Actress Cameron Diaz and musician husband Benji Madden, whom she wed in 2015, live a happy married life together. The actress said in an interview that she is so grateful to be able to be a mother, and Madden added that they are very excited about the new chapter of their lives. The couple welcomed their first child together in 2019, a daughter named Raddix.

However, before marrying the musician, the actress was linked to several of Hollywood’s most attractive men, and when she spoke about sharing her life with her now-husband in 2020, some fans decided to look into her dating history out of curiosity to find out who she had dated previously. Let’s find out.

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Cameron Diaz and Benji Madden
Cameron Diaz and Benji Madden

Cameron Diaz’s A-list dating history

Actress Cameron Diaz, who appeared in a breakthrough role opposite Jim Carrey in 1994’s The Mask was dating a video producer, Carlos De Le Torre, after she met him for a photo shoot in 1990. The couple separated in 1994 and the actress moved on to dating Matt Dillon in 1995.

The duo, who were paired up in a comedy movie titled; There’s Something About Mary, decided to go their separate ways shortly after they wrapped up the filming of the movie. Dillion at the time said that he was dissatisfied with where he was as a man, his relationship, and his career, adding that Diaz was a muse for him.

Cameron Diaz and Jared Leto
Cameron Diaz and Jared Leto

Jared Leto

Charlie’s Angles actress and Suicide Squad actor Jared Leto reportedly dated from 1999 to 2003 and if reports are to be believed, they were engaged at one point in their relationship, but eventually called it quits.

Justin Timberlake

Cameron Diaz moved on from 30 Seconds to Summer singer to NSYNC musician Justin Timberlake in 2003 after they met at the Nickelodeon Kids’ Choice Awards. The duo ended their relationship in 2007 and shared a public statement that read,

“We have, in fact, ended our romantic relationship, and have done so mutually and as friends, with continued love and respect for one another.” They remain friends and have worked on a couple of projects together.

Cameron Diaz and Justin Timberlake
Cameron Diaz and Justin Timberlake

Criss Angel

Even though the couple has denied being together, the Bad Teacher actress moved on from Britney Spears’ ex to the very popular and successful magician and illusionist Criss Angel.

It was reported that during one of his shows, the magician gave a shout-out to the actress; “I’d like to dedicate this to my girl Trouble, aka Cameron. I love you, baby”, but neither of the two ever accepted their relationship, but Angel was sued by his estranged wife, who claimed that the duo had an affair.

Sean ‘Diddy’ Combs

Sean ‘Diddy’ Combs was next in the line as the duo went on to date from 2008 to 2012 and the musician had admitted that it was the actress who got away.

Cameron Diaz, Sean 'Diddy' Combs and Alex Rodriguez
Cameron Diaz, Sean ‘Diddy’ Combs and Alex Rodriguez

Paul Sculfor

According to various reports, Cameron Diaz for a briefly time dated British model Paul Sculfor, but their relationship ran out of its course as the pair couldn’t figure out the living situation that worked the best for them. A source at the time said, “Paul and Cam were really into each other and even marriage wasn’t out of the question. But Paul wasn’t getting much modeling work in the States.”

Alex Rodriguez

The actress had a brief but high-profile relationship with New York Yankees’ former player Alex Rodriguez between 2010-2011. During an interview with The Insider in 2012, Rodriguez shared, “I don’t like talking about my relationships. But I will tell you about CD: She’s probably one of the greatest human beings I’ve ever met and just an amazing light.” 

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Cameron Diaz
Cameron Diaz has no regrets

However, neither of the two ever admitted to dating each other at the time. The actress, during an interview with InStyle back in 2012 mentioned that she has no regrets when it comes to her relationships.

She said, “I would never have guessed that I would end up dating any of the guys I’ve dated — never! I would rather have my heart broken a thousand times than never love at all. I have so much love to give — I’m not empty of love, I’m full of love.”

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Cameron Diaz’s happy ending with Benji Madden

Diaz started dating Benji Madden after she met him through his sister-in-law Nicole Richie and after dating for seven months, the couple got married in 2015 in an intimate ceremony at her Beverly Hills home.

The actress shared at the time to Cosmopolitan when asked about Madden,

“You have to find someone in the same place as you are. Timing is everything. If you get into a relationship where you want something the guy doesn’t want, it’s never gonna work. You’re never going to get him to be in that place. No matter how old you are, finding the guy who’s in the same place as you are and wants to show up is the only way a relationship works, period.”

Cameron Diaz and Benji Madden
Cameron Diaz and Benji Madden got married in 2015

Cameron Diaz said in an interview that since the time she settled down with her now husband, she forgot about her past relationship stating that no one compares to him. Madden on his part has said that his wife and daughter fill him up with so much gratitude that he feels so lucky.

Source: ET 

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