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  2. Here’s a history. Jennifer Lopez arrest. In 1999, Diddy and his then-girlfriend, Lopez, 54, were arrested on weapons and bribery charges. On Dec. 27 of that year, Combs and Lopez — who dated ...

  3. Diddy’s Legal Troubles Detailed in Multiple Documentaries ...

    www.aol.com/entertainment/diddy-legal-troubles...

    Since Sean “Diddy” Combs was arrested in September 2024, multiple documentaries — two in total as of January 2025 — have detailed the allegations against the rapper. The first, Peacock’s ...

  4. Diddy arrest punctuates long history of legal troubles ... - AOL

    www.aol.com/diddy-arrest-punctuates-long-history...

    1999: NYC nightclub shooting involving JLo and Shyne. In perhaps the most alarming Diddy incident of 1999, the rapper was at a Manhattan club with then-girlfriend Jennifer Lopez.Diddy and his ...

  5. A Timeline of Diddy’s Legal Troubles and Accusations: From ...

    www.aol.com/entertainment/timeline-diddy-legal...

    Later that month, news broke that Diddy’s alleged drug mule, Brendan Paul, was arrested for cocaine and marijuana possession. Paul was later charged with one felony count of drug possession.

  6. Diddy and Shyne Barrow’s History Through the Years: 1999 ...

    www.aol.com/entertainment/diddy-shyne-barrow...

    After a weeks-long trial, Diddy was found not guilty of all charges related to the shooting while Shyne was sentenced to 10 years in prison without the eligibility for parole until 2009.

  7. Prosecutors Deny Leaking Diddy and Cassie Assault Video ... - AOL

    www.aol.com/entertainment/prosecutors-deny...

    Diddy and Cassie dated on and off between 2007 and 2018. Five years later, Cassie sued the music mogul in November 2023 for sexual assault and physical abuse that she alleges occurred over a 10 ...

  8. What Is Diddy Accused Of? His Scathing Criminal Charges ... - AOL

    www.aol.com/diddy-accused-scathing-criminal...

    If you or someone you know has been sexually assaulted, please contact the National Sexual Assault Hotline at 1-800-656-HOPE (4673) or go to rainn.org. For more People news, make sure to sign up ...

  9. L.A. District Attorney Can't Charge Diddy for 'Disturbing ...

    www.aol.com/entertainment/l-district-attorney...

    Diddy has not been charged or arrested in connection to a crime. “There was a gross overuse of military-level force as search warrants were executed at Mr. Combs’ residences,” Diddy’s ...