Un-Break Our Hearts: Couples We Hoped Would Last

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  • Common, Erykah Badu
  • Diddy, Kim Porter
  • Kanye West, Alexis Phifer
  • Regina King, Malcolm-Jamal Warner
  • Vanessa Williams, Rick Fox
  • Chili, Usher
  • Russell Simmons, Kimora Lee Simmons
  • Heidi Klum, Seal
  • Shaunie O'Neal, Shaquille O'Neal
  • Jennifer Lopez, Marc Anthony
  • Lil Wayne, Toya Carter

Kanye West and Alexis Phifer

Don't get us wrong, we love seeing Kanye with his self-proclaimed soul mate Kim Kardashian and their beautiful baby North, but sometimes we reminsce over the rapper's humbler days, when he was with former fiancée Alexis Phifer. There's no denying Yeezy was more grounded — though not nearly as entertaining — when he was with the fashion designer, who (as of now, at least), is the person who came closest to becoming Mrs. Yeezy.

(Photo: Thos Robinson/Getty Images for Island Def Jam Records )

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