2. Heathers
A darker than dark comedy, Heathers was written by Daniel Waters and directed by Michael Lehmann, and sports a huge cult following. Winona Ryder stars as Veronica Sawyer, a high school student who runs afoul of former friends the Heathers, a trio of rich, popular girls that rule teen society with an iron fist. After being wronged by them, Veronica makes the mistake of teaming up with outcast bad boy J.D. (Christian Slater) in order to get revenge. Sadly, J.D.'s idea of revenge is straight up murdering his enemies.
