Cassie breaks into tears in court as she details only thing she enjoyed about Diddy ‘freak off’ parties

On the second day of Sean “Diddy” Combs’ federal court trial in New York, more disturbing details emerged from witnesses, including Daniel Phillip—a former male escort—and singer Cassie Ventura, Diddy’s former girlfriend and key accuser.
Cassie breaks into tears in court as she details only thing she enjoyed about Diddy ‘freak off’ parties
Phillip testified about his role in Combs’ infamous “freak off” parties, revealing he was paid thousands to have sex with Cassie as part of Diddy’s orchestrated sexual encounters. These events, which reportedly involved hundreds of bottles of baby oil and strict rules for participants, have become central to the prosecution’s case.

Cassie Ventura, now heavily pregnant, took the stand again, offering an emotional account of the abuse she allegedly endured during her decade-long relationship with the music mogul. She described being regularly mistreated, coerced into sex with other men, and emotionally manipulated. According to her, Diddy once dragged her across a hotel floor and consistently used intimidation to control her.

Despite the trauma, Cassie broke down in tears when asked if there was anything she found comforting during the “freak offs.” “The time spent with him,” she said, referring to Diddy, noting that these were sometimes the only moments she could be near him.

Still, she confessed to feeling “disgusting” and “humiliated” afterward. Cassie said she tried to express her discomfort to Diddy cautiously—sometimes via email—out of fear of triggering his anger or retaliation.

She also testified that some of the sex parties could last up to four days and that Diddy maintained strict rules about her appearance and behavior during them. She recalled their first sexual encounter occurred on a boat in Miami, during which she was allegedly given ecstasy.

Combs has pleaded not guilty to all five federal charges, which include sex trafficking, coercion, and racketeering conspiracy. If convicted, he could face life in prison.