Is Cameron Diaz Single? Find Out Her Relationship Status

Through the 1990s and early 2000s, Cameron Diaz seemed to be everywhere. She was the star of hit films like There’s Something About Mary, A Life Less Ordinary, and The Sweetest Thing, giving her a reputation as the queen of romantic comedies. Perhaps her most famous role was in Charlie’s Angels, a 2000 film that’s going to be remade with a fresh cast of young stars. 

Diaz hasn’t been seen much lately. In fact, the star announced her “retirement” from acting back in 2014. Incidentally, this is the same year that she racked up several “Razzies,” the spoof awards for the worst performances of the year. She received a Razzie for her very last on-screen performance in the remake of Annie

Just what has Diaz been up to in her retirement, and what is her relationship status? Read on to find out. 

Cameron Diaz had several long relationships with major stars 

Cameron Diaz
Cameron Diaz | Stuart C. Wilson/Getty Images

It’s no surprise that someone with such a high celebrity profile would also have some high-profile lovers. At the height of her success, Diaz was dating fellow actor and co-star Matt Dillon. The pair began their relationship in 1995 and ended it shortly after filming There’s Something About Mary together in 1998. 

She was next linked to another famous actor with a similar “bad boy” reputation: Jared Leto. The pair had a relatively long relationship from 1999 until 2003. After that, Diaz started a relationship with the very famous Justin Timberlake. They dated from 2003 to 2007. 

From 2008 to 2009, Diaz was involved with British model Paul Sculfor, but the pair broke up due to the difficulties of navigating a long-distance relationship. 

Cameron Diaz also had some brief flings 

While most of Diaz’s former relationships were long and serious, she is also rumored to have had a brief fling in 2007 with illusionist Criss Angel. Angel dedicated a performance to “Trouble AKA Cameron,” and an affair with Diaz was cited in Angel’s subsequent divorce proceedings. 

Another less-serious relationship was with Yankee’s star Alex Rodriguez. The two had an on-again, off-again situation in 2010 and 2011. In 2008, Diaz had a brief fling with Sean “Diddy” Combs. While reports swirled that they had a hot and heavy make-out session in 2012, her rep denied the allegation.

Cameron Diaz’s acting retirement came with a change in relationship status

In 2014, the same year that Diaz retired from acting, she also began seeing someone new, Good Charlotte singer Benji Madden. Nicole Richie, who is married to Benji’s twin brother Joel Madden, played matchmaker for the pair. After just six months of dating, Diaz and Benji Madden got engaged, and they had a secret wedding at their own home in 2015. Since Diaz has been famously out of the spotlight, fans haven’t gotten to hear much about this relationship. 

The star did do an uncharacteristically open interview recently in which she gushed about the state of her marriage. She said that Madden is “special” and “just a good man.” The duo seems to be enjoying a quiet life out of the spotlight, and Diaz has doubled down on her decision to take an indefinite break from acting. She notes that she has been in the spotlight for more than half of her life and that she needed time to get away from the pressure and figure out what she really wanted. 

The star does drop a few hints that she may be ready to return to the public eye. “I feel it’s OK for me to take time for myself now to reorganize and choose how I want to come [back] into the world. If I decide to,” Diaz remarks.

Perhaps the long break with a good man by her side has given the actor space and time she needs to face fame once again.