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Diddy Seeks Jury Trial Amid $20 Million Lawsuit While Incarcerated
Instagram/Sean Diddy Combs & Cassie
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Diddy demands jury trial in $20M lawsuit from ex-escort Clayton Howard over alleged years-long encounters with him and Cassie.

AceShowbiz - Sean Diddy Combs remains engaged in a major legal battle despite currently serving time at Fort Dix. The music mogul has officially requested a jury trial in a $20 million lawsuit filed against him by Clayton Howard.

The lawsuit, filed in California federal court, involves allegations from Howard, a former escort, who claims he had multiple sexual encounters over several years with both Diddy and singer Cassie. Court documents reveal that Diddy, along with his companies CeOpco LLC and Bad Boy Entertainment LLC, have formally demanded that the dispute be resolved by a jury.

Howard originally filed the suit in July 2025, stating that his connection to Cassie began through an escort service around 2009. He further alleges that this led to years of paid interactions involving the music executive.

According to the legal complaint, Howard accuses Diddy of using the alias "Frank Black" during some of their encounters. The suit also claims that Cassie employed various pseudonyms to conceal her identity. Howard alleges that Cassie transmitted an STD to him and later became pregnant with his child, only to terminate the pregnancy without informing him.

Outside court proceedings, Howard has publicly discussed the allegations and mentioned plans to attend law school in the future.

Meanwhile, Diddy is appealing a 2025 federal conviction on two Mann Act charges, for which he received a 50-month prison sentence.

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