Here are some nice clothing brands if you wanna become modernized
HUF, STUSSY, Benny Gold, Supreme, Obey, Diamond Supply Co, Guess, Hollister
on the other hand these are all skater/swim styled clothing aka slim fit and all of that ;]
When I find a good pair of pants I buy 4 or 5 of the same one, and then wear the shit out of them until I find another good batch. I like holey jeans though, so that's my thing.