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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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My fragile young mind
My first experience was at 14, and was not my own choice. Our English teacher was taking us for some lessons in drama, so we could enact her own mini-play. I had never acted before, but boy, she'd found the perfect part for me!

"There's only one female part in this production I'm afraid - and I want Stephen to play the role"

"But why miss!?" came the confused/disturbed reply from the girls in my class. From the look of the rest of the boys in the class, I think they had even less desire to see me dress up as a woman.

"Because he's got the most child-bearing hips" was her flattering reply.

Well, I could hardly resist a compliment like that. So she took me into the clothes cupboard and picked out not only a lovely long blue dress for me, but also a flowing blonde wig. I put these one and took one look in the mirror, and bloody hell! She was RIGHT! I passed for a girl much better than most of the girls in my class - and I was HOT!

So I came sauntering out in this saucy number, and took part in this little play she had written for us. After my part was done with though, I decided I didn't want to change back for a while, so while the rest of the play was being filmed, I snuck out of the room and began dancing round the school waving my hanky at all the boys in school. I stood outside one first year class winking and blowing kisses at all the kids in the room. Some laughed - one screamed, so I had to scarper.

Another teacher encountered my nonsense and asked me just what I thought I was playing at. "Oh you silly!" said I, and pranced off back to class.

Said teacher apparently still has this video of me playing a beautiful young lady apparently. She was so proud, she played it to several other classes.

Now I actually reflect upon this, it may explain why I never got asked out by girls at my school.

Hmmm....
(, Thu 15 Mar 2007, 19:17, Reply)

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