Winona Ryder is a Hollywood legend. The actor has been a red carpet fixture since the 1980s, wearing everything from trench coat dresses to flip flops to Dior couture. See Ryder's decades-long style evolution ahead.
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1989, Oscars
Wearing a black dress and tights to the 1989 Oscars with Heathers co-star Christian Slater.
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1990, Edward Scissorhands premiere
Wearing a trench coat mini-dress to the 1990 premiere of Edward Scissorhands with Johnny Depp.
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1992, Dracula premiere
Wearing a blue pleated skirt suit to the 1992 premiere of Dracula.
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1994, Oscars
Wearing a sequined fringe gown to the 1994 Oscars.
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1996, Vanity Fair Oscar Party
Wearing a blush gown and matching shawl to the 1996 Vanity Fair Oscar Party.
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1997, AFI Tribute to Martin Scorsese
Wearing a fitted red dress to the AFI Tribute to Martin Scorsese in 1997.
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1998, MTV VMAs
Keeping it '90s casual in black flip flops and a sweater tied around her waist to the 1998 VMAs.
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2000, Golden Globes
Wearing a white gown to the 2000 Golden Globes with Matt Damon.
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2004, The American Museum of the Moving Image Honors Richard Gere
Wearing an off-the-shoulder red gown to an American Museum of the Moving Image event for Richard Gere in 2004.
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2007, Met Gala
Wearing a strapless black gown with an oversized bow to the Met Gala in 1997.
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2008, Marie Claire Prix De La Mode
Wearing a nude dress to the Marie Claire Prix De La Mode.
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2010, Black Swan press conference
Wearing a sweater vest and cardigan to a Black Swan press conference in 2010.
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2010, Black Swan premiere
Wearing a black tuxedo to the premiere of Black Swan in 2010.
