Why Diddy And Jennifer Lopez Couldn't Make It Work

In 1999, Sean "Diddy" Combs and Jennifer Lopez started dating, and they would be the first to admit that period of time was, uh, eventful. On a 2019 episode of CBS Sunday Morning, Lopez called her years with Diddy a "kind of crazy, tumultuous relationship that ended in, like, a bang, let's say." This was reminiscent of what she said about their romance in a 2003 interview with Vibe: "I was in this relationship with Puff where I was totally crying, crazy and going nuts, and it really took my life in a whole tailspin."

Regardless, Lopez does not regret their years together. In the aforementioned CBS Sunday Morning interview, she said she believes her relationship with Diddy "was necessary." She continued, "He was meant to be in my life at that moment to teach me what I needed to know about the music business, about what kind of artist I wanted to be in the music industry."

After under two years, the piping hot A-list couple cooled off — and Diddy made the announcement on Valentine's Day 2001. According to ABC News, his publicist stated, "Mr. Combs confirmed that he and his love, Jennifer Lopez, have, in fact, broken up." The statement went on to say that Diddy "wanted to put all the rumors surrounding their relationship to rest." The Puffy and J.Lo era was officially done. 

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