Loser (2000)

Paul Tannek (Jason Biggs) is a small town scholarship student in the big city having trouble fitting in at his college. With his hunter's cap and kind personality, Paul is an outsider among the self-anointed, sophisticated hipster crowd. As for his pot-smoking, girl chasing roommates, Paul's need to study takes a back seat to their overwhelming desire to party. Roommate Chris can only offer a floundering Paul this piece of advice: "For your own good, just try to be not so much... like you."