My Best Friend’s Weddingpremiere (1997)
At Sony Theatres Lincoln Square in New York City.
Diaz cozies up to costar Julia Roberts.
There’s Something About Mary(1998)
The hairstyle she’ll never live down.

Everett Collection
There’s Something About Marypremiere (1998)
A young Diaz and a young Matt Dillon.
Any Given Sundaypremiere (1999)
At the Mann Village Theatre in Los Angeles.
Charlie’s Angels(2000)
Diaz with Drew Barrymore and Lucy Liu.

Jim Smeal/WireImage
Charlie’s Angelspremiere (2000)
At the Mann Chinese Theatre in Los Angeles.
Vanilla Sky(2001)
That’s Tom Cruise, if you couldn’t tell.
Vanilla Skypremiere (2001)
At Grauman’s Chinese Theatre in Los Angeles.

Everett Collection
The Sweetest Thing(2002)
Diaz raises a glass with Selma Blair and Christina Applegate.
The Sweetest Thingpremiere (2002)
The trio don all black on the red carpet.
Gangs of New York(2002)
With Daniel Day-Lewis and his mustache.

Kevin Mazur/WireImage
Gangs of New Yorkpremiere (2002)
Diaz and Leonardo DiCaprio in where else?
What Happens in Vegas(2008)
Diaz and Ashton Kutcher get (drunkenly) married.
What Happens in Vegaspremiere (2008)
Ashton and Cameron take Tokyo.

Kevin Mazur Archive/WireImage
Bad Teacher(2011)
Good actress, bad teacher.
Bad Teacherpremiere (2011)
At the Colosseum at Caesars Palace in Las Vegas.
The Other Woman(2014)
Diaz’s character gets wooed by Nikolaj Coster-Waldau.

Everett Collection
The Other Womanpremiere (2014)
…in London, baby.
Sex Tape(2014)
With costar Jason Segel.
Anniepremiere (2014)
Diaz poses with the P.S.

Steve Granitz/WireImage
153 chorus at the Ziegfeld Theatre in New York.

Everett Collection

Steve Granitz/WireImage

Everett Collection

Jim Smeal/WireImage

Everett Collection

Gregg DeGuire/WireImage

Everett Collection

Jim Spellman/WireImage

Miramax

Kevin Mazur/WireImage

Jude Law and Cameron Diaz in ‘The Holiday’.Everett Collection

C. Uncle/FilmMagic

K.C. Bailey/Fox

Jun Sato/WireImage

Everett Collection

Steven Lawton/FilmMagic

Barry Wetcher/Fox

Dave J Hogan/Getty Images

Claire Folger/Columbia Pictures

Scott Roth/Invision/AP/REX/Shutterstock

Ruven Afanador for EW