Wig Stories

6,038 results
Orientation
Length
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Infinite Scroll

My Day Off

by tinbell on Sep 14, 2017
Transsexuals & Crossdressers

I had a day off coming up soon with the house to myself. My wife and kids would not be home until that evening and an opportunity like this was rare. I started planning weeks in advanced. I went all out shopping to have a new outfit to go along with a new wig that I was excited about. I had recently bought it and it was the most realistic wig I had ever owne...

Trapped! Ch. 05

by EffieMeow on Jun 25, 2019
Transgender & Crossdressers

The moment I opened my eyes, I excitedly leapt out of bed and pranced to the window to throw open the curtains. With a mix of trepidation and anticipation, I thought about the evening that was drawing closer with every breath. I was going to the city's busiest club in a sexy Daenerys costume, on the arm of my handsome hunk of a neighbor. The catch? He, and h...

Virtual Slavery Ch. 19

by wltedford on Sep 13, 2017
Novels and Novellas

19 Lynn "Wear the Chinese necklace," he said. "Why?" Sometimes I wore it; sometimes not. He had never specifically mentioned it again after Saint Louis. "Because I tell you to." So the jade and gold necklace hung from my neck as I eagerly disembarked from the Delta jet and hurried into the terminal, where I found only Jefferson, who greeted me atypicall...

Agnes Dourville Ch. 08

by ValoryG on Sep 16, 2017
Transsexuals & Crossdressers

The day of my debut, I get up early to create my Michelle, so I don't embarrass myself at the store. I previously decided what to wear, so I methodically lay out my picks on my smooth bed (Agnes insists I make my bed upon rising). First, I pull on some slinky panties, followed by the sinfully tight padded girdle (girl-dle). Then, half slip, bra (I probably...

Interactive Crossdresser...Dare Me Ch. 03

by PorscheKaru on Sep 16, 2017
Transsexuals & Crossdressers

Hi again, I'm back to share a couple quick dares, I still wish you all would send me more dares. This first one is from Jason. This is from an email he sent me. "You're first dare will be a simple easy one that im sure you can handle ;) I simply want you to wear the shortest skirt you own, next you will go out to a public place and just sit across from ei...

Taking Care of Sir

by b826ecky on Sep 15, 2017
BDSM

You've had a very difficult day, and need to be taken care of tonight; gently and thoroughly nursed back to your normal robust health. While you head for a hot shower, I quickly set up the room and make myself ready to heal you..... A quick refresh of my makeup highlights my eyes, giving them a sultry, sexy look. I have decided on a very, very fire red engi...

Gangbang Junkie

by fastandsloppy on Sep 26, 2017
Group Sex

Claire knew it was three-forty. She knew because she had just checked the clock a few seconds ago, but she looked anyway. It was three-forty. She had already closed what she'd been working on, so she opened a couple of spreadsheets to clutter the screen. She picked a paperclip - a fancy one with a red no-slip plastic coating - from the magnetic dispenser t...

The Mistress Reward

by stain69less on Sep 14, 2017
Fetish

He knew how to fix it – the urge that is. It would be simple and probably only take three minutes or so. He could probably do it anywhere, the bathroom, the car, maybe even at his desk. He'd taken care of the urge many times in all of those places and more. But there was a new feeling this time that kept him from it. He liked this new feeling. It drove him...

The Halloween Party

by necouple69xxx on Sep 13, 2017
Erotic Couplings

"Well babe, I'm impressed we made it this long," Jake said, cradling the phone to his ear with his shoulder. "I know, we did really well," Julia replied, "so you go first. Now you can tell me what costume you are wearing tonight." Jake grinned. They had been planning this night for a month. There was a costume ball at Eastover Resort in Lenox. Live bands pl...

Naked Goddess on Stage Pt. 02

by MFFM on Feb 3, 2020
Exhibitionist & Voyeur

A couple of days after the performance I attended, the school's weekly paper featured an interview with the unnamed woman playing "The Naked Goddess of Peace and Reconciliation". No photos, no name, and very limited references to her background. Just a lot of questions and answers about her performance and how she felt about it. At the time of the interview,...