Cameron Diaz has had a series of high-profile relationships throughout her life, and over the years, she’s become quite open about the ups and downs of love and heartbreak. One of the most controversial statements she made was regarding the inevitability of infidelity, where she claimed, “Everyone gets cheated on at some point.” This comment took many by surprise, but Cameron stood by it, explaining that there is often a moment in everyone’s life where they feel betrayed. According to her, betrayal is a universal experience, and while it may be difficult, it is part of the human condition.

Before becoming the household name we know today, Cameron was romantically involved with a man named Carlos D. Lor. He was a video producer whom she met during a photo shoot for LA Gear in the early ’90s, a time before her breakthrough role in The Mask (1994). Cameron admitted that she was infatuated with Carlos, spending an entire day trying to meet and talk with him. Their relationship lasted for a few years until 1994, when Cameron’s acting career took off, and they eventually parted ways. Cameron would later speak about how, during that time, she was nervous about landing roles and feeling uncertain about her career, but Carlos was a supportive figure, helping boost her confidence.

After Carlos, she briefly dated actor Matt Dillon in 1995. The two were cast together in the film There’s Something About Mary (1998), and many speculated that their off-screen chemistry led to their romance. As is often the case in Hollywood, the relationship ended after the film’s promotional run, and Matt later admitted that he was struggling with his own identity, career, and relationships at the time, and that Cameron had been a muse for him.

However, one of Cameron’s most notable relationships was with Jared Leto. Their romance, which began in 1999, was highly private, with both stars trying to keep it under wraps. Despite their efforts, they were frequently the subject of tabloids. Cameron was reportedly very protective of this relationship, which was her first attempt to keep her romantic life out of the public eye. Rumors about their engagement surfaced, though neither confirmed or denied it. Eventually, they broke up in 2003, but Jared went on to date other famous figures, including Scarlett Johansson and Paris Hilton. He later explained that his obsession with his own career and goals made it difficult for him to commit to anyone long-term.

Following Jared, Cameron had a brief fling with Robbie Williams, the British singer, though their relationship was never confirmed. The tabloids had a field day with their rumored romance, especially after they were seen together in Los Angeles. Cameron’s relationship with Robbie quickly fizzled, and he eventually married actress Ida Field.

Cameron’s most publicized romance was with *NSYNC’s Justin Timberlake. The two began dating in 2003 after meeting at the Nickelodeon Kids’ Choice Awards, and their relationship became one of the most talked-about in Hollywood. They were frequently seen together, with Cameron even joining Justin on tour. Their split in 2007 came as a shock to many, especially since they seemed like the perfect couple. However, they remained friends after the breakup, and their amicable split was a stark contrast to Justin’s more dramatic breakup with Britney Spears. Cameron spoke in interviews about how, despite the breakup, they still cared for one another and wished each other happiness. They even worked together on two films, Shrek the Third and Bad Teacher.

In 2006, Cameron was linked to British actor Jude Law, whom she starred with in the romantic comedy The Holiday. There were rumors of a brief romance between them, fueled by their on-screen chemistry. However, the relationship didn’t last long, and reports later emerged suggesting that their connection was more of a friendly one rather than a romantic one. Despite this, they remained close friends, and Jude even introduced Cameron to his children at one point. While their chemistry on-screen was undeniable, their off-screen relationship didn’t last.

Around the same time, rumors swirled about Cameron’s involvement with pro surfer Kelly Slater. The two were frequently seen together in Hawaii after Cameron’s breakup with Justin Timberlake, sparking rumors that they were dating. However, Kelly denied the relationship, claiming they were just friends. The timing of their encounters made it clear that Kelly may have been more of a rebound for Cameron, helping her cope with her breakup.

Another brief relationship that Cameron had was with magician Chris Angel in 2007. While the pair denied being romantically involved, rumors persisted, especially after Chris publicly dedicated a performance to “his girl, trouble,” which many speculated was a reference to Cameron. Their relationship became even more controversial when Chris was sued by his estranged wife, who accused him of having an affair with Cameron. Despite the drama, Cameron quickly moved on from Chris, and their relationship didn’t go far.

In 2008, Cameron was briefly involved with British model Paul Sculfor. Their relationship was more serious than some of her others, and the two were often seen in public, cuddling and kissing. However, despite their closeness, the relationship ended in 2009. Distance played a significant role in their breakup, as Paul was struggling with his career in the U.S., and Cameron didn’t want to relocate to the UK. Still, the short-lived romance generated a lot of media attention.

There were also whispers of a romance between Cameron and actor Keanu Reeves after they worked together on the film The Private Lives of Pippa Lee in 2009. They were seen holding hands and having dinner together, and rumors persisted, though neither confirmed the relationship. Their brief connection, though unconfirmed, became a topic of fascination for fans and tabloids alike.

After all these high-profile relationships, Cameron eventually found happiness with Benji Madden, the guitarist from Good Charlotte. The two began dating in 2014 and tied the knot shortly after, with Cameron often speaking about how she had finally found the right person. Benji, who had previously been linked to other stars, became Cameron’s rock, and they now have children together.

Cameron Diaz’s dating history reflects the complicated nature of celebrity relationships—full of intense media scrutiny, fleeting romances, and moments of personal growth. From Hollywood heartthrobs to musicians and athletes, Cameron has experienced the highs and lows of love and heartbreak, but ultimately found happiness with Benji Madden, proving that sometimes, the best relationships come when you least expect them.