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Home » Diddy’s most sinister freak-off secrets from grim baby oil stunt to humiliating act
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Diddy’s most sinister freak-off secrets from grim baby oil stunt to humiliating act

By staff3 October 2025No Comments5 Mins Read

Sean ‘Diddy’ Combs’ ex-girlfriend, Cassie Ventura, gave evidence at the hip-hop mogul’s trial earlier this year, detailing the ‘disgusting’ Freak Offs she was allegedly forced to take part in

Sean ‘Diddy’ Combs has been sentenced to more than four years in jail for his twisted “freak offs” in which his victims were forced to perform sex acts with male escorts while he watched.

Initially, during a two-month trial in July, a jury found Combs to be not guilty of the most serious charge, racketeering conspiracy and the sex trafficking of his ex-girlfriend, Casandra ‘Cassie’ Ventura and ‘Jane’, an unnamed woman. However, Combs was found guilty of transportation to engage in prostitution relating to Cassie and ‘Jane’.

As the verdict was read out earlier this year, Combs was seen kneeling in front of his chair and praying. He then turned to the gallery and clapped. Subsequently, the judge refused his requests for bail while awaiting his sentencing and said Combs showed a “disregard for the rule of law and a propensity for violence”.

READ MORE: Cassie Ventura ‘so scared’ as she releases bombshell Diddy statementREAD MORE: Diddy sentencing update as rapper suffers huge blow before court

During the trial earlier this year, Cassie gave a harrowing account of the “disgusting” Freak Offs she alleges she was forced to participate in, and the impact they had on her. Addressing the 12 jurors, Cassie, who was entangled in an on-again-off-again relationship with Diddy from 2007 to 2018, claimed the Freak Offs would leave hotel rooms “trashed” and said that Diddy was “controlling” and “directing” the sessions.

Baby oil requirement

While testifying, Cassie revealed to the court that Diddy’s staff would supply items such as baby oil, lubricant, and condoms. According to her, they would allegedly use “quite a bit” of baby oil as Diddy preferred them to be “glistening”.

The court was told that if Diddy thought Cassie hadn’t used enough, he would instruct her to apply more. The model, dancer and singer also claimed that the Freak Off sessions followed a similar pattern, telling the court: “It was established pretty early on in doing the Freak Offs that Sean [Diddy] enjoyed a lot of conversation and describing”.

These sessions would allegedly start with “oil and touching” before participants engaged in oral sex, then sexual intercourse, in what Cassie described as a gradual process. Cassie alleged that while she had wanted to move on to the next stage to speed things up, Diddy was “controlling” the situation.

She told the court: “He was directing it.”

Humiliating act

She told the court how Diddy would urinate on her or ask an escort to urinate on her. But Cassie said she didn’t want anybody urinating on her and felt “humiliated”. She added: “It was disgusting. It was too much. It was overwhelming.”

When prosecutors asked her whether she enjoyed anything about the Freak Offs, Cassie broke down in tears, claiming that “the time spent with him” was the only opportunity she felt she had to be with Diddy. Cassie revealed: “I felt disgusting. I was humiliated. I didn’t have the words to put together at the time how horrible I really felt, and I couldn’t talk to anybody about it.”

She then proceeded to claim that she’d attempted to “gently” approach Diddy about not wanting to participate in Freak Offs. She told the court: “I didn’t want to upset him or make him angry with me for even sharing it. But I would just tread it lightly when I brought it up. Sometimes I would email him about it. I didn’t want anything bad to happen.”

Four-day Freak Off

According to Cassie, the longest Freak Off continued for four or more days, with some intervals. She proceeded to describe how she spent “a big chunk of her life” recovering from drug use and dehydration after participating in the Freak Offs.

The singer recounted: “The ‘Freak Offs’ became a job, where there was no space to do anything else but to recover and just try to feel normal again.” When questioned about how she managed to stay awake for such extended periods, Cassie explained: “The drugs honestly helped.”

She then proceeded to testify how Diddy provided her with ecstasy or cocaine, which she subsequently took. According to Cassie’s testimony, Diddy would allegedly determine when the Freak Offs would conclude.

She revealed to the court how, during one particular “session”, she believed it might be the final occasion, sharing how she’d thought that “hopefully that would be the last one”.

Defence barrister Teny Geragos acknowledged Combs’ history of violence, including a 2016 hotel attack on Cassie that was captured on film. She told the court: “What Combs did to Cassie on this videotape is indefensible. It is not evidence of sex trafficking. It is evidence of domestic violence.”

Ms Geragos maintained that the musician is “a very flawed individual but still not a racketeer, trafficker or somebody transporting for prostitution”.

For confidential support, call the 24-hour National Domestic Abuse Freephone Helpline on 0808 2000 247 or visit womensaid.co.uk If you or your family have lost a friend or family member through fatal domestic abuse, AAFDA (Advocacy After Fatal Domestic Abuse) can offer specialist and expert support and advocacy. For more info visit www.aafda.org.uk

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