WEIRDEST WORKIES

These people really dated and it deserves our attention
  1. January Jones and Josh Groban
    Dated from 2003-2006. Pic says it all.
  2. Mila Kunis and Macaulay Culkin
    Together from 2004-2011!!!!
  3. Bethenny Frankel and Eric Stonestreet
    Currently dating?
  4. Ryan Reynolds and Alanis Morrissette
    After she wrote "You Oughta Know" about Dave Coulier. Together from 2002-2007, I think they were engaged?
  5. Matthew McConaughey and Janet Jackson
    Had a brief fling in 2002
  6. Matthew Perry and Lizzy Caplan
    Dated 2006-2013. I still ship this.
  7. George Clooney and Talia Balsam aka Mona Sterling from "Mad Men"
    MARRIED from 1989-1993!! She then IRL married John Slattery in 1998 👍🏻👍🏻👍🏻
  8. Kim Kardashian and Nick Lachey
    This is when we first heard of Kim Kardashian! They dated right after his divorce from Jessica Simpson. Iconic.
  9. Simon Cowell and Carmen Electra
    Allegedly happened.
  10. Natalie Portman and Moby
    Dated in 2001
  11. Kimberly Stewart and Benecio Del Toro
    Had a fling in 2011. Oh and they have a child together.
  12. Kristen Bell and Matthew Morrison
    Dated in college. This one is so unfortunate.
  13. Naomi Campbell and Robert De Niro
    Dated in the early 90s
  14. Barbara Streisand and Andre Agassi
    Dated in the early 90s. She was 28 years his senior. Like a boss. In his book he said "Dating Barbara Streisand is like wearing Hot Lava."
  15. Glenn Close and Woody Harrelson
    Also dated in the early 90s. It was a magical time.
  16. Jennifer Aniston and Adam Duritz
    Less magical couple from the early 90s. Dated for a week. He then dated Courteney Cox in 1995. Also so unfortunate.
  17. Adam Duritz and Emmy Rossum
    Dated from 2009-2010. What is his deal?!?!?
  18. Courteney Cox and Michael Keaton
    Back to the early 90s magic. Dated from 1989-1995. She called it the most important relationship she's ever had.
  19. Renee Zellweger and everyone
    The queen of weird workies. Jack White, Bradley Cooper, John Krasinski, married Kenny Chesney that time.