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    15 Celebrity Couples That Were So Unexpected They Still Keep Me Up At Night

    Here we go!

    When it comes to Hollywood pairings, I don't get surprised by who ends up with who too often. But when it comes to the following couples/former flames, my face always ends up like this:

    1. Olivia Wilde and Harry Styles

    2. Pink and Joey Fatone

    3. Chelsea Handler and 50 Cent

    Special shout out to my favorite ex @50cent (and the only ex-boyfriend I am still asked about in every interview) who gets an extra special shout out in my @hbomax special. Now, everyone will know that you’re one big fat teddybear. Xx

    Twitter: @chelseahandler

    The hip-hop mogul dated the comedian for a few months in 2010. Chelsea still refers to 50 Cent as her "favorite ex."

    4. Cher and Tom Cruise

    5. Ashley Olsen and Lance Armstrong

    6. Michelle Rodriguez and Zac Efron

    7. Madonna and Dennis Rodman

    8. Fergie and Justin Timberlake

    9. Bella Thorne and Scott Disick

    10. Naya Rivera and David Spade

    11. Nicole Kidman and Lenny Kravitz

    12. Carmen Electra and Simon Cowell

    13. Brigitte Nielsen and Flavor Flav

    14. Grimes and Elon Musk

    15. Lastly, Madonna and Tupac

    Is there a celebrity couple that still blows your mind? Tell me about them in the comments below!