Cameron Diaz's Most Iconic Photos, on Her Path from Movie Star to Motherhood

Mar. 15, 2025

01of 24Cameron Diaz’s Early YearsJim Smeal/Ron Galella Collection via Getty ImagesCameron Diaz, 22, was the epitome of “fresh faced” when she attended a promo event for her breakout film,The Mask,in 1994.

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Cameron Diaz’s Early Years

Jim Smeal/Ron Galella Collection via Getty Images

Cameron Diaz, 22, was the epitome of “fresh faced” when she attended a promo event for her breakout film,The Mask,in 1994.

02of 24Cameron Diaz in The MaskDavid Keeler/Getty ImagesDiaz and costar Jim Carrey had the bright idea at the film’s Hollywood premiere.(This whole gallery of photos of Diaz from that time is all the frosted brown lipstick inspiration you need.)

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Cameron Diaz in The Mask

David Keeler/Getty Images

Diaz and costar Jim Carrey had the bright idea at the film’s Hollywood premiere.

(This whole gallery of photos of Diaz from that time is all the frosted brown lipstick inspiration you need.)

03of 24Cameron Diaz at the 1995 OscarsJim Smeal/Ron Galella Collection via GettyHer appearance at the 1995 Oscars also marked the appearance of her seriously iconic blunt bob.

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Cameron Diaz at the 1995 Oscars

Jim Smeal/Ron Galella Collection via Getty

Her appearance at the 1995 Oscars also marked the appearance of her seriously iconic blunt bob.

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Kevin Mazur/WireImage

05of 24Cameron Diaz & Matt DillonRon Galella, Ltd./Ron Galella Collection via Getty ImagesDiaz 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.

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Cameron Diaz & Matt Dillon

Ron Galella, Ltd./Ron Galella Collection via Getty Images

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.

06of 24Cameron Diaz & Julia RobertsKevin Mazur Archive/WireImageNo word on whether Julia Roberts and Diazfought in the bathroomat the 1997 premiere ofMy Best Friend’s Wedding.

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Cameron Diaz & Julia Roberts

Kevin Mazur Archive/WireImage

No word on whether Julia Roberts and Diazfought in the bathroomat the 1997 premiere ofMy Best Friend’s Wedding.

07of 24Cameron Diaz Goes BrunetteThe LIFE Picture Collection/ShutterstockThings took a darker turn — literally and follicularly — for the 1999 premiere ofBeing John Malkovich.

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Cameron Diaz Goes Brunette

The LIFE Picture Collection/Shutterstock

Things took a darker turn — literally and follicularly — for the 1999 premiere ofBeing John Malkovich.

08of 24Cameron Diaz & Julia RobertsJim Smeal/Ron Galella Collection via Getty ImagesWe say a little prayer for cute reunion moments between Diaz and Roberts any time they’re on a red carpet — like the 2000Golden Globes.

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We say a little prayer for cute reunion moments between Diaz and Roberts any time they’re on a red carpet — like the 2000Golden Globes.

09of 24Cameron Diaz in Vanilla SkyGregg DeGuire/WireImagePerhaps no star has loved a formal hat moment more than Diaz (wearing one of her signature chapeaus at the 2001 premiere ofVanilla Sky).

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Cameron Diaz in Vanilla Sky

Gregg DeGuire/WireImage

Perhaps no star has loved a formal hat moment more than Diaz (wearing one of her signature chapeaus at the 2001 premiere ofVanilla Sky).

10of 24Cameron Diaz & Mike MyersJeff Kravitz/FilmMagicYou might not recognize Diaz andShrekcostar Mike Myers (in 2001) out of their ogre suits.

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Cameron Diaz & Mike Myers

Jeff Kravitz/FilmMagic

You might not recognize Diaz andShrekcostar Mike Myers (in 2001) out of their ogre suits.

11of 24Cameron Diaz in The Sweetest ThingScott Gries/Getty ImagesIf the phrase “the cast ofThe Sweetest ThingonTRLin 2002” doesn’t give you intense nostalgia, we don’t what will. (Diaz is seen with costars Selma Blair and Christina Applegate.)

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Cameron Diaz in The Sweetest Thing

Scott Gries/Getty Images

If the phrase “the cast ofThe Sweetest ThingonTRLin 2002” doesn’t give you intense nostalgia, we don’t what will. (Diaz is seen with costars Selma Blair and Christina Applegate.)

12of 24Cameron Diaz at the 2002 OscarsFrank Micelotta/GettyDiazcalls the look she wore to the 2002 Oscars her favorite she’s ever worn— and it came together last minute. Makeup artist Gucci Westman called in a favor to get the Emanuel Ungaro gown when she needed it at the last minute, and she tossed on a $20 turquoise bracelet to finish it off.

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Cameron Diaz at the 2002 Oscars

Frank Micelotta/Getty

Diazcalls the look she wore to the 2002 Oscars her favorite she’s ever worn— and it came together last minute. Makeup artist Gucci Westman called in a favor to get the Emanuel Ungaro gown when she needed it at the last minute, and she tossed on a $20 turquoise bracelet to finish it off.

13of 24Cameron Diaz in Cannes in 2002The actress made a memorable Cannes debut in 2002 forGangs of New York.

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Cameron Diaz in Cannes in 2002

The actress made a memorable Cannes debut in 2002 forGangs of New York.

14of 24Cameron Diaz in Charlie’s AngelsJim Smeal/Ron Galella Collection via Getty ImagesAt the 2003Charlie’s Angels: Full Throttlepremiere, 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.)

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Cameron Diaz in Charlie’s Angels

At the 2003Charlie’s Angels: Full Throttlepremiere, 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.)

15of 24Cameron Diaz with Drew Barrymore & Lucy LiuFrank Micelotta/GettyWe assume this photo from the 2003 Kids' Choice Awards is framed on all of their mantels.

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Cameron Diaz with Drew Barrymore & Lucy Liu

We assume this photo from the 2003 Kids' Choice Awards is framed on all of their mantels.

16of 24Cameron Diaz & Justin TimberlakeLisa Blumenfeld/Getty ImagesCameron Diaz andJustin Timberlakedated from 2003 to 2007, after meeting at the Kids' Choice Awards the year before.

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Cameron Diaz & Justin Timberlake

Lisa Blumenfeld/Getty Images

Cameron Diaz andJustin Timberlakedated from 2003 to 2007, after meeting at the Kids' Choice Awards the year before.

17of 24Cameron Diaz in 2004KMazur/WireImageFun 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.

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Cameron Diaz in 2004

KMazur/WireImage

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.

18of 24Cameron Diaz in The HolidaySnap Stills/REX ShutterstockGratuitousThe Holidaycontent time.

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Cameron Diaz in The Holiday

Snap Stills/REX Shutterstock

GratuitousThe Holidaycontent time.

19of 24Cameron Diaz at the 2007 Met GalaBrian ZAK/Gamma-Rapho via Getty ImagesThe 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.

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Cameron Diaz at the 2007 Met Gala

Brian ZAK/Gamma-Rapho via Getty Images

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.

20of 24Cameron Diaz at the 2010 OscarsAlberto E. Rodriguez/Getty ImagesThe star glittered in a golden Oscar de la Renta gown at the 2010 Oscars.

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Cameron Diaz at the 2010 Oscars

Alberto E. Rodriguez/Getty Images

The star glittered in a golden Oscar de la Renta gown at the 2010 Oscars.

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Cameron Diaz & Jimmy Fallon

Theo Wargo/NBC/Getty Images

22of 24Cameron Diaz in 2014Cameron Diaz Instagram2014’sAnniewould be her last film to date. In recent years, Diaz has been open abouther 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.

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Cameron Diaz in 2014

Cameron Diaz Instagram

2014’sAnniewould be her last film to date. In recent years, Diaz has been open abouther 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.

23of 24Cameron Diaz & Benji MaddenBenji Madden and Cameron Diaz.Donato Sardella/GettyShe’s alsobeen married since Jan. 2015 to Benji Madden(which yes,makes her sisters-in-law with Nicole Richie, married to his brother Joel).They welcomed daughter Raddix in Dec. 2019.

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Cameron Diaz & Benji Madden

Benji Madden and Cameron Diaz.Donato Sardella/Getty

She’s alsobeen married since Jan. 2015 to Benji Madden(which yes,makes her sisters-in-law with Nicole Richie, married to his brother Joel).They welcomed daughter Raddix in Dec. 2019.

24of 24Cameron Diaz & Benji MaddenNoel Vasquez/GC Images"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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Noel Vasquez/GC Images

“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.”

source: people.com