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Crossdressing Stories

crossdressing
Anonymous

8 into 1 dies go

Steven invites me to meet his friends with a surprising outcome

Part 6 After another explosive meeting with Paul,the man who had expertly made me cum hard at a previous party, I was lost within myself, reliving that moment in my head where he made me shoot my spunk literally everywhere , I tried edging myself but neve...

Crossdressing Journey - Tentative Steps

The first taste of fun, whilst wearing nylons

After indulging my fantasies of nylons, lingerie and heels on my own for some time, I decided to be brave and see if I could be ‘used’ whilst dressed in my girly clothes. I’m not a convincing CD, so I wasn’t going to hit the streets looking for attention,...

Anonymous

Totally dominated

My friend invited his dominant friend round and it changed my life forever.

Part 3 After that momentous and memorable night, my friend and I met up often for him to continue to use me as his submissive sissy for his and now my pleasure. My girlfriend had now moved away to university so I had ample time to be Christine which my fr...

Anonymous

The leaving party

What should have been a night out with my friend turned into my first gang bang

It had been several weeks since I'd been expertly fucked by Steven, my friend and I kept up our regular meetings although I desperately wanted another night with him, especially after what he did to me, and remembering how dominant he was which I really l...

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Anonymous

Finally my sissy dreams are realized

My friend seizes his opportunity to sissify me

After that memorable night with my friend I tried to process it, I wasn't gay? I did have a girlfriend. I didn't fancy men but a man dressed in sexy slips and nighties and dresses, well they definitely caught my eye and I did enjoy that unexpected night w...

Anonymous

Accidental Anal

An unexpected night for me

Although this happened a long time ago I'll never forget my first experience so I'll write this as best as I can remember, I hope it invokes memories of your first experiences. This happened unexpectedly when after a night out on the town with my long tim...

Anonymous

You're the Wife Now!

A message from an older house wife who wanted me to be her replacement in more ways than one...

This is not a story as such. It is a message request I received from a lady from this site who is part of a couple. Ever since I received it, it has become my biggest fantasy. I had been on a different swinging website for a few months and found the exper...

SatinCd

Dressed up and used

Cinema visit..

Finally decided it was time to visit cinema dressed up,knowing it would be dark but also a thrill knowing I was out dressed like a slut. Dressed in a short pencil skirt,black hold ups,sheer blouse and bra,with blonde hair cascading down my shoulders,I kne...

It had been sometime since I had been out shopping for let’s say fetish items.. dressed underneath my trousers in satin and nylons I made my way to the side street charity shop. On entering just one other person present and the shop assistant… I made my w...