Cassandra Ventura, known professionally as Cassie, has provided explosive testimony in court, revealing chilling details of her tumultuous relationship with Sean “Diddy” Combs. The star, who dated the rapper and music mogul on-and-off for over a decade, spoke out about the abuse she allegedly suffered and the disturbing “freak off” parties she was coerced into participating in. Cassie’s testimony has raised serious allegations about the nature of her time with Diddy, with claims of physical abuse, emotional manipulation, and disturbing sexual encounters.
In September 2024, Diddy was arrested in New York and charged with racketeering and sex trafficking, accusations which he has denied. Following his arrest, the 55-year-old was held in Brooklyn’s Metropolitan Detention Centre, awaiting trial. The high-profile case, which began on May 12, has drawn significant attention, particularly after Cassie’s public testimony in the court on May 13.
Cassie, now 38, met Diddy when she was just 19 years old. The couple shared an on-again, off-again relationship for years, and during that time, Cassie alleges that she was subjected to physical abuse at the hands of her older boyfriend. She claimed that during their arguments, Diddy would become violent, and she described one particularly shocking incident where he allegedly stomped on her head while she was down. When asked about the frequency of the abuse, Cassie responded with a chilling, “Too frequently.”
Cassie also revealed how she was forced to refer to Diddy by a nickname she reserved for her grandfather. She testified that Diddy insisted she call him “Pop Pop,” a name she found deeply uncomfortable and disrespectful. At the time, Cassie complied, but in retrospect, she now feels that it was a disturbing dynamic. “I did it but now I think it was disrespectful,” she told the court, adding further depth to the manipulation she reportedly endured.
The significant age gap between the two—17 years—was also part of the emotional manipulation Cassie described. She explained that at the time, she was deeply in love with Diddy and considered the relationship her “first real adult relationship.” She was vulnerable and, at such a young age, unable to fully grasp the power dynamics at play, which she now recognizes as abusive.
One of the most disturbing aspects of Cassie’s testimony involved what she described as “freak off” parties—sexual encounters organized by Diddy. She explained that these “freak offs” were essentially voyeuristic sexual events where Combs would watch her have sex with other men. Cassie was clearly distressed as she recounted these experiences, saying that when she was first introduced to the concept, she was nervous and confused. “I remember my stomach falling to my butt,” she said, recalling how unsettling it felt to be coerced into these acts. At the time, Cassie was only 22 years old.
Despite her unease, Cassie explained that she felt pressured to participate in the “freak offs” because she wanted to please Diddy. She said, “I loved him and wanted to make him happy.” However, over time, she came to realize that the encounters were not about love or mutual consent but were a manipulative tool used by Diddy to control her. “The freak offs became a job,” she explained. “There was no time to do anything else but do them and then try to recover.” She described how the events would sometimes last for days—up to four days in some instances—leaving her emotionally and physically exhausted.
Cassie’s testimony also included an account of a particularly horrifying incident during one of these “freak offs.” She alleged that Diddy had directed an escort to urinate in her mouth, a degrading and traumatizing act that made her feel like she was “choking.” Cassie’s distress was palpable as she described this moment in court, underscoring the physical and emotional toll that these parties took on her.
The abuse was not limited to sexual coercion; Cassie testified that Diddy would also punish her by taking away her personal belongings. She alleged that he would confiscate her car, her home, her jewelry, and even her phone and laptop as a means of controlling her and keeping her isolated. These actions added to her sense of helplessness and further deepened her emotional dependency on him.
One of the most chilling moments in the trial came when jurors were shown a CCTV video that had previously gone viral. The footage, which was taken at a Los Angeles hotel in 2016, appeared to show Diddy attacking Cassie. In response to the video, Diddy addressed the incident in 2024, admitting that his behavior was “inexcusable” and attributing it to being “f**ked up” at the time. However, Cassie’s testimony suggests that this was not an isolated incident, but part of a broader pattern of abuse.
Cassie’s testimony in court comes after she filed a civil lawsuit against Diddy in 2023, accusing him of rape and physical abuse. Though the matter was settled out of court, her decision to speak publicly now suggests that the unresolved trauma she experienced during her relationship with Diddy continues to haunt her.
As the trial continues, more shocking revelations about Diddy’s behavior may emerge. For Cassie, the act of testifying has been a difficult but necessary step in seeking justice for herself and perhaps shedding light on the disturbing dynamics that took place behind closed doors during her time with one of the most powerful men in music. The case is far from over, and the courtroom will undoubtedly continue to be the stage for further revelations about the alleged abuse and manipulation Cassie endured.