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Crossdressing Stories

crossdressing

A Wild Night Out in London

Lots of fun to be had at Legs in London.

I finally made it to London, and had an opportunity to get out and about, deciding to go to Legs in East London. I had been once before and had some serious fun, so was hoping for a repeat. I got my self all made up, and couldn’t decide on what outfit to wear for the night. In the end I dressed in stockings, bra and panties, high heels and a chemise over the top. I also applied a naughty little “Fuck Me” tattoo on my butt...

From Palmy to Palm City: Part 5: The tiger awakes.

No longer is she lying there taking it....

After a couple of moments I began to feel the growing warmth of my chest against her back and my thighs against her arse. Her long brown hair at my nose smelt of apple shampoo. Her short post-orgasm rest - or rather my rest, since I had done all the servicing - was just that. Short. Blindfolded, she moved in a flurry down the bed, flinging the bed covers aside, her hands groping aimlessly for clues that she was heading in...

From Palmy to Palm City: Part 4. Helping myself

Exploring the contents of her lacy black knickers....

I glanced and checked the black mask still covered her eyes. Below her nose, her lips were gently together in a relaxed state, oh so inviting. But now it was time to head further south. She still hadn't ever set eyes on me. At this point I gently grabbed her hand in mine and then moved my butt around and rubbed her hand over my panty-clad arse. I loved the feel of her warm hands around the curves of my bum. The feel of he...

I could see her skin was beautifully smooth as she lay there motionless in the black blindfold, afternoon autumn sunlight streaming through the window onto her pale body. I stood there at the foot of the bed, feeling sexy in her silky lacy lingerie. This was erotic My mind sent back to the endless emails we had had, her fantasies and mine. My barefeet silently walked around the bed to the side of her. I slowly lowered my...

The motel unit was simple, but comfortable. Slightly dark with the front curtains closed where I entered. I put my right foot behind the heel of my left and removed my shoes one by one without bending down. Unbuttoned my long sleeve shirt from the top going down. It was Hawkes Bay, so it wasn't cold, despite being autumn. I could hear 90s music playing softly from another room behind the lounge. As I unzipped my jeans and...