1
Jessica Simpson and Jensen Ackles separated in Dec 1998 after dating for 4 months...
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2
John Mayer and Jessica Simpson separated in May 2007 after dating for 9 months...
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3
Minka Kelly and John Mayer separated in Jan 2008 after dating for 4 months...
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4
Minka Kelly and Wilmer Valderrama separated in Feb 2012 after dating for 4 years...
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5
Wilmer Valderrama and Mandy Moore separated in Feb 2002 after dating for 2 years...
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6
Zach Braff and Mandy Moore separated in Feb 2006 after dating for 1 year...
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