Cameron Diaz through the years: From The Mask to EW’s My Best Friend’s Wedding reunion

Author : Sam Published: February 07, 2019

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Everett Collection

The Mask (1994)

Her first movie role, opposite Jim Carrey — and Jim Carrey’s mask.

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Jim Smeal/WireImage

The Mask premiere (1994)

At the Samuel Goldwyn Theater in Beverly Hills, Calif.

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Everett Collection

My Best Friend’s Wedding (1997)

If you ask us, Diaz could be crème brûlée or Jell-O.

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Kevin Mazur/WireImage

My Best Friend’s Wedding premiere (1997)

At Sony Theatres Lincoln Square in New York City.

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Kevin Mazur Archive/WireImage

My Best Friend’s Wedding premiere (1997)

Diaz cozies up to costar Julia Roberts.

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Everett Collection

There’s Something About Mary (1998)

The hairstyle she’ll never live down.

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Steve Granitz/WireImage

There’s Something About Mary premiere (1998)

A young Diaz and a young Matt Dillon.

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Everett Collection

Any Given Sunday (1999)

Diaz’s character, football team owner Christina Pagniacci, dresses down Coach Tony D’Amato (Al Pacino).

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Steve Granitz/WireImage

Any Given Sunday premiere (1999)

At the Mann Village Theatre in Los Angeles.

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Everett Collection

Charlie’s Angels (2000)

Diaz with Drew Barrymore and Lucy Liu.

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Jim Smeal/WireImage

Charlie’s Angels premiere (2000)

At the Mann Chinese Theatre in Los Angeles.

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Everett Collection

Vanilla Sky (2001)

That’s Tom Cruise, if you couldn’t tell.

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Gregg DeGuire/WireImage

Vanilla Sky premiere (2001)

At Grauman’s Chinese Theatre in Los Angeles.

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Everett Collection

The Sweetest Thing (2002)

Diaz raises a glass with Selma Blair and Christina Applegate.

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Jim Spellman/WireImage

The Sweetest Thing premiere (2002)

The trio don all black on the red carpet.

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Miramax

Gangs of New York (2002)

With Daniel Day-Lewis and his mustache.

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Kevin Mazur/WireImage

Gangs of New York premiere (2002)

Diaz and Leonardo DiCaprio in — where else? — New York.

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Everett Collection

The Holiday (2006)

What we would all give to have Jude Law look at us that way…

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C. Uncle/FilmMagic

The Holiday premiere (2006)

Cam, Jude, and Kate Winslet in London.

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K.C. Bailey/Fox

What Happens in Vegas (2008)

Diaz and Ashton Kutcher get (drunkenly) married.

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Jun Sato/WireImage

What Happens in Vegas premiere (2008)

Ashton and Cameron take Tokyo.

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Everett Collection

Bad Teacher (2011)

Good actress, bad teacher.

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Steven Lawton/FilmMagic

Bad Teacher premiere (2011)

At the Colosseum at Caesars Palace in Las Vegas.

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Barry Wetcher/Fox

The Other Woman (2014)

Diaz’s character gets wooed by Nikolaj Coster-Waldau.

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Dave J Hogan/Getty Images

The Other Woman premiere (2014)

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Claire Folger/Columbia Pictures

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Scott Roth/Invision/AP/REX/Shutterstock

Annie premiere (2014)

Diaz poses with the P.S. 153 chorus at the Ziegfeld Theatre in New York.

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Ruven Afanador for EW

The My Best Friend’s Wedding EW reunion

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