Sean “Diddy” Combs and Jennifer Lopez dated from 1999 to 2001. See photos from their past romance.
Sean “Diddy” Combs and Jennifer Lopez were one of the most iconic couples of the late ’90s and early 2000s, with their romance and fashion becoming a defining pop culture moment. After two years of dating, they ultimately decided to part ways in 2001, sparking rumors that infidelity was the cause. In a 2003 interview with Vibe, the 55-year-old singer revealed that while she “never caught” the 54-year-old cheating, she “knew” he did. “He’d say he was going to a club for a couple of hours and then never come back that night,” the “On The Floor” hitmaker shared.
Scroll through our gallery to see photos from Diddy and Jennifer’s romance.
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Jennifer Lopez & Diddy
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Diddy and Jennifer Lopez couple up at the 2000 Grammy Awards.
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Jennifer Lopez & Diddy
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Jennifer Lopez & Diddy walk hand in hand down the red carpet at the Grammys.
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Jennifer Lopez & Diddy
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Jennifer Lopez & Diddy attend the opening of the Conga Room as a couple in 1998.
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Jennifer Lopez & Diddy
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Jennifer Lopez & Diddy attend the Conga Room opening party in 1998.
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Jennifer Lopez & Diddy
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Jennifer Lopez & Diddy attend the MTV Video Music Awards in 1999.
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More AboutJennifer Lopez
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Jennifer Lopez & Diddy
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Jennifer Lopez & Diddy hold hands while returning to their hotel following an after-party.
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Jennifer Lopez & Diddy
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Jennifer Lopez & Diddy hang with Mario Testino at a party
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