Nylon Stockings Crossdressing Stories

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You Knew

by TwistedPanties on Mar 18, 2020
Transgender & Crossdressers

You had willingly searched and jerked off to sissy porn for years. You regularly read Literotica fiction and would love to stroke yourself for hours. It was not uncommon for you to chat or flirt with other bloggers or online friends. You sought out a deeper role. The hypnosis of online flirts and short sissy skirts led to cravings, stronger and stronger with...

The Landlord

by LeenaCD on Sep 16, 2017
Transsexuals & Crossdressers

I never wanted it to happen. Or at least I always thought I wanted to keep it a secret. I had always been fascinated by women's clothing, for as long as I can remember. One of my earliest memories is of, at the age of four or five, wearing a pair of thick, woollen tights from my dressing up box. I loved the way they made my legs feel and that stayed with me...

Crossdressed by Hot Girls

by tgirlchrissy on Sep 16, 2017
Transsexuals & Crossdressers

While I was a senior in high school I had an experience I would never forget. I had a group of girls that I called my "Ladies" and I was always close with them, I even hooked up with 2 of the 6. One summer night there was going to be a party and they were all going so me and a couple of my friends were going to go too. Earlier that day I was hanging out with...

Forbidden Codex

by TheCanadian on Aug 30, 2018
BDSM

You’ve got a freind named Denise, with a strong interest in the supernatural--something you have in common. At times, it seems she has a crush on you, but you’ve been friends for years. Besides, Denise was just older than you by enough that you figured she didn’t think of you that way. One afternoon, you knocked on Denise’s front door. When the door opened,...

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Maid to Order Ch. 03

by MicheleNylons on Oct 13, 2020
Transgender & Crossdressers

Michele lay on her bed sobbing. She felt confused and defiled. Michele's alter ego Mick had spent many years in the army, he knew how to fight and would never allow himself to be coerced or forced into doing anything he didn't want to. But when he transformed into Michele, all of his resilience training and self-defence mechanisms seemed to have disappeared...

In The Booth

by enduser1234 on Sep 16, 2017
Transsexuals & Crossdressers

* This is my first submission. While I write my little stories strictly for my own amusement, and all comments are welcome.* * The door clicked closed behind him as he entered the dimly lit booth. He threw the small bolt on the inside of the door, securing it behind him. Safety first, after all. The video screen on the wall was dark, and he knew to drop...

Sweet Treat

by SaucyMasquerade on Sep 14, 2017
Transsexuals & Crossdressers

I As the water streamed across the window pane, I watched Jayne pull her coat tight, dashing from the car, through the torrential rain into the house, cursing the British summer in all its soaking glory. "Steve," she called, as she hung up the coat to dry, "I've an invite here, to a fancy dress party, Helen is holding on Friday" "I'm in here," I called...

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...

So You Want to be a Nurse? Ch. 02

by MicheleNylons on Sep 18, 2017
Transsexuals & Crossdressers

Education Michele remained tied to the bed, mortified and full of trepidation whilst Dr Lovejoy dressed and left the room. Polly soon followed with the incriminating eight-millimetre film still in the camera, leaving Matron Holliday alone with Michele. "So you see Nurse Nylons we have some very incriminating evidence in our possession. This means you now b...

Intruded and Blackmailed

by hosiery_cumslut on Sep 16, 2017
Transsexuals & Crossdressers

It all began this one summer, a few months after I turned 19. I had just finished my first year of university in a small "university town", as they call it. I signed a house lease with 3 other friends for the next school year, and we had to pay rent for the four months of summer even if we weren't going to live there. My three friends had all left for home...