1
Rihanna and Ryan Phillippe separated in Apr 2012 after dating for 4 months...
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2
Rihanna and Justin Timberlake were rumored to be separated in Sep 2009 after dating for 4 months...
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3
Olivia Wilde and Justin Timberlake were rumored to be separated in May 2011 after dating for 1 month...
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4
Harry Styles and Olivia Wilde separated in Nov 2022 after dating for 1 year...
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