10. How High (Method Man, Redman) Not necessarily one of the best movies featuring rappers, unless you're in the right... ahem... mind state, How High is nevertheless a carefree, fun back to school romp that extols the virtues of every rapper's favorite plant. The stars, Method Man and Redman, while not the most refined actors in the classical sense, manage to enchant the screen with their sophomoric magnetism. As an added bonus, Cypress Hill makes an appearance to DJ a college house party that the two Wu-students throw. "Study high, take the test high, get high scores" -- this is the logic that permeates How High.
9. Belly (Nas, DMX) Flushed at every angle in '90s rap culture, this superbly shot, extremely stylish flick, written and directed by Hype Williams, the most influential music video director in hip-hop, is well-loved by the audience that has always cherished Williams's work, even if it has long been forgotten by nearly everyone else. With Nas and DMX starring, Method Man in a supporting role, AZ making an appearance, plus the countless references made to the film by various rappers, Belly is a must-see for every hip-hop head.