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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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For a while I went out with a gorgeous bird called Natalie - jet black hair, green eyes, fit as fuck.
I'd got the hint that she was into transvestism (is that a real word?) as a result of a couple of fancy dress parties I went to with her. One of which turned out not to be a fancy dress party but instead a perfectly normal school disco type night where I was the only bloke dressed as a schoolgirl.

Anyway...

I've always had a bit of a thing for those sexy satin chemise style nighties. (This sort of thing)

One Valentine's day I had bought Natalie a really nice scarlet ankle length one. I was REALLY looking forward to seeing her in it. She had known what I was buying her and had actually gone out and bought me exactly the same thing (and was apparently very much looking forward to seeing me in it too)!

Obviously she talked me into wearing it for her and I have to say that snogging a sexy bird while you're both wearing lipstick is an interesting feeling but it's amazing when you're both wearing matching satin nighties!

I can't believe I just admitted that. This QOTW has certainly brought back some rather interesting memories from that relationship!
(, Fri 16 Mar 2007, 20:33, Reply)

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