This story started a couple of years ago, or should I say it all started 40 years ago when I was young. It seems I have always enjoyed dressing in women’s clothes. I have been a closet cross dresser for most of my life, starting with dressing in my mother’s, sister’s, aunts, friends, etc. underwear
Transvestite gets blackmailed
I was just a girl cruising the tinder for her master. Well I wasn’t a girl at all; I was a guy in drag… I advertised on the Internet as a novice TV looking for a master. I got much more than I ever bargained for. I have been cross-dressing since puberty. My friends and
Straight guy gets talked into cross-dress situation by a MILF
I was introduced to cross dressing when I was about 18. I was picked up by a local divorcee who was sex mad. After I finished shagging her on her bed and was having a break before having another go, she opened a drawer in her room and pulled out a dark pink camisole top.
Wife indulges her husband’s cross-dressing fetish
When my wife Jane asked if I would be a volunteer worker at her company’s western night, I said sure, why not? She told me she would fill me in on the details as the time drew nearer. A couple of weeks before the event, Jane started making a satin saloon girl outfit. I teased
An married executive likes to cross-dress in the privacy of his office after work
It was Thursday evening, the evening I always have to “work late”. That’s the story I tell my wife anyway. At lunch time, I had gone shopping and the new clothes I bought were neatly hung in the closet of my private office. I took a tour of the general office area, using the water
Long sex story – I Was A Reluctant Shemale
Marilee’s fists tightened in despair as she sat at her secretarial desk and listened to the muffled moans emanating from the office of her boss, JC Wyatt. JC was one of the youngest and most famous casting agents in Hollywood and was the most blatant offender of the “casting couch” which degraded women. The young
A man-pretty husband is controlled by his wife into dressing up as a woman and taking a male lover
I couldn’t believe that Susan, my wife of two and a half years would really do this to me. Yet here I sat in the back seat of our Olds wearing a short blue satin cocktail dress. The slinky skirt kept riding up my smoothly shaven, nylon-clad thighs to display a provocative glimpse of pretty
Is my wife cuckolding me?
I guess my story starts 2 years ago when my wife, Rebecca, got a 3 day part time job for a company based in London. It was a wonderful opportunity for her and it was an exciting time for both of us. However, we live about 100 miles away from London which made it very
Wife places husband in a compromising situation
Ramona was sick to death of anal, every night, anal, anal, anal. When she married Ralph, she knew he was a good salesman and proud of his persistence. But even he knew that you can’t sell every customer. She must have told him a thousand different ways by now that no matter what he said
A New Crosdresser Waitress In Town
Moving to a new community is always difficult, especially when you’re alone, with no friends or relatives to turn to. The advantage though is that you can be anyone you want. My name is Robin and I recently graduated from a Boston University, where my family has lived since coming to the US from Ireland.
Forced to Cross Dress on Halloween
I could tell he was anxious. Informing him about the Halloween party raised a lot of questions on his end which I skillfully either ignored or diverted. I had not been mean right from the start, but I clearly told him he had 3 chances to come up with a suitable Halloween outfit idea. If
Bobby gets drunk and dresses like a girl
In high school young Ed caused a scandal when he got caught fucking the female girl’s gym teacher. She was madly in love with Ed and his fantastic ability with his hormone charged young cock. Her husband was boring and a self-centered lover. Ed, on the other hand knew how to take time and please
Baby-Sitter’s Slave
My parents worked, so we had a female college student living with us. In exchange for a place to stay, Lori did housework and “babysat” me. Lori was a pretty girl with large breasts. During my summer vacation, just after high school graduation, I started hiding in the closet of her bedroom while she was
