I suppose I'll rephrase what I said so it's not taken as a racist statement such as clothes fit certain races. When you grow up privileged and mommy and daddy are doctors or nurses or whatever I think it's ridiculous for kids to act and dress like they're little bangers when their 16th birthday present was an e-class benz and trust me I see it a lot. It's not that the hat is "Fitted" it's that the bill is left flat and cocked to one side and I think it looks ridiculous and disrespectful and that's just my personal opinion.
On the pajama note. When I was in highschool and whatnot I wore them to school a lot. I'm not really a morning person so I'd kinda just wake up and go.