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19 Surprising Celebrity Couples Who'll Make You Say "Wait, They Used To Date?!"

Some of these are pretty damn shocking.

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1. Natalie Portman and Moby.

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Natalie Portman and Moby briefly dated in 2001, and he said he faced "nerd wrath" as a result of it.

2. Paris Hilton and Benji Madden.

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The couple dated for nine months in 2008. A little fun fact: Paris's The Simple Life co-star Nicole Richie is married to Benji Madden's twin brother!

3. Aubrey Plaza and Michael Cera.

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Aubrey Plaza revealed on a podcast with RuPaul that she dated Michael Cera for "a year and a half", after they met filming Scott Pilgrim Vs. The World.

5. Lizzy Caplan and Matthew Perry.

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Yep, Janis Ian from Mean Girls and Chandler from Friends were an item for YEARS, but they split up in 2012.

7. Scarlett Johansson and Jack Antonoff.

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Jack Antonoff, guitarist in the band Fun and now dating Lena Dunham, used to date Scarlett and they even went to prom together as teenagers.

8. Blake Lively and Leonardo DiCaprio

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Blake dated Leo in 2011, and used to send him doll photos when she was filming Gossip Girl and the movie Savages.

9. Rihanna and Shia LaBeouf.

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According to Shia, they went on one date in 2007 but "the spark wasn't there".

11. Rashida Jones and Mark Ronson.

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The pair were engaged in 2003 and called it off the next year. In an interview with Elle in 2011, she said: "We were too young to be engaged and we both were very nervous about it."

13. Bradley Cooper and Renée Zellweger.

17. Rosario Dawson and Danny Boyle.

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The couple were very low-key about it, but in 2013 Rosario revealed they had broken up, adding "we dated longer than people think we did."

19. Ashley Olsen and Lance Armstrong.

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