Justin Timberlake’s last serious relationship before going all in with Jessica Biel was with Cameron Diaz, who once pledged not to marry ever, only to eventually get hitched to Benji Madden years later. Was Timberlake unmarryable? Or was Diaz just afraid of commitment when they were a couple?
To give you a refresher, Diaz and Timberlake dated for nearly half a decade before calling it quits, which is lightyears in Hollywood. Engagement speculations even swirled when they were together, but Diaz was very adamant that she had no intentions of walking down the aisle. “I’m a commitment-phobe. Don’t want to do it,” she shared in a “The Ellen DeGeneres Show” appearance (via People). Word on the street is that they broke up because of Timberlake’s rumored involvement with Scarlett Johansson, but their joint statement to People at the time noted that it was a mutual decision. “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 said.
The pair ended up getting married to different people years after breaking up, but their professional compatibility never wavered. They even worked on a couple of projects together, which Diaz said wasn’t weird at all. “It’s great. Justin and I have always had a good laugh together, and to make a movie where we get to have a laugh together, and there really was no one else who was more perfect for this part,” she told Us Weekly of their movie “Bad Teacher.” “He’s clearly talented. We went for the best person for the job, and it just so happened that it was him. And he delivers.”