There's Something About Cameron Diaz: Look Back at Her Many Loves

Cameron Diaz surprised us all with her secret wedding to Benji Madden in 2015, but long before the Good Charlotte rocker came along, the actress had a pretty high-profile dating life. Cameron carried on relationships with Matt Dillon, Jared Leto, and Justin Timberlake, and was even rumored to have had an intense makeout session with Sean "Diddy" Combs at the 2012 Golden Globe Awards! Even so, Cameron has admitted that none of her exes compare to Benji and that her marriage with him is "what real commitment and devotion is."

01
Carlos De La Torre
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Carlos De La Torre

Before making it big in Hollywood, Cameron fell hard for the video producer after meeting him at a shoot for LA Gear in 1990: she told People, "I spent the entire day trying to get him to talk to me." The two dated for four years, and in 1994, they split just as her career took off.

02
Matt Dillon
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Matt Dillon

The stars began dating in 1995 and broke up shortly after filming There's Something About Mary in 1998. In 2006, Matt opened up about the split to Parade magazine, saying, "I was dissatisfied with where I was as a man, with my relationships, with my career . . . I thought my career was who I was. It wasn't until later that I discovered I was more than that . . . Cameron was a muse for me."

03
Jared Leto
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Jared Leto

Cameron dated the Thirty Seconds to Mars frontman from 1999 to 2003. Following their breakup, Jared went on to date Scarlett Johansson and Paris Hilton.

04
Justin Timberlake
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Justin Timberlake

Cameron and Justin carried on a relationship from 2003 to 2007 after meeting at the Nickelodeon Kids' Choice Awards. The star even joined the singer on the road when he toured with Christina Aguilera in July 2003, but their romance eventually fizzled out in January 2007. The couple released a joint statement to People, saying, "It has always been our preference not to comment on the status of our relationship, but out of respect for the time we've spent together, we feel compelled to do so now in light of recent speculation and the number of inaccurate stories that are being reported by the media. We have, in fact, ended our romantic relationship, and have done so mutually and as friends, with continued love and respect for one another." Justin and Cameron kept their relationship professional and later reunited to work on Shrek 3 and Bad Teacher.

05
Criss Angel
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Criss Angel

Rumors swirled in 2007 that Cameron and Criss were dating after the two were spotted out together on several occasions in Las Vegas. While the illusionist denied the rumors, during a performance in NYC in June, Criss told the crowd, "I'd like to dedicate this to my girl Trouble, aka Cameron. I love you, baby." That same month, Criss's estranged wife, Joann Sarantakos, sued him for divorce, saying he had an affair with Cameron.

06
Paul Sculfor
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Paul Sculfor

Cameron dated the model for a year in 2008 before calling things off in 2009. The distance reportedly became too much for the couple as Cameron lived in California and Paul was in the UK.

07
Alex Rodriguez
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Alex Rodriguez

The duo had an on-again, off-again romance between 2010 and 2011. Following their split, the former NY Yankees star gushed about Cameron in an interview with The Insider, saying, "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."

08
Sean "Diddy" Combs
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Sean "Diddy" Combs

Cameron and the rapper had a brief fling in 2008. Four years later, Cameron was reportedly seen straddling the music mogul at a post-Golden Globes bash in LA. While her rep denied the makeout, a source told Us Weekly, "Her hair was all crazy, her makeup was smeared, and they made out in front of everyone. She was acting like a teenager!"

09
Benji Madden
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Benji Madden

Cameron began dating the Good Charlotte singer in May 2014, and after six months of dating, the pair got engaged. Their engagement didn't last very long, though, as they tied the knot in January 2015, and told People, "We couldn't be happier to begin our new journey together surrounded by our closest family and friends." While the duo tends to keep their relationship private, every now and then we get a glimpse of their loving union. Benji even got Cameron's name tattooed across his chest. Now if that isn't love, we don't know what is.