Wig Stories

6,038 results
Orientation
Length
Source
Infinite Scroll

A Time to Strike

by Bobbirox2 on Oct 6, 2020
Transgender & Crossdressers

It seems like a strange thing to look forward to, but when the news came down that we as a union might strike, I got very excited about what I could do with the time off. Some of the events that happened I could never have dreamed of, but I am so happy that they did happen that I felt the need to write my story. A little background on me. I live in the Alba...

You Got the Part!

by Checkmate215 on Sep 26, 2017
Transsexuals & Crossdressers

Coming up with the rent every month was becoming more of a challenge. I was a on again off again actor/waiter. My tips were good but I had to supplement them with acting gigs and odd jobs. This was the price to pay for freedom. I had a one bedroom apartment that ran me 1500 a month. I was avoiding taking on a roommate at all cost. I loved my privacy. A frie...

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...

A Dish Best Served Cold

by dapi on Sep 17, 2017
Loving Wives

Erica sat down in front of the mirror and took a close look at her face. Looking back at her was a twenty-nine year old woman with short reddish brown hair, green eyes and careworn features. She sighed. It wasn't always like this... The other occupant, a thin, Japanese male in a rumpled grey suit looked at her, stroked his greying mustache. "You don't ha...

Neighbourhood Watch Ch. 2

by SteveM on Sep 16, 2017
Mature

Chapter 2: Love Thy Neighbour The fact that my girlfriend frequently worked twelve-hour long night shifts made it easy for me and my neighbour to continue our liaisons in her prolonged absence. Although we both spoke of our guilt about our behaviour behind Ellie’s back our passion and desire caused us to continue our lustful relationship. Joanna had become...

A Night with my Mistress

by baronoff101 on Sep 14, 2017
Transsexuals & Crossdressers

My orgasm, my long awaited release finally came, I came so very hard over and over. I could feel each spurt of warm cum on my chest almost reaching my face. My cries of pleasure muffled, still gagged and tied were surely the precursor for what came next. I should have known that it would come. I, after all am a sub, a slave. Rarely should I be allowed fr...

CD Gets Fucked while House-Sitting

by Lovinhose on Sep 16, 2017
Transsexuals & Crossdressers

This is a true story that happened recently. I also recently submitted a four-part, runaway-imagination complete fiction story, hope you enjoyed. For anyone not familiar with me or my stories, here's a brief background. I'm middle age, white, a little overweight (hidden well with the right garments), and a married bisexual crossdresser who LOVES getting scr...

Remote Control Ch. 01

by AmandaMI on Sep 16, 2017
Transsexuals & Crossdressers

Author's Notes Before reading this story please be aware that that some people would label this work as obscene and pornographic in nature. It contains several themes including transgendered, homosexual and lesbian issues in addition to graphic sexual descriptions. To make the action flow more freely and the stories light-hearted, I have taken a socially n...

Fun With Friends

by HighHeeledHoney on Sep 11, 2017
Transsexuals & Crossdressers

This story is a work of fiction, although some of the facts within it are true! Thanks to kjplotts for helping with the structure of the story. I am a 28 year old single heterosexual male who happens to enjoy cross-dressing. It started with the desire to wear high heels and after that developed into pvc, leather, latex...anything slutty to be honest. Th...

The Courtesan Implementation

by Mihral on Sep 13, 2017
Erotic Couplings

Of all the places for a new sexual adventure to start watching an episode of 'Columbo' with my husband Ben on a Sunday afternoon was unexpected, but that is where this one starts. In the episode the suspect is a sex therapist who wrote a book about how all men want to be with a courtesan and all women want to be one, and play acting those roles can be good f...