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Diddy made male escort perform this disgusting act on Cassie, prosecutors say as bombshell sex trafficking trial opens

Sean “Diddy” Combs once made a male escort urinate in then-girlfriend Cassie Ventura’s mouth, prosecutors said during opening statements at his bombshell sex-trafficking trial Monday.

“Cassie will tell you that she felt like she was choking when Combs made an escort urinate in her mouth,” prosecutor Emily Johnson told the jury in Manhattan federal court — previewing testimony from the star prosecution witness.

Johnson described how Ventura, 38, was allegedly forced into the disgusting act as the Bad Boy Records founder began introducing her to his “freak-offs” — or drugged-up, days-long sex marathons with male escorts.

Combs, 55 — who would call himself “the king’’ — looked on and pleasured himself while also recording the sick encounters, the prosecutor said.

Sean “Diddy” Combs once made a male escort urinate in the mouth of his then-girlfriend Cassie Ventura, according to prosecutors at his trial. Kevin Mazur
A courtroom sketch of Assistant US Attorney Emily Johnson during her opening statement at Combs’ trial on May 12, 2025. AP

He then used the footage against her as collateral, the prosecutor claimed.

The “I’ll Be Missing You” rapper threatened numerous times to release the videos of Ventura partaking in the “freak-offs,” keeping them as “souvenirs of the most humiliating nights of her life,” Johnson alleged.

Ventura, who met Combs when she was a struggling singer at age 19 in 2006 and he was 36, is set to describe for jurors the degrading incident and others, as well as the repeated beatings she endured at Combs’ hands over the years, Johnson said in court.


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Daniel Phillip, a male stripper who Ventura and Combs paid for sex, testified Monday afternoon that Ventura was the one that asked him to urinate on her during a “freak-off.” But Combs “directed” the episodes while watching and pleasuring himself in the corner of the room, Phillip added.

Ventura, who will take the witness stand eight months pregnant, is also expected to testify about an infamous 2016 video of Combs viciously beating, kicking and dragging her in the hallway of the InterContinental Hotel in Century City, Los Angeles.

The hotel guard who arrived in the hallway after the beating testified Monday that he immediately recognized Combs — who had a “devilish stare,” “a devilish scary look.”

Security footage of Combs assaulting Ventura in the hallway of a Los Angeles hotel in 2016. CNN

The former guard-turned Los Angeles  Police Department officer, Israel Flores, said Combs was sitting, wrapped “in a towel and some colored socks.

“I see Ms. Cassie in the corner covering her face, bundled up,’’ Flores said.

As for Combs, “He was on the chair, slouched down, and he was at a blank stare.

“As soon as I walked out, the best way I can describe it is a devilish stare. He was just looking at me … looking at me with no movement.”

As the jury watched footage of the horrific assault, Combs shook his head slowly from side to side.

He had entered the courtroom earlier in the morning, appearing more upbeat, putting his hand on his heart and mouthing, “I got you” to a supporter.

When his mother, Janice Combs, entered court, the disgraced, famed defendant turned around in his chair and whispered, “Hi, Mom, I love you,” and gave her a friendly wave.

Otherwise, during Monday’s testimony, Combs remained slumped in his chair for the most part, occasionally whispering to his lawyers and jotting down messages to them on sticky notes.

One of Combs’ lawyers said that while jurors will hear about the violence and his “swingers” lifestyle, “kinky sex” and “baby oil,” that doesn’t make him a sex-trafficker.

Combs’ defense lawyer Teny Geragos speaking to the jury during her opening statement. REUTERS/Jane Rosenberg

As she introduced her client to the jury, the gray-haired Combs, dressed in a gray sweater with a white shirt underneath and gray slacks, stood up and looked at the panelists, his hands tightly clasped in front of him.

At one point, he blew a kiss to one of his sons, who was in the second row of the court gallery. His three daughters were in court, also, along with a phalanx of other supporters.

“This was a relationship, although toxic at times, like any other relationship,’’ defense lawyer Teny Geragos said of Combs and Ventura.

“You may know of his love of baby oil,” Geragos said of Combs. “Is that a federal crime? No.”

The feds found 1,000 bottles of baby oil and lube that were used during the “freak-offs” at Combs’ homes in Miami and Los Angeles, according to the indictment.

Jurors will also hear from two other women — who will testify anonymously under false names — about alleged abuse by Combs.

“Jane” — who started dating Combs in 2020 — is slated to tell the jury about how she was expected to have sex with escorts without a condom against her wishes, Johnson claimed.

Combs would demand that Jane and Ventura wear “lingerie, tall high heels and white manicured nails,” the prosecutor said.

They spent days in “hotels high on drugs dressed in costumes to perform fantasies,” she said.


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Jane will describe a horrific night when Combs “viciously” attacked her, “punched her in the face while she was curled up in a ball on the ground,” and slapped her “so hard she fell over,” Johnson said.

After the depraved attack, Combs forced her to hide her bruises, take ecstasy and then “perform” in a freak-off that same night, the prosecutor claimed.

Johnson alleged that Combs threatened to release the footage he kept of Ventura during the “freak-offs.” REUTERS/Jane Rosenberg

Another alleged victim, “Mia” — who worked for Combs as his personal assistant for several years — will testify about being forced to perform oral sex on Combs and also being raped by him, Johnson said.

“She is just beginning to grapple with the times he forced himself on her sexually,” the prosecutor said. “She wanted to keep the secret to her grave.”

Combs is accused of roping his employees into a criminal enterprise that operated for over a decade.
During that time, he committed arson, kidnapping, bribery, sex crimes and obstruction — “again and again,” Johnson said.

Combs’ mother Janice Combs (left) sitting with other family members during the first day of his trial. Elizabeth Williams via AP

He is charged with racketeering, sex trafficking and transportation to engage in prostitution. And he faces up to life in prison if convicted on all of the counts.

But in her own openings, Geragos told jurors that Combs’ accusers were all past girlfriends who took part in the “freak-offs” consensually.

“Sean Combs has a bad temper, he sometimes gets angry and jealous,” the lawyer said.

But “he’s not charged with being a jerk. He’s charged with running a racketeering enterprise.

“We take full responsibility that there was domestic violence in this case,” she said. “Domestic violence is not sex trafficking. I want to say it again. Domestic violence is not sex trafficking.”

Videos of the sex sessions will actually prove his innocence, Geragos said. Prosecutors said the women were drugged and “directed” in order to make them look like they were enjoying themselves — all for Combs’ sick pleasure.

Geragos also admitted that Combs was a “complicated” man who had engaged in domestic violence but claimed that it didn’t prove his guilt on sex-trafficking charges.

The disgraced music impresario has pleaded not guilty.

-Additional reporting by Kate Sheehy