Sean “Diddy” Combs Overdosed on Night of Playboy Mansion Party in 2012, His Ex-Partner Reveals at Trial

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In 2012, during a period when Sean “Diddy” Combs was grappling with addiction issues, he unintentionally overdosed on painkillers following a night spent at the Playboy Mansion party. This struggle with addiction was a recurring theme throughout his relationship with Cassie Ventura, his long-term girlfriend, as they navigated their decade-long on-and-off romance. These details emerged during his federal trial for sex trafficking and racketeering charges, where Cassie testified on Thursday.

The event transpired approximately four years into their turbulent relationship, a fact Ventura discussed during her testimony in a federal court in lower Manhattan while being questioned by the defense. Over the past week, Ventura has been describing for the court the graphic details of her experiences with Combs, which encompassed accusations of physical abuse, manipulation, violence, and being pressured to take part in “freak-offs,” sexually explicit encounters under the influence of drugs with male escorts, while Combs is said to have watched and masturbated.

You mentioned Combs’ overdose happening around the time of Whitney Houston’s death? I think so. That evening, we had a wild competition, or as we called it, a ‘freak-off.’ We visited a sex club in San Bernardino. Later that night, Combs hosted a party at the Playboy Mansion, but I left for home. As he shared with me, he consumed a very potent opioid that night. However, we were unaware of what transpired afterward, so we rushed him to the hospital.

In response to a defense attorney’s questions regarding her time with a prominent figure in the rap and fashion industry, Ventura admitted that both she and Combs had been using painkillers and opioids during their relationship. At the height of his career, Combs struggled with addiction, as per Ventura’s testimony in court. She described him as an addict and stated that he required treatment. Earlier in the week, under cross-examination by prosecutors, Ventura revealed that she started using painkillers to alleviate herself following grueling “freak-offs,” which allegedly involved drug use and prolonged sexual acts orchestrated and directed by Combs for multiple days in a row.

In September, Combs was taken into custody and faces charges in a five-count indictment, brought forth by federal prosecutors. They allege that he has been involved in abusing women for two decades, trafficking sex workers, and transforming his music and fashion empire into a criminal organization. He maintains his innocence, pleading not guilty to all the accusations levied against him.

In my perspective as an admirer, Ventura admitted to past struggles with substance abuse, sharing that her and Combs’ addiction battles were sporadic. We’d often discuss our desire to break free from these habits and live clean lives. Unfortunately, our drug use affected our intimate moments, which Ventura disclosed later on Thursday. Combs once voiced worry about getting trapped in “the matrix,” a term we used to describe instances when we had consumed too much drugs, making any sexual encounters during our private moments impossible.

The defense’s questioning of Ventura has primarily aimed to portray her as an active participant in what appears to be an abusive relationship with Combs. Topics such as infidelity, drug use, and jealousy over his relationships with other women have been mostly dodged by Ventura. She openly discusses her past actions that are not particularly flattering, describing them as behavior stemming from a toxic relationship in her past. During one exchange with Combs’ attorney Anna Estevao, Ventura admitted that she continued to engage in “freak-offs” with Combs because it felt like a job to her. Currently married with two children and eight months pregnant, Ventura is serving as the prosecution’s key witness, detailing her time with Combs.

Back in 2011, I found myself at the center of some high-profile relationships, with my involvements with rapper Kid Cudi and actor Michael B. Jordan becoming public knowledge. These relationships were scrutinized in court, where I shared details about Sean Combs’ intense response when he discovered my infidelity or my desire to date another celebrity. Infidelity was a recurring theme in our relationship; during the trial, I admitted that I felt “jealous” of Combs’ connection with his ex, Kim Porter, and expressed my longing to be a part of his family life. Throughout our relationship, Combs often brought up the incident with Kid Cudi whenever discussions about my infidelity arose in arguments, according to my testimony.

On Thursday, the defense showed the jury numerous messages exchanged between Ventura and Combs, aiming to demonstrate that Ventura voluntarily engaged in their activities (often referred to as “freak-offs”) and was not forced or coerced into participating unwillingly.

In my gaming lingo, let me rephrase that for you:

1. Ventura messaged, “I’m always up for some intense gaming sessions, lol.”
2. Combs texted, “Man, I’m really feeling the gaming vibe right now,” and Ventura responded: “Oh man, I was just about to shoot you a message saying the same thing.”
3. In another exchange, Combs wrote, “Can’t wait for our next intense gaming session,” and Ventura replied: “I can’t wait either.”
4. One of Ventura’s messages presented in court was so explicit that federal prosecutors objected, and Judge Arun Subramanian agreed, calling for a brief pause.

Ventura stated that she took part in the drug-fueled, sexually explicit parties to make Combs, her employer at Bad Boy Records and prolonged love interest, content and satisfied. She shared with the court that at a particular moment, she aspired to conceive a child with him.

On the final day before cross-examination concludes, Judge Subramanian is encouraging the defense lawyers to finish their questioning promptly. The defense team contends that the prosecution called two witnesses this week prior to Ventura’s testimony, so they should have the opportunity to complete the cross-examination of Ventura on Monday.

Defense attorney Marc Agnifilo mentioned, ‘Let’s focus on the key points.’ He promised to return the next day with more details regarding this crucial witness. This witness plays a significant role, and the case at hand is of great importance.

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2025-05-16 01:24