Cameron Diaz's Changing Looks

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1988

Seth Poppel/Yearbook Library

The teen magazine model was a cheerleader at Long Beach Polytechnic High School.

2 of 22

1995

Steve Granitz/Retna

After her acting debut in The Mask, the fresh-faced star became a Hollywood favorite. "Cameron is a living doll," says makeup artist Tracy Warbin. "When she smiles, it lights up her whole face."

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1996

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The Feeling Minnesota beauty rocked a sleek '60s-inspired bouffant and bold red lips at the ShoWest Convention in Las Vegas.

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1997

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Soon after her scene-stealing role in My Best Friend's Wedding, Diaz debuted edgy crimped locks.

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1998

Jim Smeal/WireImage

The There's Something About Mary lead dressed up her blunt bob for the Academy Awards with a bejeweled clip.

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2000

Janet Gough/CelebrityPhoto

Diaz joined her Charlie's Angels costars at the Oscars with blonder locks and matching bleached brows.

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2002

SGranitz/WireImage

The Gangs of New York actress went gorgeously bohemian with messy waves and minimal makeup.

8 of 22

2005

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The In Her Shoes star tried out bold red lips. "We've played with a spectrum of lip colors," makeup artist Gucci Westman told InStyle. "She has a great mouth for lipstick."

9 of 22

2007

Gilbert Flores/Celebrity

Princess Fiona, beauty icon? The Shrek the Third voice sported darkened locks similar to those of her ogre character. "Cameron's a natural blonde but can pull off brunet hair too," haircolorist Tracey Cunningham told InStyle. "She switches it up."

10 of 22

2009

Kevin Mazur/WireImage

The star of The Box wore an effortless-looking style on the red carpet. Says hairstylist Lona Vigi: "She's always on top of her game. She knows what works without trying hard."

11 of 22

2010

Jeff Vespa/WireImage

For the Academy Awards, Diaz chose high-volume Old Hollywood waves. “She wore such an elegant dress, so we wanted a very 'movie star' moment," says hairstylist Lona Vigi.

12 of 22

2011

Dave Hogan/Getty Images

She promoted Bad Teacher in London with fun lilac lips.

13 of 22

2012

Jeff Vespa/Getty Images for TWC

Diaz showed off her new platinum bob at a Golden Globes after-party. Although the short cut was at first a shock, Diaz told InStyle that she soon warmed up to it: "I thought, No I really like this! It's freeing, and I feel so much lighter."

14 of 22

2012

Dimitrios Kambouris/Getty Images

Diaz changed up her cut for the Costume Institute Gala with an edgy take on a pompadour.

15 of 22

2012

Jeffrey Mayer/WireImage

For the L.A. premiere of What to Expect When You're Expecting, Diaz chose a fresh fuchsia lip color.

16 of 22

2012

Jordan Strauss/Invision/AP

For an L.A. art event, Diaz sported face-framing curved fringe.

17 of 22

2013

Kevin Mazur/WireImage

The actress paired her loose ponytail with neutral makeup at a fashion event in NYC.

18 of 22

2014

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The The Body Book author opted for a low chignon with dramatic, side-sweeping fringe.

19 of 22

2014

Mike Marsland/WireImage

At the premiere of The Other Woman, Diaz showed off sleek, straight strands and a statement lip.

20 of 22

2014

Karwai Tang/WireImage

Looking better than ever 2014 photocall for 'Annie' in London, Diaz styled her hair in loose, natural waves and finished the look with a lush, berry lip color.

21 of 22

2016

Jon Kopaloff/FilmMagic

Keeping her makeup to a minimum, Diaz stepped out at an event in Woodland Hills, Calif., with a fresh-faced glow.

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Cameron Diaz's Changing Looks

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1988

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1995

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1996

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1997

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1998

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2000

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2002

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2005

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2007

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2009

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2010

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2011

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2012

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2012

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2013

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2014

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2016

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