During Cassie Ventura’s cross-examination, Sean “Diddy” Combs’ legal team focused heavily on the topic of the “freak-offs.” Defense attorney Anna Estevao presented a series of text messages exchanged between Cassie and Combs, including one where Cassie wrote that she was “always ready to freak-off.” The messages were part of a 17-page thread that also included plans to attend The Book of Mormon together and discussions involving escorts and a sex club. In the midst of this questioning, Cassie requested a break from the stand, which the judge granted.
Earlier in the trial, Cassie testified that Combs introduced her to rapper Kid Cudi around 2011 for a potential music collaboration. While she and Combs were on a break, she began dating Cudi and used a burner phone to keep their relationship private. “I thought it would be way too dangerous to tell him about that,” she said. According to Cassie, Combs eventually found out during one of their so-called “freak-offs” when he went through her phone. She claimed he became enraged and lunged at her but didn’t make physical contact.
Cassie also described the emotional toll of being in a relationship where other women were frequently involved. “It happened often enough that I don’t know that I would remember every single one,” she testified. She confirmed that one woman in particular, referred to as “Gina”, was a repeated issue in their relationship.
Legal analyst Areva Martin noted that the defense’s strategy was to portray Cassie as a consenting participant. “A big part of their case is trying to get this jury to believe that Cassie Ventura was a consenting adult in these sexual acts,” Martin told CNN. She added that the prosecution is expected to argue Cassie was coerced into the acts as the relationship became increasingly violent.
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