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, 2025, 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 16, 2025, 10:13 AM EDT

Cassie Ventura begins cross-examination on what's expected to be her final day testifying

Cassie Ventura returned to the witness stand for a fourth day Friday to continue cross-examination.

She took her seat wearing a baggy pin-striped suit and long, untucked light-colored shirt. She appeared calm and composed, as she has throughout her testimony.

"You understand you are still under oath?" Judge Arun Subramanian asked her. "Yes," she replied.

The expectation is this will be Ventura’s last day on the witness stand after prosecutors argued she could give birth as soon as this weekend. Ventura is eight months pregnant.

Prosecutors accused the defense of being inefficient with cross-examination on purpose, hoping to "risk a mistrial," if she goes into labor. The defense argues that they should have the right to thoroughly cross-examine the witness.

The testimony picked up where it left off Thursday, at the InterContinental Hotel in Century City where Ventura testified there was a "freak off" in 2016 she attempted to escape after she alleged Combs became violent prior to the premiere of her movie "The Perfect Match."

“I believe that he was intoxicated,” Ventura testified, describing Combs during the encounter. She then read a message she sent him afterwards: "When you get f----- up the wrong way you always want to show me you have the power and knock me around. I’m not a rag doll. I’m someone’s child."

The defense has argued Combs became violent because of his drug use and not as a means to strong-arm Ventura into sex.

May 16, 2025, 9:47 AM EDT

Cassie Ventura takes the witness stand for 4th day

Cassie Ventura has taken the witness stand for the fourth consecutive day to continue her cross-examination in the trial against her ex-boyfriend Sean "Diddy" Combs.

May 16, 2025, 9:11 AM EDT

Federal prosecutors claim defense is attempting to prolong Cassie Ventura's cross-examination in letter to judge

Defense lawyers for Sean Combs are trying to prolong their cross-examination of Cassie Ventura into next week, hoping to "risk a mistrial if the witness goes into labor," federal prosecutors said in an overnight letter to the judge.

The letter pointed to the "inefficiency" of the defense cross examination as proof the defense "hopes to accomplish precisely that outcome."

Prosecutor's argued that Ventura was often made to read long excerpts of text messages with no real question, an approach prosecutors called a "filibuster" and asked the judge to order the defense to finish by 4:30 Friday, allowing a half hour for re-direct.

Prosecutors said defense counsel has known for weeks about Ventura’s pregnancy and they earlier told the judge Ventura could have her baby as soon as this weekend.

The defense argues that they should have the right to thoroughly cross-examine the witness.

May 15, 2025, 5:32 PM EDT

Defense questioning Ventura's account of March 2016 hotel attack; court adjourns

The jury saw Cassie Ventura’s text messages from the days leading to the premiere of "The Perfect Match," about which she previously testified, and her "freak off" with Sean Combs at the InterContinental Hotel in March 2016.

“Thank you,” Ventura said after defense attorney Anna Estevao said she would spare Ventura from reading the explicit texts aloud.

At the time, Ventura said, Combs was not feeling well. The defense suggested he could have been suffering the effects of drug withdrawal in the days before the assault that was captured by hotel surveillance cameras.

The defense also suggested it was Ventura who pushed the idea of a "freak off" before the movie premiere, pointing to one message in which Ventura told Combs, “Baby I want to f.o. so bad but I don’t want to f--- myself up. What am I to do?”

“You proposed a 'freak off,'” Estevao said. “You kept asking him.”

The defense suggested Combs could have become violent during the "freak off" at the Century City InterContinental because he and Ventura took bad drugs.

“The drugs that you and Mr. Combs took that day were a bad batch of MDMA, right?” Estevao said.

“I have no idea,” Ventura testified.

Court has adjourned for the day. Ventura will return to the stand Friday.

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