5. Dave Chappelle in Half Baked
There really is not much to say about this classic scene from Half Baked because the hilarity is a direct function of the fact that Chappelle is fooling nobody with his bad-ois (Q: “Where in Jamaica?” A: “Right near de beeeach.”) Dancehall fans will note that Dave clearly learned to speak Jamaican from listening to Bounty Killer and Shabba 45s, peppering his speech with gratuitous lawdamercy!s —a tactic he brought back on Chappelle’s Show for an amazing Miss Cleo-inspired fake psychic skit.