Film: Marvin's Room
Year: 1996
Signature "look": "I Listen to Grunge, Dude"

Trooubled teen Hank has a style with a similar appeal to Shawn Hunter from Boy Meets World, it paints him as the rebellious type, without going too overboard. Hands down his best outfit is when he's rocking those cool shades with the indigo polo shirt, but he manages to wear a cool tonal navy-on-navy look and also pulls off a ringer tee. And of course, the film shares a title with acertain Drake song.