For some reason it is more acceptable in our culture for women to wear
traditionally male clothes than for men to wear traditionally female
clothing. There are men who wear women's clothes. It would
probably be difficult for a man to wear tights and not, at the very
least, get some comments about it.
Speaking for myself, I don't think it's anybody's business what a
person wears, as long as he (or she) is not harming anyone. At my
place of business, I used to have a male customer who wore a long
dress, gloves with the fingers cut off, lots of jewelry and sometimes
flowers in his long hair. He also had a beard. He was
always really nice and a pleasure to wait on. I had the utmost
respect for him, he chose his own path and followed it. I think
that's cool!