Nylon Stockings Crossdressing Stories

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Infinite Scroll

Undercover Angel Ch. 01

by MicheleNylons on Sep 12, 2017
Transsexuals & Crossdressers

When Mike Harris stole two point seven million dollars in cash from his employer, he knew that his life had changed forever. It's one thing to steal that amount of money from your bosses' safe; it's quiet another to steal it from a ruthless gangster who is heavily involved in narcotics, prostitution, gambling and murder. Mike was Tony Leonardo's bookkeeper,...

Tammy Truth and Fiction

by TammyPanty on May 9, 2018
Transsexuals & Crossdressers

One of the elements of erotic stories is they are based in most cases in fiction. But most fiction is grounded in fact. I get several pieces of feedback about my stories asking me about certain experiences I have described. Not everything in each story has actually happened, but I have personally experienced more of what I describe than what is fiction. Fir...

Michele And The Predator Ch. 02

by MicheleNylons on Jul 15, 2020
Transgender & Crossdressers

The Predator was satisfied with his first taste of the woman who he had bent over the kitchen table and held captive; but he was far from finished with her. The snooty bitch had been taught her first lesson for the evening; his warm issue dribbling down her stockinged legs was evidence of that. "I bet she's never been taken in the rear before," he thought to...

Ultimate Sissy Fail

by cdbrittany4bbc on Feb 12, 2019
Transgender & Crossdressers

This is the story of the perfect sissy getaway. This story contains subjects of crossdressing and interracial male sex acts if this offends you please don't read. Everything except one or two events happened, Now, there is some embellishment. I had to tell someone. I decided to tell everyone. A little bit about myself. I am in my late 50s. My adventures in...

The Chief Pt. 01

by Aunt_Joanne on Sep 14, 2017
Transsexuals & Crossdressers

When I was 19, I was still trying to figure out what I wanted to do with my life. I had just dropped out of college and was working construction in my home town. Construction work was hard, but I liked it. The guys I worked with were cool. It was honest work and it paid enough for me to keep my head above water. It was also a "manly" pursuit, and that was im...

My First Time Dressing Ch. 01

by ChrissyCD on Sep 16, 2017
Transsexuals & Crossdressers

This is the first of hopefully many stories to come. This one may be a bit boring and lacking the hardcore fucking and sucking so many of you are used to. I feel the need to tell it because it will give some background to the rest of my stories. For the most part I will send them in chronologically from my younger days to present day as a undercover crossdre...

The Awakening Ch. 02

by MicheleNylons on Sep 13, 2017
Transsexuals & Crossdressers

Part Two -- Resurrection Up in the attic I turn on the standard lamp, unlock the Chubb lock and open the trunk. Nadine is out for a few hours so I can take my time and fully investigate the contents of the trunk. There are layers of skirts; blouses and lingerie all neatly folded. I take one of blouses out of the trunk and try it on. I'm not really surprise...

Transnational

by MicheleNylons on Sep 13, 2017
Transsexuals & Crossdressers

Malcolm Nyland was looking forward to his farewell party; he was leaving a job that had not only been a drudge, but had been a constant source of angst and worry. Malcolm worked for MI6; not in any capacity that involved glamour, mystique, danger or intrigue. Malcolm was a database analyst, and although he had a top secret security clearance, his job was on...

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...

This to Keep Me Quiet Ch. 01

by MicheleNylons on Oct 5, 2020
Transgender & Crossdressers

Chapter One - It's Not Right Uncle John, For All Sorts of Reasons Author's Note: This is a little two-part tale similar to my early stories. It has all the trappings of a Michelle Nylons story: a little incest, a little blackmail, a lot of sex and a surprising ending. I hope you like it. Crystal Palace sat at the bar watching Melanie Starr singing The Cryi...