Pantyhose Crossdresser Stories

7,420 results
Orientation
Length
Source
Infinite Scroll

Kyle Shares Me Pt. 01

by Leigh_216 on Mar 17, 2020
Transgender & Crossdressers

Hi, I am Leigh, a Crossdresser (CD), Caucasian, 68" tall, women's size 8 or 10 depending on the brand, green eyes, and shoulder length hair. I have always had soft facial features. My stories are more of a diary entry than a novel. They actually happened but I changed the places and names. This story continues from Kyle_Martini_Date... I was sleeping so w...

My First Crossdresser

by Jay876 on Jul 31, 2019
Transgender & Crossdressers

Monday A year ago. I was sitting in my flat, as a university student just browsing the men on grindr. I was inexperienced at the time and I had only been with one man, and that was just for oral. So, I was intrigued when I saw someone on my page, just nine meters away. A crossdresser, stocky, but wearing a maid costume, with his ass bent towards the camera....

I Accidentally Sucked Dick! Pt. 01

by CDJulie on Aug 18, 2017
First Time

I've never given anyone head before although I thought about it for years. I'm a lifelong crossdresser but closeted. I was never brave enough to approach anyone and I shied away from any offers that were made. Mostly, because when I fantasized about sucking dick it was always as crossdresser, more specifically, in the role of a girl. So when I was 33 I vis...

Transvixen Tranny Rock Band Ch. 06

by MicheleNylons on Sep 15, 2017
Transsexuals & Crossdressers

Chapter Six: Bliss Michelle Murphy studied Tony Carlotta carefully as she sipped her Chateau Lafleur 1982. Only the best for Tony. He was a big man for sure but he carried his weight well distributed on his large frame. In his dark Italian-cut, hand-crafted suit he looked distinguished and projected an aura of wealth and power. To put it crudely; he looked...

Nathalie's New World

by Cagivagurl on Feb 24, 2020
Transgender & Crossdressers

My heart was pounding out of my chest as the gorgeous assistant showed me to the chair. "OK Nathalie, just relax sweetie, lay back and Sasha will be with you directly, would you like a glass of wine?" "Yes please." I whispered in my most feminine voice. As I sat in the chair I glanced around at the salon, it was very trendy and chic, not up market but ver...

What Just Happened? Ch. 02

by annie_00 on Sep 12, 2017
Transsexuals & Crossdressers

02 – Am I a pervert? When we got home it was late in the afternoon. We had been gone all day, first to the salon, then shopping, lunch, drinks and the crossdresser store. I was tired but felt very sexy under my clothes. I did not want Beth, my step sister, to know that I totally enjoyed the experience today. I thought that she would think I am perverted. A...

How I was Forced Out of the Closet

by gtanya on Apr 4, 2018
Transsexuals & Crossdressers

I was again dreaming of the night I would lose my anal virginity. It had been such a constant since last 3 weeks. I had been talking to a beautiful CD named Rachel since last 6 months and with the thought of meeting her in person, I had planned a vacation to China where she was living. The only problem that I had here was I was going to be on the vacation wi...

Crossdresser Evolution Ch. 04

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. I could feel the arousal but at the same time was ashamed that I was wearing my wife's panties knowing that I would soon be cumming in them. There was this part of me that was telling me, "I CAN'T like this," but there was...

Sissy and Wimp

by 1Gratiano on Jul 14, 2020
Transgender & Crossdressers

1 Now the common belief is that any man who wants to wear women's clothes is gay, and that the heterosexual crossdressers who claim to be straight but "just like the feel" of silk panties and so forth, are being, well, less than candid. Be that as it may, heterosexual and homosexual crossdressers are in fact distinct psychological types. To be sure, ther...

Sarah Meets a Friend

by SarahCD on Sep 16, 2017
Transsexuals & Crossdressers

I posted a listing on Craig's List for a "cum buddy". I explained that I am a crossdresser and that I wanted to find a regular sex buddy. No commitment, just sex. I love to get on my knees to give a blow job. I had several replies. One was local and sounded promising. I don't rush into meeting with a total stranger. First I always exchange a few emails and m...