Maybe this guy's too young, but Igby in "Igby Goes Down". I like Ralph Lauren himself. I knew this Japanese cat who knew karate, taught himself (and now teaches) Muay Thai kickboxing and dressed pretty cool. Loose jeans cuffed (he wore Evisus way back in the day) chain wallet, tight-ish shirt and or tank top. Either high top sneaks or boots. I thought it was hella cool.