12 Bizarre Celeb Odd Couples

Tila Tequila? Really, Billy Corgan?
Posted Jul 9, 2011 6:08 PM CDT
Lisa Kudrow and Conan O'Brien and 11 More Bizarre Celebrity Odd Couples
Matthew Perry, Matt LeBlanc, Jennifer Aniston, Courteney Cox, David Schwimmer, and Lisa Kudrow are joined by talk show host Conan O'Brien.   (Getty Images)

Sometimes opposites attract ... and when that happens in Tinseltown, it's sure to make headlines. The Frisky rounds up a dozen celebrity odd couples:

  • Lisa Kudrow and Conan O'Brien: The Friends actress recently revealed that she dated the late night host before she hit the big time, but they were better off as friends.
  • Michelle Williams and Jeremy Jackson: The former Baywatch star (and current Celebrity Rehab participant) told Howard Stern he had a fling with Williams, who starred in an episode of Baywatch before being cast on Dawson's Creek.
  • Tila Tequila and Billy Corgan: Smashing Pumpkins fans wept when these two showed up together at an awards show.

  • Christina Applegate and Brad Pitt: This should satisfy Team Jen: Applegate took Pitt to an awards show in 1989 ... then left with another guy.
  • Keanu Reeves and Diane Keaton: See, dating someone 19 years younger isn't just for men!
  • Amanda Bynes and Seth MacFarlane: OK, the Family Guy creator and former child star might be the oddest odd couple on this list. They most likely met when Bynes guest-starred on Family Guy.
Click for the complete list, especially if you're curious about how in the world Cher and Tom Cruise ever got together.

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