Wig Stories

6,038 results
Orientation
Length
Source
Infinite Scroll

Big Bobby and Sweet Sally Ch. 02

by DanteDidIt on Nov 21, 2017
Transsexuals & Crossdressers

I woke up the next morning in the motel bed, naked and alone. My first thought was that Big Bobby had left me, that he had left and moved on to his next conquest. I let out a sad sigh, then my ears picked up the distinct sound of a shower head pumping out water, and a smile quickly crept across my face. After a yawn and a quick stretch of my arms, I sat up a...

Winning Strategy

by Miguel59 on Sep 12, 2017
Loving Wives

Years ago, we lived in a rather small, tight-knit community. Half the town seemed to be related by blood. The townspeople were very ethnic and prided themselves on their Eastern European heritage. Parties, dancing, and lots of drinking are part of that heritage. Jean and I are social drinkers; we enjoy the light buzz alcohol provides us, but each of us rarel...

Sunday Afternoon

by millieteases on Sep 14, 2017
Transsexuals & Crossdressers

On Sundays he always wore panties. If he planned on spending the afternoon alone, he'd get out and wear the rest of the clothes – pantyhose, pumps, a skirt, blouse, bra and a slip – but either way – women or men's clothes – he always wore a pair of women's panties on Sunday. It was a little strange, but it aroused him and at the same time, at least he'd tell...

Becuming Patricia

by MsPattiKay on Sep 16, 2017
Transsexuals & Crossdressers

I am Pat, just a normal guy, or at least I thought so previously. But, I have always been fascinated by T-girls, cross-dressers and women. I often go on the internet to sites where T-girls and others post photos and videos. I especially like sites that show T-Gurls and women bound and gagged, getting face-fucked, receiving cum facials, or showing them gettin...

Wife Shares Fantasy Ch. 02

by Big Swede on Sep 13, 2017
Loving Wives

I sat there in my car in total confusion, what the hell just happened? Our little fantasy of my wife "PRETENDING TO BE A STREETWALKER" for a night seemed to have gone awry. Why was she all disheveled when she got out of the car and why did they give her more money? Her dress seemed more red than just one-half hour ago, what did she do to them or with them fo...

April on TV

by ValoryG on Jan 28, 2019
Transgender & Crossdressers

Alec Barkley has a dilemma: Out of journalism school for four years, he's taken jobs as a TV reporter in two smaller markets: first, in Dayton, Ohio and then a small move upward to Spokane, Washington. Alec has done pretty well - the station managements have thought well of him, he's good-looking and personable, he has a good broadcasting voice, and he's re...

Just a Dream

by Shauna_Wood on Sep 13, 2017
Transsexuals & Crossdressers

One night, while my parents and sister were away on a trip, I had a strange dream. I dreamt of glowing yellow eyes and a strange fullness in my mouth and anus. It felt like getting an enema and drinking endless water. Then in the midst of the dream I heard a voice. It was deep and masculine and said "You are mine, bitch." in the most matter of fact way. Not...

The Blonde Wig

by rocco9 on Sep 16, 2017
Interracial Love

They say you can't turn a friend into a lover or a lover into a friend, but after making Law Review I didn't have time for lovers or friends. During seven months of writing editing and arguing round-the-clock in the little clapboard house off the Common where all the law review editors lived, my earning potential had tripled but my Nordic skin had turned a p...

The Dream

by Angel Larkin on Sep 12, 2017
Transsexuals & Crossdressers

She awakened with a start from a tantalizing dream. She’d make love to her lover, as a woman it would seem. Was it really just a dream. Her body was on fire. She’d never dreamed like this before. She was filled with desire. She looked over at her lover, he was asleep or so it seemed. But how could she have these feelings, if it had all been a dream. She soft...

CD Had Fun

by Pantigy on Sep 14, 2017
Transsexuals & Crossdressers

So, I am a closeted cross dresser. I have never had the nerves or really the chance to explore my fetish with someone. So one day I decided to just cruise the on-line ads. I saw an ad posted by a Fem Dom. As I read the ad, with all fetishes listed, I see "crossdressing". I thought why not, I'll reply. So I send an email explaining my fetish. I didn't really...