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Combs's trial shown intimate messages sent by former girlfriend

The Guardian

|

May 16, 2025

The singer Casandra "Cassie" Ventura, a former girlfriend of Sean "Diddy" Combs and a key witness in the sex-trafficking and racketeering trial of the music mogul, returned to the stand in New York yesterday.

- Anna Betts

Combs's trial shown intimate messages sent by former girlfriend

One of Combs's lawyers, Anna Estevao, spent the first half hour of the defense cross-examination by establishing the love that had once existed between Ventura and Combs.

She asked: "You and Sean Combs were in love for 11 years, right?"

"Yeah," Ventura said. She added: "He was charismatic - big personality, larger than life. The beginning of the relationship was really fast, fast-paced, scary. But the more time I spent with him, his real personality came out - sweet, attentive."

The defense team went on to ask about the sexual sessions that Combs called "freak-offs". "So, to make him happy you told him that you wanted to do freak-offs, right?" Estevao asked.

"No, there's a lot more to that," Ventura said.

The defense cited messages, via text and emails, between Combs and Ventura to depict their relationship.

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