15. Sam, Dewey Cox's drummer
As seen in: Walk Hard: The Dewey Cox Story (2007)

Zen moment: "It makes sex even better!"

Smart weed noobs know it's best to have an experienced user around during a first smoke sesh, and one would be hard-pressed to find a better trip guide than Sam, Dewey Cox's loyal drummer. In one of Walk Hard's many running jokes, Sam is frequently caught in flagrante with groupies, half-heartedly resisting Dewey before sharing some drugs. As played by Tim Meadows, Sam lays out the pleasures of marijuana, coke, and ecstasy straight up, and, best of all, never backs off when the rules are broken: "You never paid for the drugs. Not even once!"

14. Floyd, the roommate
As seen in: True Romance (1993)

Zen moment: "You guys wanna smoke a bowl or, uhh..."

He's hardly in the movie, but for more than a few fans of 1993's True Romance, Brad Pitt's perpetually stoned Floyd steals the show -- no mean feat for a guy who never even gets off the couch, doesn't do much besides smoke out of a bong made out of an empty container of honey, and has to go up against similarly terrific (and similarly brief) performances from Christopher Walken, Gary Oldman, Bronson Pinchot, James Gandolfini, and Michael Rapaport. It was no accident, though -- Quentin Tarantino's script came soaked in blood, and Tony Scott's direction added a layer of visual brilliance, but Floyd? Floyd gave us a few minutes of blissed-out humor between the gunshots.