Brooke Shields and Chris Henchy
In 1999, Chris Henchy and Brooke Shields met through their friends on the Warner Bros. lot. The couple got engaged a year after that. The creator of Funny or Die has been collaborating with Will Ferrell for a long time. He now lives with the actress in New York City with their two girls. The whole family recently showed up on the red carpet when Impractical Jokers: The Movie came out.
Jason Sudeikis and Olivia Wilde
Are you surprised to learn that these two are together? The truth is that Olivia Wilde and Jason Sudeikis have been in a relationship since 2011. They were rarely in the same photograph even though they have two kids. At the onset of 2021, the two of them quietly decided to separate and ended their engagement. It looks like she is currently with Harry Styles! On the other hand, he has been dealing with the breakup by working on new projects. US Weekly says he still hopes to get back together with her.