Will ‘freak-off’ videos be shown in court? Here’s what we know about Diddy’s ongoing trial

Actress Cassie Ventura and Sean Combs arrive at the premiere of Lionsgate
Actress Cassie Ventura and Sean Combs arrive at the premiere of Lionsgate's "The Perfect Match" at ArcLight Hollywood on March 7, 2016, in Hollywood, California. (Image via Getty/Gregg DeGuire)

Sean 'Diddy' Combs' federal s*x trafficking and racketeering trial kicked off on May 12 at a New York City court. On Tuesday, May 13, Cassandra Ventura, also known as Cassie, testified against her former partner. A major point of discussion during Cassie's opening statements on Tuesday revolved around her participation in Diddy's alleged Freak Off parties.

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The New York Times, Vox Media, ABC News, and several other publications hoped the court would permit both the public and the press to view video evidence of Sean Combs' Freak Off parties. Judge Arun Subramanian, however, denied this request.

The Me & U singer was previously signed to Diddy's record label, Bad Boy Records, for 10 years before parting ways with the label in 2019. The music mogul was arrested in September 2024 and has since been held in custody at a Metropolitan Detention Center in Brooklyn.

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The Bad Boy Records CEO has been present in court since last week when jury selection began for the high-profile federal trial.

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The prosecution claims Mr. Combs was running a "criminal enterprise," using his power and influence to coerce men and women into taking part in supposed "Freak Off" parties.

King Combs, son of Sean "Diddy" Combs, leaves for the day during Combs' trial at Manhattan Federal Court on May 13, 2025, in New York City. (Image via Getty/Michael M. Santiago)
King Combs, son of Sean "Diddy" Combs, leaves for the day during Combs' trial at Manhattan Federal Court on May 13, 2025, in New York City. (Image via Getty/Michael M. Santiago)

Before the trial, there existed several rumors suggesting that Sean Combs hosted "exclusive parties," now termed Freak Offs, where escorts and attendees would supposedly engage in s*xual activities.

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According to Cassie's testimony, these parties would last anywhere from 36 hours to four days. She recalls taking drugs, drinking alcohol, and sleeping with strangers, when she stated:

"The Freak Offs became a job where there was no space to do anything else but to recover and try to feel normal again. Staying up for days on end, taking drugs, and other substances. Drinking. Having s*x with a stranger. Thirty-six, 48, 78 hours. The longest ever was four days, maybe even more, on and off with the breaks. It was significant."
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Cassie Ventura went on to claim that the drugs she consumed allowed her to stay awake, but she would later suffer from dehydration and sleep deprivation. Her testimony included several graphic details regarding the "Freak Offs", with disturbing instances involving blood and urine.

She claimed that Diddy directed and recorded several of her encounters with escorts during these parties.

"Humiliating, disgusting. I never wanted anyone to see me like that. Objectifying me, putting me in very compromising gross positions with strangers," she stated.
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Cassie Ventura took the stand for a second time on May 15, seemingly revealing more disturbing allegations from her encounters during Diddy's "Freak Offs". She claimed these day-long parties would often take a "physical toll" on her body.

Following a lunch break, the prosecution presented video evidence from Diddy's "Freak Offs" to the jury, Cassie, and the defense team only.

Ms. Ventura was asked to recount certain encounters when presented with "seven still images," taken from video footage of these parties, where she was reportedly featured among several escorts.

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"There is baby oil on me and I am standing there during a freak-off with a candle and lubricant on the table," she said.

With the third day of Diddy's federal trial concluded, the defense team is preparing for cross-examination of the prosecution's star witness, Cassie Ventura, and her testimony tomorrow.

Cassie Ventura attends the MobLand Premiere after party in New York City. (Image via Getty/Dimitrios Kambouris)
Cassie Ventura attends the MobLand Premiere after party in New York City. (Image via Getty/Dimitrios Kambouris)

The cross-examination is expected to start early on Thursday, following a quick lunch to accommodate Cassie, given that she is in her pregnancy's third trimester.

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Cassie Ventura claims she settled for "$20 million" in her s*xual abuse lawsuit against Sean 'Diddy' Combs

Cassie Ventura first met Sean Combs in 2006, when she was 19, to sign a 10-album deal with Diddy's Bad Boy Records. The two seemingly got together during her 21st birthday party in Las Vegas, officially making their relationship public two months later.

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After parting ways with the music mogul in 2019, Ms. Ventura would file a lawsuit against Puff Daddy in 2023, accusing him of "years of physical and s*xual abuse".

The lawsuit was settled one day after it was filed, but has since resulted in multiple individuals coming forward with similar allegations against Diddy. During her second day on the stand, Cassie seemingly revisits her 2023 lawsuit when questioned by the prosecution.

Alex Fine and Cassie in New York City. (Image via Getty/Dimitrios Kambouris)
Alex Fine and Cassie in New York City. (Image via Getty/Dimitrios Kambouris)

Toward the end of her testimony, Cassie claimed to have suffered from "horrible" PTSD flashbacks in February 2023, stating:

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"I didn’t want to be alive anymore."

She explains how one night she told her husband, Alex Fine, that he could take care of their children alone, without her, before attempting to walk out the front door into traffic.

"I tried to walk out the front door into traffic, and my husband would not let me," Cassie stated.

Cassie supposedly was entered into trauma therapy and rehab for drug addiction. Earlier in the trial, Ms. Ventura claimed that she had gotten addicted to consuming Ketamine before engaging in "Freak Offs".

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After completing her rehab program, Ventura began writing a book about her experiences and relationship with Sean Combs. She claimed that she wrote the book hoping Diddy would read and understand the years of pain he put her through.

Diddy allegedly subjected Casandra Ventura to her first drug-fueled "Freak Off" when she was 22 years old.

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Ms. Ventura then explained that she had sent the book to Combs' team but heard back that it was not being taken seriously.

"I wanted to be compensated for the many, many years, and the pain," she added.

She then began to recount filing her November 2023 civil lawsuit against Combs, accusing him of "r*pe and years of physical abuse". While the music mogul continues to deny those allegations, the lawsuit was settled 24 hours after it had been filed.

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During her testimony, Cassie revealed that she settled her civil lawsuit against Combs for "$20 million," which she received from the music mogul and his companies.

When she was asked about why she chose to testify against Sean Combs in his s*x trafficking and racketeering trial, the singer responded:

"I’m here to do the right thing. I can’t carry this anymore … the shame, the guilt."
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Members of Sean "Diddy" Combs' family arrive  at Manhattan Federal Court on May 14, 2025, in New York City. (Image via Getty/Spencer Platt)
Members of Sean "Diddy" Combs' family arrive at Manhattan Federal Court on May 14, 2025, in New York City. (Image via Getty/Spencer Platt)

Following his arrest in 2024, Sean 'Diddy' Combs was charged with racketeering conspiracy, s*x trafficking, and transportation for prostitution.

The music mogul has pleaded not guilty to all federal charges against him. However, if convicted, Diddy could potentially face life behind bars.

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Edited by Perrin Kapur
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