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Don't take this the wrong way, but if we are talking public dress wearing here... My light-hearted suggestion is to plot with some friends. (I'm assuming a very young child ).
Then when you visit them - they "treat him as a girl" and make the experience deliberately unpleasant. Lots of food preparation, dish-washing, tidying, gossip, shopping and playing with dolls. I don't know. (Remember that I'm joking okay?)
That might put him off skirts for a couple of years.
This is probably a completely stupid idea though. I only raise it because it's a funny concept in theory.
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