Cassie Alleges She Would Become Ill During 'Freak Offs' — and Diddy Would Keep 'Encouraging' Her to Have Sex

Casandra “Cassie” Ventura says Sean “Diddy” Combs would ask her to continue having sex when she threw up from drugs — which she took to dissociate from sexual activities Combs allegedly forced her to perform.

Drugs were a central part of their “Freak Offs” — sex parties allegedly orchestrated by Combs that involved baby oil, escorts and sex activities Ventura says she felt forced to carry out, she told a Manhattan jury on Tuesday, May 13, as Combs’ trial entered its second day.

“During Freak Offs, I would take [pills] all the time. If we ran out, we would call friends, drug dealers,” Ventura said.

Combs is on trial on charges of sex trafficking and transportation to engage in prostitution stemming from a September 2024 indictment. He has pleaded not guilty.

The “Freak Offs,” which have become a large focus for prosecutors, included Ventura having sex with male escorts, which Combs allegedly recorded and kept as “blackmail materials”, and other activities such as covering herself in baby oil.

Sometimes, the duration of a “Freak Off” session would outrun the high of the drugs for Ventura, so she would have to take more after 3 to 4 hours had passed, she said.

There was a range of drugs Ventura used: cocaine, ketamine, GHB, MDMA, ecstasy and mushrooms, which she said would make her feel “euphoric,” “aroused and more sexual.” On several occasions, Combs had the drugs arranged for her to use.

“For me it was dissociative and numbing,” Ventura said, admitting she took drugs during every “Freak Off” session. “I can’t imagine doing any of it without a buffer—it was emotionless. I didn’t want to have sex with a stranger.”

Ventura, who was in an on-again, off-again relationship with Combs until 2018, gave her testimony sitting only a few feet from Combs, without acknowledging him when she walked in the courtroom.

She appeared emotional at times during her hours-long testimony, other times speaking softly and clearly.

If you are experiencing domestic violence, call the National Domestic Violence Hotline at 1-800-799-7233, or go to thehotline.org. All calls are toll-free and confidential. The hotline is available 24/7 in more than 170 languages.

If you or someone you know has been sexually assaulted, please contact the National Sexual Assault Hotline at 1-800-656-HOPE (4673) or go to rainn.org.