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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.

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!
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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.

4. Ryan Gosling and Sandra Bullock.

They were a couple in the early '00s, having met while filming the movie Murder by Numbers.
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They were a couple in the early '00s, having met while filming the movie Murder by Numbers.

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.

6. Fergie and Justin Timberlake.

Fergie confirmed to Cosmpolitan that they did date, saying it wasn't serious and he was "Mr Right Now."
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Fergie confirmed to Cosmpolitan that they did date, saying it wasn't serious and he was "Mr Right Now."

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".

10. Ashton Kutcher and January Jones.

Yep, waay before she was Betty Draper in Mad Men, January Jones dated Ashton Kutcher!
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Yep, waay before she was Betty Draper in Mad Men, January Jones dated Ashton Kutcher!

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."

12. Ryan Reynolds and Alanis Morissette.

The Canadian couple got engaged in 2004, but called it off in 2007.
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The Canadian couple got engaged in 2004, but called it off in 2007.

13. Bradley Cooper and Renée Zellweger.

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They dated for two years but split in 2011.

14. Nick Cannon and Kim Kardashian.

The couple dated during the mid-'00s and broke up in 2007.
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The couple dated during the mid-'00s and broke up in 2007.

15. Reese Witherspoon and Jake Gyllenhaal.

They dated for two years, with the relationship ending in 2009.
Pascal Le Segretain / Getty Images

They dated for two years, with the relationship ending in 2009.

16. Keira Knightley and Jamie Dornan.

Before he was Christian Grey, he and Keira Knightley dated for two years between 2003 and 2005.
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Before he was Christian Grey, he and Keira Knightley dated for two years between 2003 and 2005.

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."

18. Emily Blunt and Michael Bublé.

It seems like Emily Blunt and John Krasinski have been together forever, but she was previously dating Michael Bublé between 2005 and 2008.
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It seems like Emily Blunt and John Krasinski have been together forever, but she was previously dating Michael Bublé between 2005 and 2008.

19. Ashley Olsen and Lance Armstrong.

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The couple are thought to have briefly dated in 2007.