This guy is really well known, he's been in the media tons of times. It makes him happy, he isn't hurting anyone and he looks good.
Him being in the media says it all.
He is an attention seeker and doing whatever he can to get a reaction out of people.
I do think certain clothes should be gender-less and I often wear mens clothes.
But the type of clothes he’s wearing is to draw attention.
Many men wear quilts or other dress or skirt sort of wear and there’s also male heels but I guess these wouldn’t give him the attention he requires.