Also, we haven't come that far in regards to gender roles. Women wearing pants and going to work, and men wearing nail polish is the extent of what was normalized in society. Anything else and we still view it with very traditional lenses.
Even this is an optimistic lens: a man wearing nail polish at work is likely to play very differently between a coastal city and a small "heartland" town.
Regarding men's fashion, I find it interesting that:
Long robes are still worn as formal/professional attire in certain contexts: judicial robes, academic regalia, clerical robes, etc..
Wigs seem largely out of style, with the professional exception of British judges and barristers.
Kilts are still around, but tunics are out of fashion and tights/leggings seem to be relegated to sports/athletics and dance.
One of the messages is "We are not here to do manual labour, fight physically, or display overt sexuality."
(Kilts are something of an exception, but they're dual-use.)
But I think you are on to something - men's attraction strategies are often via resources rather than health/fitness (or overt physical conflict with rivals.)
Maybe he would, but he is quite an oddball in more ways than one. Both of his parents were Harvard/MIT professors, he is not silent about his political views (he at one point literally forbade anyone with a Trump hat to come in to his restaurant) so we shouldn't extrapolate from this one singular case one way or the other.
(excluding classical music)
SV just like to put their own veneer on it to make it seem kinder and gentler than the NYC screw-you-pay-me approach, but make no mistake it's the same stuff.