5. Caddyshack (1980)
You can argue that it's not the greatest golf movie of all time, but you'd be wrong; eminently quotable and supremely rewatchable, Caddyshack has earned a sizable cult following since arriving in theaters in the summer of 1980, and it's easy to see why. From Rodney Dangerfield crushing one-liners like Jordan Spieth in the tee box and Bill Murray's standout turn as slack-jawed groundskeeper Carl Spackler (locked in an eternal struggle to rid the course of "Varmint Cong,") to Ted Knight's villainous Judge Smails and Chevy Chase's laconic, ironic Ty Webb, there's something for everyone – even folks who hate golf. Little wonder then, that 35 years after it was first released, it remains the gold standard of shiftless, semi-stoned sports films and the spiritual forefather of flicks like The Big Lebowski. Try and forget the truly awful sequel, and remember a simpler time, when the weed was good, the gophers unkillable and everybody did, in fact, end up getting laid. It's a Cinderella story, indeed.