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 13, 2025, 12:44 PM EDT

Cassie Ventura says Combs controlled her life, their relationship

Ventura told the jury Combs controlled a lot of her life, from her career to the way she dressed. “And it just didn’t feel like I had much say in it being super young, naïve, people-pleaser. I didn’t know if he would be upset enough to be violent or if he would write me off and not want to be with me at all,” Ventura testified.

If she refused Combs, Ventura said “it was always in the back of my mind that I would somehow be hurt.” Over time, she said “there were blackmail materials.”

Sean "Diddy" Combs' watches as his former girlfriend Casandra "Cassie" Ventura is sworn in as a prosecution witness at his sex trafficking trial in New York City, May 13, 2025 in this courtroom sketch.
Jane Rosenberg/Reuters

“I think I was just really confused at the time, and young, new artist, just didn’t know the lay of the land when it came to things like that. In my confusion just kind of cried and ran off,” Ventura testified. “I just wasn’t familiar with having an executive or anybody pay attention to me or be that forward at that point. Pretty naïve, I would say.”

Though 17 years younger than Combs, Ventura said she "wanted to be around Sean for the same reasons as everyone else at the time. He’s just this exciting and entertaining fun guy that just also happened to have my career in his hands.”

She testified that Combs introduced her to oral sex in a New York hotel room. “He basically taught me how,” she said.

“How did he introduce you to oral sex? “Johnson asked.

“He gave me oral sex,” Ventura responded.

The two first had intercourse on a boat Combs had rented on a trip to Miami, Ventura testified.

“I became one of his girlfriends,” Ventura said.

Combs listened passively to Ventura's testimony as he sat the defense table with his hands in his lap. Combs’ family listened in the second row.

Ventura’s husband, Alex Fine, is also in the courtroom.

May 13, 2025, 12:12 PM EDT

Cassie Ventura describes participating in 'freak offs' to please Combs

Cassie Ventura testified that she did not remember how the term “freak off” came about but she recalled Sean Combs proposed “this sexual encounter, that he called voyeurism, where he would watch me in intercourse, sexual activity with another man” within the first year of their relationship.

“I just remember my stomach falling, just the nervousness. I think I was 22 at the time, I didn’t have a concept to how that would be a turn-on but I also felt a sense of responsibility, him sharing that with me,” Ventura testified. “I wanted to make him happy.”

In soft-spoken, sometimes halting testimony interrupted by deep breaths, Ventura said the freak offs occurred so often that “eventually it became a job for me” to set them up.

After the first one, Ventura said her willingness to participate changed.

“Pretty quickly over time I knew it wasn’t something I wanted to be doing, especially how frequently. But I was in love and wanting to make him happy,” Ventura said. "I didn’t feel like I had much of a choice, didn’t really know what 'no' could turn into.”

Ventura alleged violent arguments with Combs that she said “would usually result in some physical abuse.”

“He would bash my head, knock me over, drag me, kick me, stomp me in the head when I was down,” Ventura testified.

“How frequently was Sean physical with you during your relationship?” prosecutor Emily Johnson asked.

“Too frequently,” Ventura responded.

May 13, 2025, 11:19 AM EDT

Prosecution calls Cassie Ventura to testify against ex-boyfriend Sean Combs

Cassie Ventura took the witness stand Tuesday to testify against her ex-boyfriend, Sean Combs, at his racketeering and sex trafficking trial.

“The government calls Cassandra Ventura,” prosecutor Emily Johnson said.

Ventura, 38, who is pregnant, entered the courtroom.

Federal prosecutors said Combs used lies, drugs, threats and violence to force and coerce Ventura into having sexual encounters with male prostitutes.

This is the first time Ventura and Combs are seeing one another in person since their 2018 split, the defense said yesterday.

Defense attorney Teny Geragos said during opening statements that Ventura broke off her relationship with Combs after she heard him call Kim Porter his soulmate at Porter’s funeral.

“When Combs publicly said Kim Porter was his soulmate to all the people around him who were there, for the first time maybe ever, Cassie realized all the things she would not be,” Geragos said.

May 13, 2025, 11:05 AM EDT

Cassie Ventura takes the stand

Sean Combs' ex-girlfriend Cassie Ventura has taken the stand to testify in the trial against the music mogul.

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