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If you are a guy and want to look like a girl first step, your hair, i mean you can wear guy clothes and still look like a girl, so you can have stubble or any facial hair and you have to have long hair... put it in a pony or something more girly. now your clothes pink, and tank tops are good , and umm you need boobs so you figure that out, but pants skirt whatever will work... and makeup it's a nice effect.
How old is he?
If he is young you could explain it to him like a game
or
Something to do with Halloween(?)
if he is around 9- 12
make him a bet that he couldn't stay in a dress (of your choosing) for (however long you want)
However you do it I'm sure it'll be fun
but make sure not to hurt anyone
get him some frilly tutus with a pink tiara and stockings send pics
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FashionTIY
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