Winona Ryder's Style Evolution In 39 Stunning Photos

From 90s grunge icon to red carpet queen.

Stranger Things’ propelled Winona Ryder back into the Hollywood limelight this summer, but the actress’ outfits have been a firm staple on fashion blogs ever since the internet discovered Tumblr.

Her roles in cult 80s and 90s movies ‘Beetlejuice’, ‘Heathers’ and ‘Edward Scissorhands’ meant Ryder was still a pop culture icon decades later. Not to mention all those #couplegoals photos from her days with Johnny Depp.

Through the years, the now 44-year old’s style has evolved from 90s grunge to polished red carpet glamour - but that doesn’t mean we’re not still taking tips from her early-fame years (she pretty much invented the whole mum jeans-and-leather jacket combo, y’know).

1
1989
Terry O'Neill via Getty Images
2
1989
Ron Galella, Ltd. via Getty Images
3
1989
Ron Galella via Getty Images
4
1989
Terry O'Neill via Getty Images
5
1990
Barry King via Getty Images
6
1991
Ron Galella via Getty Images
7
1991
Ron Galella, Ltd. via Getty Images
8
1991
Ron Galella, Ltd. via Getty Images
9
1992
Ron Galella, Ltd. via Getty Images
10
1993
Ron Galella, Ltd. via Getty Images
11
1994
Ron Galella, Ltd. via Getty Images
12
1995
S. Granitz via Getty Images
13
1996
Ron Galella, Ltd. via Getty Images
14
1997
Ron Galella, Ltd. via Getty Images
15
1997
Ron Galella, Ltd. via Getty Images
16
1998
Ron Galella, Ltd. via Getty Images
17
1998
Ron Galella, Ltd. via Getty Images
18
1999
Ron Galella, Ltd. via Getty Images
Actress Winona Ryder attends the 'Girl, Interrupted' Hollywood Premiere on December 8, 1999 at Pacific's Cinerama Dome in Hollywood, California. (Photo by Ron Galella, Ltd./WireImage)
19
1999
Ron Galella, Ltd. via Getty Images
20
2000
Ron Galella, Ltd. via Getty Images
21
2000
Ron Galella, Ltd. via Getty Images
22
2001
Jim Smeal via Getty Images
23
2002
Dave Hogan via Getty Images
24
2003
Chris Weeks via Getty Images
25
2004
Theo Wargo via Getty Images
26
2005
SGranitz via Getty Images
27
2006
Jason Merritt via Getty Images
28
2007
Steve Granitz via Getty Images
29
2008
Carlos Alvarez via Getty Images
30
2009
David Miller/ABACA USA
Winona Ryder wearing Marc Jacobs front row during the Marc Jacobs Spring 2009 Collection, held in the New York Armory in New York.
31
2010
Dimitrios Kambouris via Getty Images
32
2011
Gregg DeGuire via Getty Images
33
2012
Joel Ryan/AP
34
2013
Kurt Krieger via Getty Images
35
2014
Jason LaVeris via Getty Images
36
2015
Steven A Henry via Getty Images
37
2015
Edward James via Getty Images
38
2016
Amanda Edwards via Getty Images
39
2016
Jason LaVeris via Getty Images
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