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Crossdressers Stories

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Steven

Steven and I become lovers, however a meeting with friends was about to change all that with a surprise revelation from one of them.

The first few months after we went our separate ways was, for me, the most difficult. I'd lost my confidence, my ED raised its ugly head, then the sale of the house fell through so we were still financially connected as we rented it out with at least a st...

My first time

My friend takes a chance , one that'll change my life forever

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...

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

First threesome

My friend introduces me to his more dominant friend

Part 3 After that memorable night where my friend finally dominated and sissified me, we now met on a regular basis and we're more daring with each other, well mainly him!. By now my then girlfriend had moved away to university so I had ample free time to...

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Anonymous

My first time

Unexpected evening where I accidentally inseminated my friend

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...