Jennifer Lopez and Diddy were everywhere in '99. The breakup was quiet, but what happened between them never really left pop culture conversations Their relationship existed during the Golden era of JLo's Latin Grammys looks throughout the last 20 years 1999 Donatella Versace & Matt Dillon (Met Gala) v.s. 2000 Jennifer Lopez & P Diddy (Grammys) Sweater Dress With Sleeves Banana Republic Factory Jennifer Lopez Versace dress Grammy 2000. With P. Diddy and David Duchovny , ,
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