I am a 28 year old single heterosexual male who happens to enjoy cross-dressing. It started with the desire to wear high heels and after that developed into pvc, leather, latex...anything slutty to be honest. The thought of being caught while dressed as a woman gives me an equal measure of excitement and fear! This is the story of what happened when my secret was discovered.
A friend of mine, Greg, started seeing a girl called Becca and they moved in together. This meant that I spent a lot of time with them both, including many drunken nights out. It was on one of those nights in Portsmouth that my secret came out.
Greg was at the bar getting drinks when Becca pointed to a girl's shoes and said how sexy they were. I agreed and she said that it was a shame that they hurt your feet so much.
I replied, "Yes but it is worth it".
To this she said, "Yeah, but you don't wear them do you?"
I had had a few drinks by then and I responded with," that's what you think."
We looked at each other, both a little shocked, but stopped as Greg was coming back with the drinks and Becca could see that I had gone a little red. Throughout the night, Becca kept asking me what I had meant and since the drinks were still flowing eventually, when Greg was away again, I confessed to her that I enjoyed dressing up like a slut and especially loved wearing 'skyscraper' heels.
Over the next few weeks, Becca kept asking about my little fetish and even came round to my house to check out some of my outfits. She was amazed by the slutty quality of my clothes and that I was able to walk in some of the shoes that I had. Through this time, though, there was no hint of anything sexual between us as she was living with a good friend of mine. This was soon to change.
One Saturday, Becca called me to say that Greg was going to football and that she wanted me to be round at their flat in an hour wearing my most slutty outfit and my dark wavy wig. I protested and suggested that she come to mine; she said that she wanted to put me through the humiliation of walking up to her front door dressed like a whore and that's why I had to go to her. She said that if I didn't, she would tell everyone we knew about my little secret...
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