Gus Van Sant's Drugstore Cowboy isn't a car movie per se, but you'll see some great old Detroit iron in this 1989 film (which is set in early-70s Seattle Portland). Somehow this choice of vehicle just seems right. Thanks to this YouTuber, we can watch Matt Dillon shoot some smack in a smooth-ridin' 1965 Cadillac Fleetwood. Enjoy.