Bei/Shutterstock

There’s Something About Cameron Diaz! See the Actress’ Transformation Over the Years

News

Jan 3, 2020 1:00 pm·

By Melissa Copelton

Picture

Bachelor's Rachael Kirkconnell Drama: Bullying, Racism and More

Inside 'Bachelor' Contestant Rachael Kirkconnell's Social Media Scandal

The Weeknd's Extreme New Plastic Surgery Look, Explained

Going to the Chapel? Bachelorette Tayshia Adams Reveals When She and Fiance Zac Clark Will Get Married

Bling, Bling! See Bachelor Nation Engagement Rings Ranked by Carat Size

Dustin Diamond, Octomom and More Celebs You Didn't Know Became Porn Stars

Matt James' 'Bachelor' Bracket for Season 25: Printable

Who Went Home on 'The Bachelor' This Week After Fantasy Suite Dates?

When it comes to iconic actresses in Hollywood, Cameron Diaz most definitely tops the list. That said, the A-lister has changed quite a bit since coming onto the scene in the mid-‘90s. With that, we decided to put together her complete transformation over the years! Scroll through the gallery below to see all of the photos.

1 of 25

1994

It all started in 1994, when Cameron played uber bombshell Tina Carlyle in The Mask alongside Jim Carrey. Between her killer acting chops and raw sex appeal, she instantly became a star.

2 of 25

1995

After appearing in The Mask, she went on to land a number of roles in the ‘90s. Some of the more notable ones include She’s the One, Head Above Water and My Best Friend’s Wedding.

3 of 25

1996

Of course, Julia Roberts was the leading role in My Best Friend’s Wedding, but Cameron would eventually become just as famous as her.

4 of 25

1997

Enter: There’s Something About Mary in 1998. If you haven’t seen it, there was a certain, er, hair gel scene with costar Ben Stiller that pretty much solidified Cameron’s spot in Hollywood for life.

5 of 25

Cameron Diaz wearing a grey dress and red scarf

1998

Once again, it wasn’t difficult for Cameron to land roles after that. However, it wasn’t until 2000 that she snagged her next big break — Charlie’s Angels.

6 of 25

1999

Costarring alongside Drew Barrymore and Lucy Liu, Cameron played the role of Natalie Cook. The three women ultimately became badass role models to little girls everywhere and TBH, we still watch it to this day.

7 of 25

Cameron Diaz wearing a black low-cut jumpsuit

2000

Cameron would go on to appear in Charlie’s Angels: Full Throttle in 2003.

8 of 25

Cameron Diaz wearing a strapless striped top and white skirt

2001

Ironically enough, one of Cameron’s biggest roles to date doesn’t even include her face. That’s right, y’all, we’re talking about her voiceover work as Princess Fiona in Shrek!

9 of 25

Cameron Diaz wearing all black and a blue fedora

2002

Between movies like There’s Something About Mary and later, The Sweetest Thing, Cameron became more known as a comedic actress. However, in 2002, she landed a part in Gangs of New York alongside Leonardo DiCaprio and Daniel Day-Lewis.

10 of 25

Cameron Diaz wearing an off-the-shoulder black dress

2003

Her portrayal of Jenny Everdean in the film was so incredible that she was nominated for the Golden Globe for Best Supporting Actress in a Motion Picture that year.

11 of 25

Cameron Diaz wearing a nude top and multicolored skirt

2004

Cameron was also nominated for the same award for both Being John Malkovich and Vanilla Sky.

12 of 25

Cameron Diaz wearing a black low-cut shirt

2005

Now that we’ve discussed some career highlights, let’s talk about Cameron’s personal life, shall we?

13 of 25

Cameron Diaz with brown hair posing in a black dress

2006

By “personal life,” we obviously mean love life. Unsurprisingly, Cameron has dated quite a few hotties over the years. From 1999 to 2003, she and Jared Leto had a thing. They were a pretty low-key couple, but looked gorgeous together, nonetheless.

14 of 25

Cameron Diaz posing in a slinky black dress with white accents

2007

Speaking of gorgeous, shortly after Jared, Cameron dated boyband heartthrob Justin Timberlake. They actually stayed together for four years! That’s pretty impressive by Hollywood’s standards.

15 of 25

Cameron Diaz posing in a floral white dress with a red sweater wrapped around her shoulders

2008

Fun fact: Justin and Cameron met after she presented him with the award for Best Burp at the 2003 Nickelodeon Kids’ Choice Awards. Romantic, huh?

16 of 25

2009

Cameron’s next notable boy was Alex Rodriguez from 2010 to 2011. Despite not being able to make things work romantically, A-Rod said in a 2012 interview that Cameron is “probably one of the greatest human beings” he’s ever met.

17 of 25

Cameron Diaz waving in a leather jacket, pink shirt and black pants

2010

Three years after dating the former MLB star, Cameron married Benji Madden of the Good Charlotte fame. Ahem, “Lifestyles of the Rich & Famous” will always be a bop.

18 of 25

Cameron Diaz wearing a tight beige dress with no straps

2011

On January 3, 2020, the pair announced the birth of their first child, Raddix Madden, on Instagram: “She has instantly captured our hearts and completed our family. While we are also overjoyed to share this news, we also feel a strong instinct to protect our little one’s privacy. So, we won’t be posting pictures or sharing any more details, other than the fact that she is really, really cute!! Some would even say RAD.”

19 of 25

Cameron Diaz wearing a strapless black dress

2012

It’s rare that Cameron appears in public — including on the big screen. That said, in August 2019, a source revealed to Us Weekly that she’s “very fulfilled in her life” without acting.

20 of 25

Cameron Diaz wearing a tight red dress and heels

2013

The insider noted that Cameron’s latest passion is cooking: “She’s always coming up with new recipes and loves sharing food with the people around her.”

21 of 25

Cameron Diaz wearing a black dress with white collar

2014

After decades in the movie business, we’re happy to see that Cameron is enjoying the fruits of her labor.

22 of 25

2015

“She feels she spent so many years working a grueling schedule,” the source continued. “She just wants to have a slow pace and normal routine now. She’s loving this time in her life.”

23 of 25

Cameron Diaz wearing a grey sweater and holding up her book in 2016

2016/2017

As much as we’d love to see more photos of Cameron and her hubby, we did get to hear all about their idyllic relationship in an August InStyle interview.

24 of 25

2018

“My husband’s the best,” she gushed. “He’s the greatest human being, and he’s my great partner. I don’t know if I was ready [when I got married], but I knew Benji was special. He’s just a good man. There’s no bulls–t. It’s really refreshing. I’m really grateful for him.”

25 of 25

Lucy Liu, Drew Barrymore, Demi Moore and Cameron Diaz posing in front of the Charlie's Angels Hollywood Star

2019

How sweet! Keep living your very best life, Cameron. We hope to see you act again one day, but if not, we have plenty of your old movies to enjoy.

Exclusives