Cassie Grilled on Stand by Diddy’s Lawyers: “Freak Offs,” Opiates, and Private Texts Revealed

The courtroom got uncomfortably personal as Cassie Ventura faced cross-examination in Sean “Diddy” Combs’ ongoing federal trafficking trial. Diddy’s legal team didn’t hold back, diving into explicit messages, references to drug use, and the couple’s private sexual habits—trying to cast doubt on Ventura’s claims by highlighting what they say was a consensual, if unusual, relationship.

Cassie confirmed messages where she expressed love and desire to start a family with Combs—even knowing he had six children at the time. But things turned when the defense introduced a series of texts referencing the so-called “freak offs”—alleged group sex encounters that have become central to the government’s case.

Diddy’s lawyer questioned whether Cassie scheduled these events, wore disguises like wigs and masks, and willingly participated. She confirmed many of the messages were hers, even some that included references to being aroused or preparing the room for Combs.

At one point, Cassie admitted to taking opiates during that period and deleting videos from her devices. She also acknowledged writing that only Combs should see a particular side of her, and that she believed he viewed her in a highly sexualized way.

When asked if she was ever concerned that Combs was only using her for sex, she said that was a concern, and admitted the two were never public in their relationship during those years.

Perhaps the most revealing portion was when Cassie confirmed that “freak offs” were considered “integral” to their relationship. Diddy’s lawyer used this to question the idea of coercion, implying it was mutual.

Throughout the intense questioning, government attorneys frequently objected, especially when defense tactics edged into speculation or attempted to downplay power dynamics.

This high-stakes trial has captivated the public, and with testimonies this detailed, it’s clear the legal battle is just heating up. Cassie’s next moves could be pivotal as prosecutors continue building their case.