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Caroline and Zach

  • Her: Caroline from The Vampire Diaries
  • Him: Zach from The Crazy Ones
  • Why they'd work: Caroline is in an adventurous phase of her love life now that she's single, and she needs a fun guy who knows how to treat ladies but won't get too attached. As for Zach? He's dated every kind of lady, but we doubt he's gone out with a vampire yet.

Image Sources: The CW and CBS