Directed by Michael Lehmann • 1988 • United States
Starring Winona Ryder, Christian Slater, Kim Walker
The ’80s teen comedy gets a deliciously warped and wicked twist in this acidic, ultraquotable cult classic. In one of her definitive roles, Winona Ryder stars as Veronica Sawyer, who becomes part of the most popular clique of girls—three queen bees all named Heather—at her Ohio high school. As she grows increasingly troubled by the Heathers’ cruel behavior, Veronica, along with her new boyfriend J. D. (Christian Slater), devises a plan to teach them a lesson—a scheme that quickly spirals out of control with deadly results.
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Reality Bites
Directed by Ben Stiller • 1994 • United States
Starring Winona Ryder, Ben Stiller, Ethan HawkeArguably the definitive Gen X cinematic statement, this zeitgeist-defining comedic drama captures the anxiousness and uncertainty of postcollege life in the 1990s with sharp wit and generational insigh...
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Mermaids
Directed by Richard Benjamin • 1990 • United States
Starring Winona Ryder, Cher, Bob HoskinsCher, Winona Ryder, and Christina Ricci make for a memorably unconventional family in this wry, winningly offbeat coming-of-age tale. Set in 1963 (with a period-perfect soundtrack to match), MERMAIDS cen...
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Autumn in New York
Directed by Joan Chen • 2000 • United States
Starring Winona Ryder, Richard Gere, Anthony LaPagliaThe second film directed by actor-filmmaker Joan Chen brings together the beauty and star power of Richard Gere and Winona Ryder for a timeless, unabashedly heart-tugging romantic melodrama. He sta...
