Yes, I remember college. However, if you're really going to a college party, you're not going to be wearing $1000 shoes. Anyway, I thought he was older. To me, it's just an entirely unremarkable outfit (other than the price tag) - no different from the J. Crew-esque looks that people like to dismiss. Offensive? No, but nothing special.
His older fits are casual too, and look much better.