Diddy Cassie Relationship Timeline

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Cassie, Diddy

Diddy and Cassie’s Relationship Timeline: From Dating to Her Testimony in Hip-Hop Mogul’s Trial

Cassie first met Bad Boy Records mogul Sean “Diddy” Combs at just 19 years old as she was launching her music career. Nearly a decade later, the recording artist spoke out against the alleged violence she experienced while dating her record label-owning ex at his federal sex trafficking trial in May 2025.

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A timeline of Sean 'Diddy' Combs and Cassie's relationship

FOX 11 Los Angeles on MSN · 7d

Diddy and Cassie relationship timeline based on testimony

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Sean ‘Diddy’ Combs and Cassie Ventura: Their complete relationship timeline

The rapper was in an on-again, off-again relationship with Kim Porter at ... Kid Cudi’s car exploded in his driveway,” Cassie’s court documents alleged — which Cudi told the New York ...

Us Weekly on MSN2d

Diddy and Ex Misa Hylton's Relationship Timeline

Sean "Diddy" Combs and Misa Hylton welcomed one child before calling it quits decades ago. Diddy connected with Hylton in the ...

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Diddy’s star-studded dating timeline revealed — inside the rapper’s most talked-about romances from Jennifer Lopez to Cassie Ventura

Diddy, a famous rapper, was arrested in 2024 after serious charges and claims from his ex, Cassie. His past relationships, ...

Diddy and Ex-Girlfriend Misa Hylton’s Relationship Timeline

Sean “Diddy” Combs and Misa Hylton welcomed one child before calling it quits decades ago. Diddy connected with Hylton in the ...

Sean 'Diddy' Combs trial live updates: Cassie Ventura responds to explicit 'freak off' texts in cross-examination

Follow live updates and coverage of Sean "Diddy" Combs' trial in N.Y. as Cassie Ventura will face cross-examination from ...

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