pinkpanteez247 on Sep 11, 2017
Transsexuals & Crossdressers

Reading Part 1 will help explain some instances in Part 2 but it's not necessary. Hope you enjoy reading it as much as I enjoy writing it. * I caught my breath after my wonderful experience, as we were all around the table now commenting on my orgasm. I sipped my drink and exclaimed that was the best orgasm I've ever had. It was getting late now and I had...

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...

Cumming to Terms with Her Pt. 02

by contactsteph77 on Sep 17, 2018
Transsexuals & Crossdressers

2) Balls Deep at the Ball The Halloween ball was upon us. I had recently parted ways with my prudish girlfriend so this horny, bisexual crossdresser with a high heel boot fetish and the most recent increment of the student loan siting in his bank account was going all in. Shiny black leather knee high boots with a slender four inch chrome heel were acquire...