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, 10:58 AM EDT

Cassie Ventura testifies on multiple instances of Combs' alleged intense jealousy

Cassie Ventura testified about a time in August 2016 when she and Sean Combs were in a car and he allegedly swiped her phone from her hand, jumped from the vehicle and ran down Wilshire Boulevard in Los Angeles.

“Right before my 30th birthday, I think, and I was dating someone else and I’m not sure how he found out,” she testified. “He grabbed my phone and ran out of the car.”

When she returned home without her phone, Ventura said her mother called the police. Ventura said she did not know how Combs found out she was seeing the other person, whom she said was an NFL player.

“Mr. Combs was insanely jealous?” defense attorney Anna Estevao asked. “He was upset with you when he suspected you of cheating?”

Ventura responded, “When I was with anyone else. I don’t know if I would call it cheating”

Estevao said, “You understood he thought it cheating.”

Casandra "Cassie" Ventura is cross examined by Lawyer Anna Estevao during Sean "Diddy" Combs' sex trafficking trial in New York City, May 16, 2025 in this courtroom sketch.
Jane Rosenberg/Reuters

Ventura responded, “That’s a technicality. We weren’t married.”

The defense has been highlighting episodes of infidelity and jealousy that plagued their relationship.

Estevao asked about another instance of jealousy: “He found out that you were dancing with another person in the entertainment industry and took your phone?”

“I honestly don’t know,” Ventura responded.

“You remember the occasion when he suspected you of dancing with Chris Brown?” Estevao asked, referring to the R&B singer.

Ventura said that she remembered Combs being upset but she denied dancing with Brown.

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.

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