Random Celeb Couples Who Had To Work Together After Breaking Up (13 items)

• 

  (#4) Kourtney Kardashian

  • 39

  In 2006, Kourtney Kardashian and Scott Disick began dating, and their tumultuous relationship became a focal point of the Kardashian's reality television empire. The relationship produced three children and lasted until 2015. But the demands of reality TV wait for no one, and Kourtney and Scott still had to appear together on Keeping Up with the Kardashians. Disick later said:

  We never had any negativity between us and we made a very smooth transition into the way we live, and luckily, thank God, we're able to see one another and still be with our children and, knock on wood, that we have that. Thank God we have that and everyone is somewhat happy and it seems to work. It's not broke, so don't fix it.
• 

  (#12) Sean Penn

  • 58

  You'd be forgiven if you've forgotten about that hot minute when Charlize Theron and Sean Penn dated. OK, it was more than a minute--18 months, to be exact. In 2014, they even announced their engagement, but the two broke up the following summer. They had completed the movie The Last Face, in which Penn directed Theron, though the movie had not yet been released. The former couple still had to make all the publicity rounds together after The Last Face hit theaters. Despite rumors of tension between the two, Theron insisted things were actually quite simple. "We were in a relationship and then it didn’t work anymore. And we both decided to separate," she said. "That’s it."
• 

  (#13) Liev Schreiber

  • 51

  Naomi Watts and Liev Schreiber were the kind of rare, low-key Hollywood couple that one assumed just might be a success story among all the failed marriages of Tinseltown. But, alas, it wasn't to be. They split up in 2017 after two kids and 11 years together. But the two have remained close friends--so close, in fact, that they even made a new movie together. Schreiber called working with his ex, "a treat."
• 

  (#5) Jennifer Lopez

  • 49

  At one time, Jennifer Lopez and Marc Anthony were the First Couple of Pop Music. The two began dating in early 2004 and were married that summer. In 2008, they had twins. Just a few years later, the marriage was on the rocks, and JLo and Anthony divorced in 2014. That doesn't mean, however, that the two stopped working with one another. They've made new music together, appeared onstage side by side, and are committed to being cooperative and supportive co-parents. On continuing to work together, Lopez said:

  It actually kind of repaired certain parts of our relationship that had been fractured from our marriage and our divorce and it kind of made us friends again. Because when we first started working together, it’s how we met…we met working. And so we remembered that, like, oh right, we connect on this level of music.
• 

  (#6) Shia LaBeouf

  • 32

  In 2007, Megan Fox and Shia LaBeouf met on the set of Transformers, and the two briefly dated. The relationship didn't last long, but the Transformers franchise definitely has. As a result, the two had to work together on another Transformers movie in 2009. It's still unclear if Fox was involved with future husband Brian Austin Green at the time of her dalliance with LaBeouf. Later, looking back on his relationship with Fox, LaBeouf said, "I never understood the separation of work and life in that situation. But the time I spent with Megan was our own thing, and I think you can see the chemistry onscreen."
• 

  (#8) Blake Lively

  • 31

  Gossip Girl costars Blake Lively and Penn Badgley dated in real life throughout the show's first couple of seasons. But after they broke up in 2010, the two remained committed to keeping their personal lives separate from their professional lives. They went on working together on Gossip Girl until the end of the series. Their commitment to keeping a distinct line between the private and the professional was so strong that even their Gossip Girl colleagues didn't know they had broken up. "The shocking thing was, I found out on the set of the Season Two finale that Blake and Penn had broken up months before,” the show's co-producer and writer, Joshua Safran, said.

  They kept the breakup hidden from the crew, which you could never do now. I don’t even know how they did it. They kept it from everybody, which is a testament to how good they are as actors. Because they did not want their personal drama to relate to the show.

New Random Displays    Display All By Ranking