Director: Richard Kelly (2001)
Starring: Jake Gyllenhaal, Maggie Gyllenhaal, Jena Malone, Drew Barrymore, Patrick Swayze
Trippiness Rating: 8.5 /10
'Donnie Darko' is a modern cult classic that has messed with the head of every person who has seen it, and it has been subjected to too many interpretations to count. Easily one of the most widely debated flicks on the internet or in bars for the 21st Century, it has everything from freak plane crashes to grotesque bunny suits and sustained, inexplicable eerieness. Kelly's debut film is a masterpiece in the strange and thought-provoking that he has failed to live up to since, and enjoying it while stoned only makes it all the weirder and more thought-provoking.