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#1 Matthew McConaughey & Janet Jackson
#2 Ashley Olsen and Lance Armstrong,, despite having a 15-year age gap
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#3 Hilary Duff and Joel Madden
#4 Taylor Swift and John Mayer
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#5 Drew Barrymore and Tom Green
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#6 Wilmer Valderrama and Lindsay Lohan
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#7 Ryan Gosling and Sandra Bullock
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#8 Evan Rachel Wood started dating Marilyn Manson in 2007
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#9 Matt Damon and Winona Ryder
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#10 Kim Kardashian and Nick Lachey
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#11 Another odd Kim Kardiashian relationship: her 5 month fling with Nick Cannon
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#12 Ryan Reynolds and Alanis Morissette
#13 Ashton Kutcher and Brittany Murphy
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#14 Rihanna and Shia LaBeouf
