Sean 'Diddy' Combs trial updates: Cassie Ventura breaks down as testimony concludes

The hip-hop mogul is charged with sex trafficking and racketeering conspiracy.

Last Updated: May 19, 2025, 9:00 AM EDT

This story may contain accounts and descriptions of actual or alleged events that some readers may find disturbing.

Friday is day five in the trial of Sean Combs after the jury was seated.

May 13, 10:11 am

Sean Combs trial underway

The highly anticipated trial of hip-hop mogul Sean "Diddy" Combs is underway. Combs has been accused of sex trafficking by force, transportation to engage in prostitution, and racketeering conspiracy as part of a blockbuster federal indictment originally filed in September 2024. He later faced two additional superseding indictments. Combs has pleaded not guilty to all of the charges.

Combs is accused of being the ringleader of an alleged enterprise that "abused, threatened and coerced women" into prolonged, drug-fueled sexual orgies with male prostitutes, which he called "freak offs," and then threatened them into silence. Combs has said that all of the sex was consensual and that while his relationships sometimes involved domestic violence, he wasn't engaged in trafficking.

Combs' lawyer, Marc Agnifilo, said Combs was simply part of the swinger lifestyle and that he "vehemently denies the accusations made by the SDNY" and "looks forward to his day in court."

May 13, 2025, 4:20 PM EDT

Cassie Ventura testifies about binder of escorts for 'freak offs'; used drugs as 'buffer'

During her continuing testimony, Cassie Ventura flipped through the pages of a three-ring binder that contained photographs of the male escorts she said were hired for "freak offs."

She said she remembered their names – Dave, Daniel, Jules, Johnny and one guy known as “The Punisher” – the men she said she was made to have sex with for prolonged sessions while Combs watched and masturbated.

Some of the men she said she encountered in one city. Some of them traveled to meet Combs and Ventura in multiple cities, she testified.

Ventura said the escorts were paid in cash for their participation, up to $6,000.

Sean "Diddy" Combs' former girlfriend Casandra "Cassie" Ventura reacts during testimony to prosecutor Emily Johnson at Combs' sex trafficking trial in New York City, May 13, 2025.
Jane Rosenberg/Reuters

Ventura said Combs wanted her to evaluate the men to make sure they were not police officers. “I learned that this whole situation was not legal,” she said, prompting an objection from the defense and an instruction to the jury from the judge to disregard the remark.

Ventura was soft-spoken on the witness stand as she recounted her alleged sexual experiences with Combs: the men allegedly involved, the “disgusting” acts in which she said she took part, the drugs that she said were part of all of it.

“How many 'freak offs' did you use drugs at?” prosecutor Emily Johnson asked.

“All of them,” Ventura replied. “I couldn’t imagine doing all of that without some sort of buffer or a way to not feel it, which was emotionless, or sex with a stranger I didn’t want to be having sex with.”

“How did you know how far in advance to take drugs?” Johnson asked.

Ventura answered: “I would ask.”

“Who would you ask?” said Johnson.

“Sean,” Ventura replied.

May 13, 2025, 3:15 PM EDT

Cassie Ventura describes messy scene after 'freak-offs'

Cassie Ventura participated in freak offs at nearly every one of Sean Combs’ homes and, most frequently, in hotels in New York, Miami, Los Angeles, Atlanta, Las Vegas, Ibiza, and Turks and Caicos, she told the jury.

“After a freak off the room was pretty bad off,” she said. “Oil, candle wax all over the place.”

The candles were used for lighting along with studio-type lights that gave the room a reddish hue, she testified. The jury saw a photo of Combs on a bed with a wad of cash in a room that was glowing with red light.

Ventura said she remembered the smell in the room being “super pungent” from candles, body odor and urine.

Ventura said Combs liked participants’ bodies “to be glistening” with baby oil. They would go through ten large-sized bottles at a time, she testified.

Ventura told the jury that the freak offs fulfilled Combs’s alleged desire for voyeurism. She described in graphic detail what she said were “disgusting” acts.

When the freak offs became more frequent, Ventura said she and Combs used an escort service to supply them with participants at locations across the country.

Combs sat back in his chair listening to Ventura's testimony, with his mother and children seated in the second row behind him.

May 13, 2025, 3:05 PM EDT

Jurors see messages between Cassie Ventura and Sean Combs

Jurors are now seeing messages allegedly exchanged between Combs and Cassie Ventura, beginning April 19, 2010 under the subject line “I really need 2 f---.”

The message is from “Pop Pop.”

“He wanted me to have a nickname for him,” Ventura said of Combs. “He asked me what I called my grandfather and I said, ‘Pop Pop.’”

The messages recipient is “BG new new Pin,” which Ventura said were the initials of Combs’ nickname for her: “Baby Girl.”

Ventura replied to the message, “So who u gonna f---. Wanna call someone?”

She described the message as the initiation of a freak off.

In other messages, Ventura said she tried to express her feelings about participating in freak offs. In one reply allegedly from Combs that was shown in court, he told her to make it happen anyway.

May 13, 2025, 2:41 PM EDT

Cassie Ventura breaks down on witness stand amid 'freak offs' testimony

Cassie Ventura broke down on the witness stand as she described her participation in so-called "freak offs."

Ventura said she had just turned 22 when Sean Combs first proposed these alleged marathon sex performances with male prostitutes that she said eventually “became almost weekly.” She said it would be impossible to remember participating in all of them.

The average length of a freak off was two or three days, Ventura said, the entire time during which she was awake, fueled by ecstasy, molly and cocaine she said was given to her by Combs.

“Who decided when a freak off was over?” prosecutor Emily Johnson asked.

“Ultimately that would be Sean,” Ventura responded.

“Did you want to participate in every freak off?” Johnson asked.

“No,” Ventura answered. “I felt like it was all I was good for. It was disgusting. I felt humiliated. I didn’t have the words for how horrible I really felt.”

If she refused to participate, Combs “would be violent with me,” according to Ventura.

“His look would just change over. He would become a different person and I didn’t know what was going to happen,” Ventura said.

When Johnson asked if there was any part of the freak off that she enjoyed, Ventura began to sob. She grabbed a tissue and, through tears, said “I thought it was the only time I could get.”

The first freak-off occurred at one of the homes Combs was renting in Los Angeles, Ventura testified. The jury was shown a photo of the male escort who participated. Ventura said she did not remember his name. She said she wore “really high platform shoes” and a masquerade mask at the freak off.

“Every freak off was directed by Sean. He knew specifically where he wanted everyone to be, the lighting,” Ventura said.

The case against Combs also involves those around him. Johnson asked Ventura about associates Toni Fletcher and Kristina Khorram, and security guards named Fahim and Uncle Paulie.

Ventura testified that she recalled seeing guns in several of Combs’ properties, “just laid out.”

She recalled an evening when, she said, one of Combs' employees allegedly told Combs that record executive Suge Knight was nearby. Combs and others then donned black clothing and guns, according to Ventura's testimony.

“I was crying, I was screaming. Like, please don’t do anything stupid,” Ventura testified.

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