My story is about the start of my transition to a woman, and finding the perfect guy

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. […]

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 […]

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 […]

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