Wig Stories

6,038 results
Orientation
Length
Source
Infinite Scroll

How I Became Alison Ch. 05

by JayneDeviant on Mar 2, 2020
Transgender & Crossdressers

The way I felt, I didn't want anything to do with Mister Spandwick, with Alison, with any of it. I was done. Completely done. The knowledge that Alison was dating my high school bully, Brad Coulson, was severely fucking with me, bringing to the fore all sorts of memories that I'd thought long-since buried. But the tears staining my eyes let me know they were...

On Display: A Mannequin Fetish Ch. 03

by Chameleongirl on Sep 2, 2017
Fetish

A top senior student and a surprisingly progressive career in the retail industry, Michelle worked her way up to assistant manager at Vivienne's Boutique. The unique vintage-new clothing combination seemed to attract a loyal and consistent stream of clientele. Continually increasing sales, success and now a beacon attracting many newcomers to the mall, there...

Jean Returns

by Miguel59 on Sep 15, 2017
Loving Wives

I am patient as I await Jean's arrival. Laying there in the dark I am very aware of my attire. I feel extremely sexy and desirable. I close my eyes and run my hands along my face imagining I am a woman. I touch the wig enjoying the feel of my new hair. My hands move down my body caressing myself. I open my legs and bend them; the nightgown bunches at my mi...

Dress Up For The Girls Next Door Ch. 02

by JackorJill on Jul 15, 2020
Transgender & Crossdressers

“Hot enough for you?” I looked up from the garage to see Lisa hanging her head out the window. She had a sexy turquoise halter on. Her tits bounced back and forth as she spoke. “Now it’s real hot with you hanging out the window.” No bra, Lisa never wore a bra when it was this hot. “I have a few cold beers in the fridge,” she cooed. “Why don’t you take a b...

Under the Control of Mr. Evans Ch. 01

by Ficfi on Sep 14, 2017
Erotic Couplings

Thanks to my new friend J for some naughty inspiration. *** I drew a pair of silk panties out of the inner pocket of my overnight bag and stepped into them, drawing them up to sit low on my hips and then bent back towards the case to pull out a matching bra when I felt a stinging blow on the side of my ass cheek—the crack of flesh meeting flesh was rather...

And The End

by Algonquin Twit on Sep 16, 2017
Transsexuals & Crossdressers

In the beginning my initial impression was that she seemed out of place, slightly off balance, perhaps a bit tipsy as she stumbled in her heels up to the microphone. After tugging a bit at her blouse and then adjusting the front so her black lace bra was discreetly hidden beneath the deep cut ruffled lapel she introduced herself. I was so mesmerized by her w...

Shopping From Heaven (Or Hell?)

by loversdemon on Sep 17, 2017
BDSM

We walk into the shopping centre, I feel unnaturally exposed in a little skirt that just covers my ass, if I stand still, a bikini top that is two sizes too small for me and knee-high boots with 5inch stiletto heels. It doesn't help that I'm also wearing a collar with a leash on it being held by my Mistress, Heather, and that she is tugging me along so I hav...

Naked Goddess on Stage Pt. 03

by MFFM on Mar 2, 2020
Exhibitionist & Voyeur

Following the fourth and final performance of "Lysistrata" the college newspaper ran a second article in response to many letters to the editor wanting to know more about the actress who had played the Goddess. Theatergoers had been treated to the view of the Goddess nude, front and center with her legs wide open while the other actors described her sexual...

The Process

by desireethtttv on Sep 16, 2017
Transsexuals & Crossdressers

A few of my loyal follower's of Desiree's Hot To Trot Transvestite Adventures have asked me how I summon the nerve to be a cock sucking slut with a complete stranger. You see one of my earliest tricks in the annuals of Desiree was to dome light truckers heading down lonely highways. A glimpse of long shapely leg in a five or six inch heel generally was all...

A Day on the Porn Set

by KeikoAlvarez on Sep 14, 2017
Erotic Couplings

"Aaaaaaaaaaaaaaaaand-cut!" God how I loved hearing that. Once I squeezed some cum out of my pussy, you know, for the cream pie, the shooting for the day was over. I could take a shower to wash the cum off my face, back and chest, collect my check, go to a restaurant I liked and then go see my boyfriend. I don't mind being covered in cum. I kind of like it...