I know a man (cis and straight, he never had any doubts about his gender and orientation) that owns several skirts. He often wears them around the house - because it's comfy and stylish, not because of some weird fetish. The skirts were sewn to his measure from a fabric he chose.
He now plans to start wearing them outside the house, i.e in public. Is it a good thing from a feminist point of view in your opinion?
I don' t know your friend, maybe he really only does it because it' s more comfortable, I am sure some men like that actually exist.
I am just making a generic statement: I would be suspicious if I met a guy in a skirt tomorrow, but maybe he could have decent reasons for doing it. I would just be very careful.