Cassie Details Her First “Freak-Off” With Diddy in Court

I suppose you’re not entirely caught up on this high-stakes drama, so let me walk you through Cassie’s day on the stand—slowly. Today in federal court, singer Cassie Ventura offered a blow-by-blow account of her very first “freak-off” with Sean “Diddy” Combs, a term she used under oath to describe their consensual intimacy. According to court records, she pinpointed October 2005 at a Manhattan hotel as the scene of their initial encounter, confirming details that both the prosecution and defense have been debating for weeks.
Cassie emphasized that she was an adult at the time, countering any suggestion of coercion. She described Diddy’s behavior as respectful, noting he asked for consent before engaging and repeatedly checked in to ensure she was comfortable. Sources close to the courtroom (via TMZ and People Magazine) confirm she even recalled a brief moment when she paused the encounter to request a raincheck—hardly the reaction of someone under duress. Her testimony effectively undercuts claims that any sexual contact was forced or exploitative.
Prosecutors grilled Cassie on every nuance, from the hotel room’s layout to the playlist that set the mood. It sounds trivial, but in legal terms, those sensory details matter. She cited text messages exchanged afterward—submitted as evidence by the defense—proving she messaged Diddy the next day to express her enjoyment. The judge admitted those messages (per AP coverage), calling them “a relevant exhibit” to establish mutual consent.
Cassie also fielded questions about subsequent interactions: dinners, studio visits, and professional collaborations that followed their initial intimacy. Her point-blank answer? What happened on that first night remained between consenting adults. She stressed that nothing about their relationship felt transactional. And yes, she addressed the awkward “freak-off” phrasing head-on, explaining that it was industry slang she adopted to lighten the tone of private conversations, not to sensationalize the moment.
Defense attorneys are hailing her testimony as a win; they believe Cassie’s recollection will foil any narrative of wrongdoing. Meanwhile, prosecutors seem poised to shift focus to other accusers, suggesting today’s session may have been a strategic pivot. Observers from the Associated Press note the courtroom atmosphere softened when Cassie recounted a playful exchange—she joked Diddy tried to out-DJ her playlist choices. Even the judge cracked a smile.
This comprehensive account from Cassie brings fresh clarity to a case riddled with conflicting claims. If you needed me to spell it out: Cassie testified her first “freak-off” with Diddy was consensual, well-documented, and far from the coercive scenario some alleged. Well, now you finally understand!
Sources: Celebrity Storm and TMZ, People Magazine, Associated Press
Attribution: Creative Commons Licensed