Winona Ryder in How to Make an American Quilt (1995)

Winona Ryder and Lukas Haas in Boys (1996)

Winona Ryder and Daniel Day-Lewis in The Crucible (1996)

Winona Ryder in Alien Resurrection (1997)

Winona Ryder and Sigourney Weaver in Alien Resurrection (1997)

Winona Ryder and Angelina Jolie in Girl, Interrupted (1999)

Winona Ryder in Autumn in New York (2000)

Richard Gere and Winona Ryder in Autumn in New York (2000)

Winona Ryder and Jared Harris in Mr. Deeds (2002)

Al Pacino and Winona Ryder in S1m0ne (2002)

Winona Ryder, Josh Charles, and Joseph Fiennes in The Darwin Awards (2006)

Winona Ryder, Juliette Lewis, and Joseph Fiennes in The Darwin Awards (2006)

Winona Ryder and Rob Lowe in Square Dance (1987)

Winona Ryder and Michael Keaton in Beetlejuice (1988)

Winona Ryder and Kiefer Sutherland in 1969 (1988)

Winona Ryder, Shannen Doherty, Lisanne Falk, and Kim Walker in Heathers (1989)

Winona Ryder and Dennis Quaid in Great Balls of Fire! (1989)

Christina Ricci, Winona Ryder, and Cher in Mermaids (1990)

Johnny Depp and Winona Ryder in Edward Scissorhands (1990)

Winona Ryder in Welcome Home, Roxy Carmichael (1990)

Winona Ryder and Thomas Wilson Brown in Welcome Home, Roxy Carmichael (1990)

Winona Ryder and Gena Rowlands in Night on Earth (1991)

Keanu Reeves and Winona Ryder in Dracula (1992)

Winona Ryder and Peter Sarsgaard in Experimenter (2015)

Winona Ryder and Charlie Heaton in Stranger Things (2016)

Winona Ryder, Sadie Sink, Noah Schnapp, and Gaten Matarazzo in Stranger Things (2016)

Keanu Reeves and Winona Ryder in Destination Wedding (2018)

Winona Ryder and Anthony Boyle in The Plot Against America (2020)

Winona Ryder in The Plot Against America (2020)