CROSSDRESSER STORIES

Showing 1 to 5 of 203 stories.
My CD friend pimped me out.....
Views: 962 · Posted: 29 days ago

I had dressed in private many times, taking lots of pictures, and videos as well as many posts looking for guys into me. I had gotten offers but never followed thru. I met a very sexy cd online and she invited me over with a plan to dress up totally hot head to toe. candy was her name,... Click to Read More

Early on in my cross-dressing days – I would get all dolled up and role-play in front of these full length sliding closet door mirrors I had in my bedroom and in the hallway, I would position other mirrors directly across and to the side as to get a... Click to Read More

My first cock was black.
Views: 1059 · Posted: 2 month ago

It was last year, during summer. I crossdress now for about 3 years, but since then I never had the chance to have a sexual relationship with a man. I always dreamed about being in the bed of a very handsome black man, dressed in lingerie, looking like a woman, and doing hot things.

You... Click to Read More

Mother's Influence part 2
Views: 1383 · Posted: 2 month ago

Over the coming weeks I had gone through a couple of the videos my Mum had. Each video held around 6 different scenes and each scene featured my Mum fucking one or two guys and, usually, in one of the outfits that I had found in her cupboard. I had developed a regular ritual. I'd wait til... Click to Read More

A Night to Remember
Views: 1045 · Posted: 3 month ago

I turned up at my mistresses house and as usual I immediately undressed and got on my knees on the ground by her feet.

Mistress immediately stood me up, locked me in chastity and put a butt plug up my ass. It was a little firmer than normal but nothing horrific.

She then immediately... Click to Read More