Start Smoking And Crossdressing Stories

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One for the Team Ch. 07

by MicheleNylons on Jun 1, 2020
Transgender & Crossdressers

Chapter Seven -- A Change of Management May 1986 Detective Sergeant Archie Sanders and Detective Sandra Tingle ate breakfast together in the restaurant at the Holiday Inn. They had slept in their own rooms. It was a rule they had, regardless of how late they stayed up making love they always returned to their own rooms to sleep. It was as much about propri...

A Change is Gonna Come Pt. 02

by Deviana on Apr 6, 2020
Transgender & Crossdressers

"Hon, you don't mind that I'm going out, do you?" she asked. There was only one answer to reply. --------- continuation ------------ "Well, no", I said. Not sure if she or I knew if I meant I didn't mind that she was going out, or that I didn't want her to go, that I would rush to my book of spells to cancel what I had started. But she gave me no choice an...

How I Became A Whore for Black Cock

by timewarp69 on Sep 13, 2017
Transsexuals & Crossdressers

(Some prior notes about me and this story: If MALE bisexuality, crossdressing or interracial sex bother you, don't bother reading further. I am someone who considers himself a fairly "masculine" or normal guy, in many aspects. I think, however, that many straight, gay, or bi guys have always had secret fantasies,whether or not they'd actually admit to it, ab...

Stockings & Stalkings Pt. 01

by MicheleNylons on Sep 19, 2017
Transsexuals & Crossdressers

Giselle applied the clear topcoat to her ruby-red lipstick; she pursed her lips as she looked at her reflection in the mirror. "There; finally finished," she smiled to herself. It had taken Giselle nearly one hour to transform from 'Gary', her male alter-ego, into Giselle, the hot transvestite staring back at her from the mirror. She smiled to herself as s...

The Good Wife

by komrad1156 on Sep 13, 2017
Transsexuals & Crossdressers

Chapter One "Let's go! Dig deep!" Jason told himself as he passed the nine-mile point. Just one more to go—for today. Running was one of his four biggest passions in life. He also loved his job more than most people. At least he thought that was the case based on the way most people talked about "work." For Jason, work was fun. He couldn't wait to get there...

First Time Blowjob

by MyWhoreWife on Dec 10, 2019
First Time

I'm a man and I love crossdressing. I love the feeling of nylons on my legs and wearing strappy high heel shoes. While wearing them I would wonder what it would be like to suck a COCK in them. Kneeling between a man's legs and sucking his hard and meaty COCK. I started to go to adult cinema's in the downtown area after accidentally discovering their existen...

Madam Molly Pt. 01

by corduroysissy on Feb 6, 2018
Transsexuals & Crossdressers

It all started in a chat-room, "Closet Sissyboys." Jesse had been spending a lot of time in chat-rooms in the six months following his divorce. He wasn't looking for love, he just liked to drink and have cybersex while jerking off with corduroy. Yes corduroy. Jesse had a corduroy fetish his whole life and now at the age of 36 it was stronger than ever. He...

Asian Bimbo Sissy Slut Ch. 01

by melltsslut on Sep 14, 2017
Transsexuals & Crossdressers

Soo...where should I start? I'm sitting here now in liquid black leggings, a hot pink crop top, and a carefully teased wig, with D-cup breast forms glued onto my chest. Oh, as well as the special panties my girlfriend designed - for both of us! From the outside, they look like French briefs. On the inside, they're a little more special, if you get my drift....

College Crossdressing Confessions Ch. 03

by wifetoy on Sep 11, 2017
Transsexuals & Crossdressers

My wife's control over me insures that I have no secrets from her no matter how depraved my hidden desires. This is the third in a series in which I confess my past experiences as a panty thieving college cross dresser. I have changed some of the names, but the rest of the confessions are, sadly, true. Please read the first two installments for context. *...

Feminine Fate Fulfilled

by mattpantyhose on Jun 15, 2020
Transsexual

Like all of my other stories this one had been already published on Literotica. You can find it here: https://www.literotica.com/s/feminine-fate-fulfilled__ For whatever reason Chyoa doesn't include Crossdressing in the category of Transsexual and doesn't have a separate category for that theme. This story does not include any transsexuals, but I considered...

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