Photo Credit: Casandra Fine’s Instagram (Cassie)
Singer Cassie, who dated Sean “Diddy” Combs for roughly a decade, testified against the music mogul as the prosecution’s star witness in the federal sex trafficking case against him. The 38-year-old told jurors a harrowing account of her relationship with Combs, involving weekly drug-fueled sex parties he orchestrated — while Diddy’s attorneys pointed to a risqué-but-consensual affair.
Casandra Ventura (now Fine), said she took part in her first “Freak Off” in Los Angeles when she was 22, alongside Combs and a paid male escort. She explained that Combs choreographed every detail, from the masquerade mask and platform heels she wore to the lighting and the sex acts performed. Cassie said she initially participated willingly because she wanted to please Combs.
“I felt disgusting,” she said. “I felt humiliated and I didn’t have those words together at the time about how horrible I really felt.” When a prosecutor asked if there were parts she enjoyed, she broke into tears, saying she enjoyed the one-on-one time with Combs. “It was the only time I could get.”
“I was just enamored by him. We were just having a good time,” said Ventura of her early relationship with Combs, when he also signed her to his Bad Boy Records.
He expected her to be monogamous when he openly had sex with other women. She said he kept tabs on her location and would call her incessantly or send his security detail to track her down. Staffers would withhold her possessions, such as her phone, when he sought to punish her.
Philip said he was paid thousands of dollars for each encounter with the couple, and the sessions would last anywhere from an hour to 10 hours. However, he claimed he felt threatened when Combs took a photograph of his driver’s license for “insurance.” He also alleged the music mogul gave him MDMA, which left him feeling “physically sick.”
He further recounts witnessing Combs physically assaulting Cassie, but that he did not intervene because he “was shocked” and feared what would happen to him. “My thoughts were, [Combs] was someone with unlimited power. […] My life was at risk.”
The trial continues tomorrow and is expected to last as long as 10 weeks. Combs has pleaded not guilty to all charges.
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