Home News Awkward! When Celebrity Exes Have to Work Together

Awkward! When Celebrity Exes Have to Work Together

Working with a former flame is almost always difficult. But can you imagine if you had to act alongside your celebrity ex?

These singers and actors have broken up with a significant other and then had to make amends in order to perform together. Here are some of Hollywood’s biggest stars, and the famous ex they had to remain civil with.

1. Justin Timberlake and Cameron Diaz

Cameron Diaz and Justin Timberlake pose together for a photo.

Cameron Diaz and Justin Timberlake pose together for a photo. Cameron Diaz and Justin Timberlake | Stephen Lovekin/Getty Images

Way back in the early aughts, Justin Timberlake and Cameron Diaz had a thing. The pair dated for a few years before calling it quits in 2007.

Flash-forward to 2011, when they played a couple in the comedy Bad Teacher. But there was apparently nothing to gossip about, with Diaz even calling her ex “a genius comedian.”

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