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This is a question Cross Dressing

The last time I wore a skirt was not as liberating or exciting as it could have been. I'd lost a drinking game and had been given the task of running from the bar, across the road and back again whilst wearing a friends clothes as a forfeit.

Easy, I thought. I hadn't reckoned on them getting every person in the pub to block my way back to the bar whilst I was outside. I had to FIGHT my way through. And I'm not much of a fighter.

Your own thoughts on cross dressing for fun, pleasure or profit are most welcome.

(, Thu 15 Mar 2007, 15:05)
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I'm a lady!
No, I really am. I look like one, I dress like one, got all the relevant ladybits/long hair/boobs, it says so on my passport, etc.

Doesn't stop me being mistaken for a man in drag.
I was walking to my mate's house in one of the more 'local' areas of my uni town (Lincoln, Sincil bank, if that helps set the scene), and two bald, thick-necked, chavvy gentlemen appeared and were walking behind me. I had on a black leather trenchcoat, a purply long skirt on underneath, very long hair loose, and big boots with big heels. I overheard them talking as it was a pretty quiet street, they were having some jolly dispute about what time it was, or where some pub was, or something. I then heard one of them say "let's ask that dude there. That's a man isn't it? That's got to be a bloke." This pissed me off, as you can imagine, so I turned around and yelled "I'm a bloody woman, you retard!" And stomped away as fast as my New Rocks could carry me (this is not very far or fast). The man seemed genuinely sorry about their mistake and so then tried to chat me up.... Well, asked for a titwank or something similarly charming. I think I really did run then.
Nice dating strategy, that, when you discover that someone you thought was a man is actually a woman, try and hit on them. "Oooh, a woman, eh?? Get in!" *rubs knees*
(, Fri 16 Mar 2007, 22:48, Reply)

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