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Cameron Diaz's Early Years
Cameron Diaz, 22, was the epitome of "fresh faced" when she attended a promo event for her breakout film, The Mask, in 1994.
Cameron Diaz at the 1995 Oscars
Her appearance at the 1995 Oscars also marked the appearance of her seriously iconic blunt bob.
Cameron Diaz at the 1995 MTV Movie Awards
This is the 1995 MTV Movie Awards, which you have definitely already guessed from looking at it.
Cameron Diaz & Matt Dillon
Diaz and Matt Dillon were one of the "It" couples of the '90s; in this 1996 shot, they're hitting all the major style notes from loose chinos to mock turtlenecks.
Cameron Diaz & Julia Roberts
No word on whether Julia Roberts and Diaz fought in the bathroom at the 1997 premiere of My Best Friend's Wedding.
Cameron Diaz Goes Brunette
Things took a darker turn — literally and follicularly — for the 1999 premiere of Being John Malkovich.
Cameron Diaz & Julia Roberts
We say a little prayer for cute reunion moments between Diaz and Roberts any time they're on a red carpet — like the 2000 Golden Globes.
Cameron Diaz in Vanilla Sky
Perhaps no star has loved a formal hat moment more than Diaz (wearing one of her signature chapeaus at the 2001 premiere of Vanilla Sky).
Cameron Diaz & Mike Myers
You might not recognize Diaz and Shrek costar Mike Myers (in 2001) out of their ogre suits.
Cameron Diaz in The Sweetest Thing
If the phrase "the cast of The Sweetest Thing on TRL in 2002" doesn't give you intense nostalgia, we don't what will. (Diaz is seen with costars Selma Blair and Christina Applegate.)
Cameron Diaz in Cannes in 2002
The actress made a memorable Cannes debut in 2002 for Gangs of New York.
Cameron Diaz in Charlie's Angels
At the 2003 Charlie's Angels: Full Throttle premiere, Diaz and costars Lucy Liu and Drew Barrymore decided to go positively angelic in coordinating white looks. (And Diaz ditched her shoes entirely after a snapped heel incident.)
Cameron Diaz with Drew Barrymore & Lucy Liu
We assume this photo from the 2003 Kids' Choice Awards is framed on all of their mantels.
Cameron Diaz in 2004
Fun fact: Diaz and her future husband Benji Madden (pictured with brother and Good Charlotte bandmate Joel, Lance Bass and Beverley Mitchell) first crossed paths at an 'NSYNC-hosted charity basketball tournament in 2004, where Diaz was there on team Timberlake.
Cameron Diaz in The Holiday
Gratuitous The Holiday content time.
Cameron Diaz at the 2007 Met Gala
The star has had many memorable trips up the Met Gala steps, but this magenta Christian Dior Couture with turquoise Fred Leighton jewelry (from 2007) is a perpetual favorite.
Cameron Diaz at the 2010 Oscars
The star glittered in a golden Oscar de la Renta gown at the 2010 Oscars.
Cameron Diaz & Jimmy Fallon
The star dropped by (so to speak) pal Jimmy Fallon's talk show in 2014.
Cameron Diaz in 2014
2014's Annie would be her last film to date. In recent years, Diaz has been open about her pivot away from acting, saying she "wanted to make my life manageable." That means taking on new projects like wellness books and a natural wine brand, Avaline.
Cameron Diaz & Benji Madden
"Now I'm here and this is the most fulfilling thing that I've ever done in my life," Diaz has said about her newfound focus. "[To] have a family and be married and have our little nucleus of a family. It's just completely the best thing."
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