3
Jaden Smith and Madison Pettis separated in Aug 2011 after dating for 1 year...
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4
Sofia Richie and Jaden Smith separated in Feb 2013 after dating for 1 month...
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5
Sofia Richie and Justin Bieber separated in Sep 2016 after dating for 2 months...
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6
Justin Bieber and Kendall Jenner separated in Oct 2015 after dating for 9 months...
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7
Harry Styles and Kendall Jenner separated in Feb 2014 after dating for 2 years...
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