19 Surprising Celebrity Couples Who'll Make You Say "Wait, They Used To Date?!"Skip To ContentHomepageSign InSearch BuzzFeedSearch BuzzFeedlol Badge Feedwin Badge Feedtrending Badge FeedCalifornia residents can opt out of "sales" of personal data.Do Not Sell My Personal Information 2022 BuzzFeed, Inc PressRSSPrivacyConsent PreferencesUser TermsAd ChoicesHelpContactSitemapPosted on 31 Aug 2017 19 Surprising Celebrity Couples Who ll Make You Say Wait They Used To Date Some of these are pretty damn shocking. by Jasmin NaharBuzzFeed StaffFacebookPinterestTwitterMailLink 1 Natalie Portman and Moby Mark Mainz / Getty Images, John Li / Getty Images 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 Valerie Macon / Getty Images 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 Frederick M. Brown / Getty Images, Stephen Lovekin / Getty Images 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 Francois Guillot / AFP / Getty Images They were a couple in the early '00s, having met while filming the movie Murder by Numbers. 5 Lizzy Caplan and Matthew Perry Jemal Countess / Getty Images, Theo Wargo / Getty Images 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 Frank Micelotta / Getty Images 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 Evan Agostini / Getty Images, Paul Hawthorne / Getty Images 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 Pascal Le Segretain / Getty Images, Frazer Harrison / Getty Images 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 Bryan Bedder / Getty Images, Ian Gavan / Getty Images According to Shia, they went on one date in 2007 but "the spark wasn't there". 10 Ashton Kutcher and January Jones Getty Images Yep, waay before she was Betty Draper in Mad Men, January Jones dated Ashton Kutcher! 11 Rashida Jones and Mark Ronson Frederick M. Brown / Getty Images, Jason Merritt / Getty Images 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 Kevin Winter / Getty Images The Canadian couple got engaged in 2004, but called it off in 2007. 13 Bradley Cooper and Renée Zellweger Alberto E. Rodriguez / Getty Images, Jason Merritt / Getty Images They dated for two years but split in 2011. 14 Nick Cannon and Kim Kardashian John M. Heller / Getty Images The couple dated during the mid-'00s and broke up in 2007. 15 Reese Witherspoon and Jake Gyllenhaal Pascal Le Segretain / Getty Images They dated for two years, with the relationship ending in 2009. 16 Keira Knightley and Jamie Dornan Evan Agostini / Getty Images Before he was Christian Grey, he and Keira Knightley dated for two years between 2003 and 2005. 17 Rosario Dawson and Danny Boyle Frederick M. Brown / Getty Images, John Phillips 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 Evan Agostini / Getty Images 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 Charley Gallay / Getty Images, Jason Kempin / Getty Images The couple are thought to have briefly dated in 2007. Share This ArticleFacebook PinterestTwitterMailLink BuzzFeed DailyKeep up with the latest daily buzz with the BuzzFeed Daily newsletter!This site is protected by reCAPTCHA and the Google Privacy Policy and Terms of Service apply.