Winona Ryder's Changing Looks

By Instyle
Updated Jan 01, 2016 @ 8:00 am
George Pimentel/Getty Images

Winona Ryder's Changing Looks

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1 of 19

1985

Credit: Seth Poppel/Yearbook Library

The spiky-haired 8th grader was mistaken for a boy by her classmates at Petaluma Junior High School in California.

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2 of 19

1985

Credit: Getty Images

A naturally blond Ryder launched her career with teen drama Lucas.

3 of 19

1989

Credit: Adam Scull/Globe Photos

She starred in cult classic Heathers rocking a classic bob.

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4 of 19

1992

Credit: Getty Images

The Dracula actress highlighted her milky complexion with blood-red lipstick and dark-dyed locks.

5 of 19

1994

Credit: Globe Photos

Ryder sported the perfect tousled shag in the Gen X opus Reality Bites.

6 of 19

1997

Credit: Everett Collection

The Alien: Resurrection star debuted a short crop-the better to showcase her glam red lips and silvery shadow.

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7 of 19

1998

Credit: Tony Barson/WireImage

For the Cannes Film Festival, Ryder transformed her pixie with a soft, dark blond hue.

8 of 19

2000

Credit: Tony Barson/WireImage

She got glam in a single step for the Academy Awards with a plush headband.

9 of 19

2001

Credit: Jim Smeal/WireImage

Ryder switched up her look with long waves. "She has always been cast as the young woman with the pixie, and at this point in her career, she wanted a more adult look," her stylist Philip Carreon of L.A.'s Estilo Salon told InStyle.

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10 of 19

2004

Credit: Lawrence Lucier/FilmMagic

She amped up her amber eyes with smudgy black liner and a swipe of shimmery shadow.

11 of 19

2005

Credit: J. Merritt/FilmMagic

She chose a modern take on a '60s updo for the opening of L.A.'s Marc Jacobs boutique.

12 of 19

2006

Credit: Jason Merritt/FilmMagic

The A Scanner Darkly star wore her chin-length bob in easy curls.

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13 of 19

2008

Credit: Michael Germana/Globe Photos

Her boyish crop featured brow-dusting long fringe.

14 of 19

2009

Credit: Jeff Vespa/WireImage

For the premiere of Star Trek, Ryder sported a space-age sparkling headband.

15 of 19

2010

Credit: Steve Granitz/WireImage

Looking better than ever, Ryder made the scene at a Black Swan screening with a soft, curly updo.

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16 of 19

2012

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Ryder chose a simple ponytail for the premiere of Frankenweenie.

17 of 19

2013

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Ryder opts for soft curls to complement her lob.

18 of 19

2014

Credit: Michael Tran/FilmMagic

The actress debuts long hair, staying true to her brunette roots.

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19 of 19

2015

Credit: George Pimentel/Getty Images

Actress Winona Ryder looked fresh-faced and fabulous with au naturel makeup and loosely done hair as she stepped out at the Experimenter premiere during the Sundance Film Festival in Park City, Utah.  

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