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

Home> News> US News

Updated 08:19 14 May 2025 GMT+1Published 20:15 13 May 2025 GMT+1

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

The singer is one of the lead witnesses in Diddy's trial

James Moorhouse

James Moorhouse

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Warning: This article contains discussion of sexual harassment and domestic violence which some readers may find distressing

It's day two of the Sean 'Diddy' Combs federal court trial in New York, with a number of witnesses taking to the stand to give evidence against the US rapper so far today.

A former male escort Daniel Phillip, who was paid thousands of dollars to have sex with Mr Combs' girlfriend Casandra Ventura (Cassie), was first up to the stand as he shared his own memories of the rapper's now infamous 'freak off' parties.

Ms Ventura, who is heavily pregnant, also appeared to speak in front of the jury, as her former partner faces charges of sex trafficking by force, fraud or coercion, transportation to engage in prostitution, and racketeering conspiracy.

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He has pleaded not guilty to all five charges, but could face life in jail if he is found guilty.

Ms Ventura bravely took to the stand to share her own traumatic experiences during her relationship with Diddy, which allegedly included him dragging across a hotel room floor and regularly abusing her, while forcing her to have sex with other men while he watched.

While she has gone into detail about what allegedly happened during the 'freak off' parties, which saw the 55-year-old own around 1000 bottles of baby oil, she has now shared with the court perhaps the only thing she enjoyed about these harrowing sexual parties.

Cassie has been speaking in federal court (Dimitrios Kambouris/Getty Images for Paramount+)
Cassie has been speaking in federal court (Dimitrios Kambouris/Getty Images for Paramount+)

Asked what she enjoyed, if anything, about the 'freak offs,' Cassie Ventura broke down in tears.

“The time spent with him,” she said. She added that she felt like it was the only time she could get with him.

“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,” Ventura added.

Ventura said she tried to 'gently' bring up not wanting to do 'freak offs' with Combs.

Diddy could face life in jail if found guilty (Samir Hussein/Getty Images for Sean Diddy Combs)
Diddy could face life in jail if found guilty (Samir Hussein/Getty Images for Sean Diddy Combs)

“I didn’t want to upset him or make him angry with me for even sharing it,” she said. “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.”

The 38-year-old, who is now married, had suggested that some of the 'freak offs' could last as long as four days, with her former partner having a number of rules on how she should look and dress during the parties.

She also shared more details on the first time the two engaged in sex, suggesting that she was given ecstasy while on a boat in Miami.

The trial continues.

Featured Image Credit: Steve Granitz/WireImage

Topics: Celebrity News, Diddy, Celebrity, New York, Music, US News

James Moorhouse
James Moorhouse

James is a NCTJ Gold Standard journalist covering a wide range of topics and news stories for LADbible. After two years in football writing, James switched to covering news with Newsquest in Cumbria, before joining the LAD team in 2025. In his spare time, James is a long-suffering Rochdale fan and loves reading, running and music. Contact him via [email protected]

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@JimmyMoorhouse

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