Bad Hair Day
Theory: The quality of a man’s toupee is inversely related to the size of a man bank account.
AKA: The more money the dude has, the more likely his hair piece resembles a shaggy tribble or a dead raccoon.
I think they do it on purpose as a weird kind of ego booster. “I’ll wear this lint trap on my head but because I’m wealthy all of the other men will be forced to treat me seriously/with respect and young women/men will pretend to find me distinctive and attractive.”
I can imagine Mr. Big Stuff adjusting his toupee, slicking a flattened curl on his forehead (just because), and proudly proclaiming to the mirror, “I’m rich bitch!”