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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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Treasure Hunt reminds me of
my last day at Sixth Form.

We had a list of things to get including the Principal's tie and some chemicals from the chemistry lab that kind of thing. However, one of the items requested was a "First year's bra" (that's first year sixth former, btw) which might have proved problematic were it not for the intervention of Katherine, a first year of my acquaintance.

Katherine was sturdily built and her matronly frontage resembled a dead heat in a Zeppelin race. She read through my list, handed me back the piece of paper and in the middle of the college concourse reached into her T shirt and after some brief shuffling handed me her brassiere on the vague condition that she got it back at some point.

This thing was constructed like the Humber Bridge and was scarily weighty even when empty. I recall walking toward my fellow Scavenger Hunt team members with the bra in my hand noting that it was still warm...

How Katherine coped without extensive support for the remainder of the day I'll never know.
(, Wed 21 Mar 2007, 10:32, Reply)

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