Winona Ryder's Changing Looks

George Pimentel/Getty Images

Start Slideshow

1 of 19

1985

Winona Ryder - Transformation - Beauty - Celebrity Before and After

Seth Poppel/Yearbook Library

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

2 of 19

1985

Getty Images

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

3 of 19

1989

Adam Scull/Globe Photos

She starred in cult classic Heathers rocking a classic bob.

4 of 19

1992

Getty Images

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

5 of 19

1994

Globe Photos

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

6 of 19

1997

Transformation - Winona Ryder - Beauty - Celebrity Before and After

Everett Collection

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

7 of 19

1998

Tony Barson/WireImage

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

8 of 19

2000

Tony Barson/WireImage

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

9 of 19

2001

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.

10 of 19

2004

Lawrence Lucier/FilmMagic

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

11 of 19

2005

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

Jason Merritt/FilmMagic

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

13 of 19

2008

Michael Germana/Globe Photos

Her boyish crop featured brow-dusting long fringe.

14 of 19

2009

Jeff Vespa/WireImage

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

15 of 19

2010

Steve Granitz/WireImage

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

16 of 19

2012

Winona Ryder - Transformation - Hair - Celebrity Before and After

Ryder chose a simple ponytail for the premiere of Frankenweenie.

17 of 19

2013

Rob Kim/Getty Images

Ryder opts for soft curls to complement her lob.

18 of 19

2014

Michael Tran/FilmMagic

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

19 of 19

2015

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.

Replay gallery

Account

More

Winona Ryder's Changing Looks

1 of 19

1985

1 of 19

2 of 19

1985

2 of 19

3 of 19

1989

3 of 19

4 of 19

1992

4 of 19

5 of 19

1994

5 of 19

6 of 19

1997

6 of 19

7 of 19

1998

7 of 19

8 of 19

2000

8 of 19

9 of 19

2001

9 of 19

10 of 19

2004

10 of 19

11 of 19

2005

11 of 19

12 of 19

2006

12 of 19

13 of 19

2008

13 of 19

14 of 19

2009

14 of 19

15 of 19

2010

15 of 19

16 of 19

2012

16 of 19

17 of 19

2013

17 of 19

18 of 19

2014

18 of 19

19 of 19

2015

19 of 19

Share the Gallery

Up Next

Share the Gallery