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Why can not men wear skirts or dresses when they want?

I like to dress 1x a week and go out. I usually wear a short tight micro mini skirt (pink) , shiny off black pantyhose, 5" stilettos (black patent), gold anklet, black bra, white long sleeve blouse and a vest. It just feels good. I get some very positive compliments, however, I do not carry on a conversation with anybody. If I am spoken to, I just say hello/good by or have a nice day. I do wear makeup and a wig.

Here I am in 6" stillettos and my pink skirt with tan pantyhose. What do you think now?
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