1
Reg Jones and Britney Spears separated in 1998 after dating for 2 years...
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2
Fred Durst and Britney Spears separated in Nov 2002 after dating for 4 months...
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4
Tony Romo and Jessica Simpson separated in Jul 2009 after dating for 1 year...
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5
Tony Romo and Carrie Underwood separated in Jul 2007 after dating for 7 months...
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