Heathers, the 1989 cult film starring Winona Ryder, Christian Slater, and Shannen Doherty (pre-90210), is not only one of my favorite films but also one of the most fashionable films out there. Filled with '80s vernac ('How very'...'greetings and salutations'...) and badass high school kids, this film is like a super hardcore version of Mean Girls. The film has Ryder as Veronica Sawyer, a reluctant member of the most popular clique in school. Their leader is Heather Chandler (Kim Walker), a bitchy blonde who thinks the whole school wants her "as a friend or fuck, and I'm only a junior." Also in the clique are Heather McNamara (Lisanne Falk), a trend-following cheerleader, and Heather Duke (Doherty), the quietest and most intellectual of all the Heathers. After Veronica falls in with Jason Dean, known as J.D. (Slater), the resident bad boy/ sociopath of the school who convinces her to kill off certain members of the student body and cover them up as suicides, does Veronica begin to question what high school is all about.
The fashion in Heathers is all very over-the-top and '80s. As J.D. says "the extreme always makes an impression," so don't be afraid to go all out with it. For the Heathers look, think plaid blazers with shoulderpads (for that instant linebacker look), pleated knee-length skirts, colorful tights, big hair, and a copy of Moby Dick with meaningfully underlined passages.