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Dressing up as a woman.

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littletimmy | 15:59 Fri 02nd Jun 2006 | Body & Soul
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I have to dress up as a lady for our workplace's ''talent'' competition.The man that is best at dressing up as a lady wins 100 pounds.I was wondering should I go for realistic or fun and obviously male?I would like to win the money.
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You know for a fact some bloke in a Brown curly wig, thick red lipstick, a flowery dress, high heels, stubble and two ballons stuffed down the front will win so I say go for the fun element.

It depends how well you could pull it off (leave it!)


If you look like Jude Law, shave your legs, ask a lady friend do dress you and do your make-up, and show you how to walk properly.


If you look like John Prescott, nothing less than major surgery is going to 'fem' you up, so go for the fun angle.


The two images I have used are extremes, but you will know which of these two lovely gentleman is closer in appearence to your good self.

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I am definetly more like Jude Law.I am slim and not very hairy so that was why I was thinking that I should try and be realistic.It might make a good change.All the others are going to like , well mWoWo's description.That said WoWo is probobly right unrealistic is more fun so is more likely to win.
I once dressed a male friend up in a very sexy basque, stockings and suspenders cause he had a good figure, so to speak.Topped it off with a string of pearls. He looked great, in fact, his legs were way better than mine! Trouble was, i think he quite liked it cause i never got the basque back lol
Ha unrulie, you just reminded me of an ex who i once dressed up too, he was very thin so i had him in a black oriental style dress and makeup, he had very striking facial features and lovely long eyelashes with loads of black mascara, he looked great!! ;o)

I think you should go for the realistic look timmy! good luck whatever you decide! let us know how it goes!! xx
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I have decided to dress realistically.I will tell you on 10 June how I did.
If you REALLY want to win the �100, you should spend �4k having a boob job. You will be the most realistic man - woman there.

deep down I think you have a yearning to go for the suspenders & basque job, do it, but do it well, you can even buy clip on hair extensions, go for the money.

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