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Sean “Diddy” Combs‘ dating life has come back into the spotlight amid his federal sex trafficking investigation. The father of seven isn’t publicly commenting on the March 25, 2024, home raids, recent arrests, and charges . However, the public is wondering about his inner circle — even ex-girlfriends, such as Jennifer Lopez, who dated Diddy in the late 1990s and early 2000s. The former couple apparently had a rollercoaster relationship, and the “On The Floor” singer’s mother disapproved of their romance. Now, fans are eager to know the real reason behind their 2001 breakup.

Keep reading to learn everything about Jennifer and Diddy’s former relationship.

Why Did Sean ‘Diddy’ Combs and Jennifer Lopez Get Arrested?

Diddy and Jennifer were arrested in December 1999 after they, his bodyguard Anthony “Wolf” Jones and rapper Jamal “Shyne” Barrow got involved in an argument at Club New York, per Forbes. Diddy, Jennifer and Anthony left the club and were chased by police. Authorities found a stolen gun in the car they were driving.

Diddy and Jennifer were subsequently arrested on weapons and bribery charges. However, the charges against Jennifer were promptly dropped, and Diddy was acquitted in 2001.

Why Did Diddy and Jennifer Lopez Break Up?

The “Let’s Get Loud” hitmaker and the “I’ll Be Missing You” rapper broke up in February 2001 once rumors of his infidelity began to circulate. Though he didn’t publicly comment on the speculation, Jennifer opened up about their relationship in the years since their split.

During her interview with Rolling Stone that year, Jennifer revealed that she and her ex-boyfriend (who went by Puff Daddy at the time) had different ways of thinking. While noting that he “loves to go out,” the Bronx native added that she’s more of a homebody.”

In a publication by Daily Mail on October 30, 2024, it was reported that the couple allegedly got into an argument at a 2000 MTV VMAs afterparty in New York City. Photos shared by the outlet indicate that the incident occurred on the same day as allegations surfaced, along with a lawsuit claiming that the rapper had sexually assaulted a young girl in the presence of two unidentified celebrities.

Did Sean Combs Cheat on Jennifer Lopez?

Nearly two years after their split, Jennifer opened up to Vibe in 2003 about the cheating rumors Diddy faced when it came to their romance. While the “On My Way” singer noted that she “never caught him” cheating on her, she still “knew” that he did.

“He’d say he was going to a club for a couple of hours and then never come back that night,” Jennifer told the outlet. “It was the first time I was with someone who wasn’t faithful. I was in this relationship with Puff where I was totally crying, crazy and going nuts, it really took my whole life in a tailspin.”

Did Jennifer Lopez’s Mother Approve of Their Relationship ?

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Following Diddy’s recent detainment amid a sex trafficking investigation, where he was charged with sex trafficking, racketeering, and transportation to engage in prostitution, a 2015 interview with Jennifer Lopez on The Wendy Williams Show has resurfaced on TikTok. In the interview, Wendy Williams mentioned how she “always” saw Jennifer and Diddy rekindling their past relationship. While Jennifer laughed off the comment, her mother, Guadalupe Rodríguez, sitting in the audience, showed her disapproval with a hand motion and appeared to say, “It’s done.”

If you or anyone you know has been sexually abused, call the National Sexual Assault Hotline at 1-800-656-HOPE (4673). A trained staff member will provide confidential, judgment-free support as well as local resources to assist in healing, recovering and more.

If you or someone you know is experiencing domestic violence, please call the National Domestic Violence Hotline at 1-800-799-7233 for confidential support.