20 Famous Friends Who Fell In Love

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Olivia Wilde & Jason Sudeikis

Jason Sudeikis and Olivia Wilde could have skipped the friendship stage if they had just been a little more direct with each other, but a series of misadventures led the future fiancés to beat around the bush as friends for six months before Jason finally got Olivia’s number. Jason thought Olivia was dating someone else when they first met in 2011, but Olivia told Allure she wasn’t and assumed that Jason wasn’t interested when he didn’t get her number. They kept running into each other for half a year, and it wasn’t even Jason who finally took a chance and asked for her number — her best guy friend had to intervene and give Liv’s number to Jason. The pair aren’t married yet (they’ve been engaged for six years), but they do have two kids together.

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