Cassie Testifies About ‘Disgusting’ Acts Diddy Demanded During ‘Freak Offs’

A warning, this article contains graphic language some readers may find disturbing.

R&B singer Cassie Ventura shed tears on the witness stand Tuesday during graphic testimony about her “humiliating” and at times violent relationship with ex-boyfriend Sean “Diddy” Combs.

Cassie, 38, wore a tan-colored dress to Manhattan federal court for the music mogul’s sex trafficking trial.

The “Me & U” singer, who is married to actor and personal trainer Alex Fine, is about eight months pregnant with the couple’s third child.

Her May 13 appearance came on the second day of testimony in Diddy’s trial, after a male escort and a former hotel security employee took the stand.

Related: Diddy Trial – Male Escort Testifies He Saw Mogul ‘Dragging’ Cassie by Her Hair

During her hours-long testimony, Cassie talked about dating Combs for over a decade, and described the “freak off” sex parties she participated in with male escorts while the music mogul watched, recorded, and pleasured himself.

“I felt pretty horrible about myself. I felt disgusting. I felt humiliated,” she testified, according to NBC News.

The singer and actress, who goes by the one-word moniker Cassie, was born Casandra Ventura. She said she met Combs in 2005 when she was 19 and he was a “larger than life” figure in the music industry. She said there was a 17-year age difference between the two.

Combs signed her to his Bad Boy Records for a ten-album deal, but Cassie said she only released one album. She told the court she wrote “hundreds” of songs, but they were never released. The label never paid her for the singles or the nine unreleased albums.

She said Combs kissed her for the first time at her 21st birthday party in Las Vegas.

They started dating privately because at the time he was still linked publicly to Kim Porter, the mother to three of his children. Porter died in 2018.

At some point, Cassie said Combs introduced her to “freak offs.”

“I just remember my stomach falling to my butt,” she said about the first time he mentioned having group sex.

A prosecutor asked why she initially agreed to a “freak off.”

“I accepted the responsibility,” Cassie said. “I was confused, nervous, but also loved him very much and wanted to make him happy.”

She said Combs insisted on recording the sessions, which she said “made me feel insane” because it was “humiliating, disgusting. Never wanted anyone to see me like that.”

Cassie said making Combs angry had consequences, including physical abuse.

“If I looked a certain way that he didn’t like, he would let me know to fix my face,” she said. “Make the wrong face, and the next thing I knew, I would get hit in the face. He would say, ‘Watch your mouth.’”

Instead of recording music, she testified she was forced to focus all of her attention on the “freak offs” — booking escorts, performing for Combs, and recovering from the drugs and sex.

“The freak offs became a job. There was no time to do anything else but do them, then try to recover,” she testified. “The longest was four days.”

According to Cassie, Combs demanded lots of baby oil at the “freak offs.” He liked to see her body glistening, she said. As time passed, Combs demanded the sessions more often, even when she was menstruating.

“I was expected to have freak offs on my period,” she told the court, according to People. “Sean would expect it. I don’t think anyone wants to do that.”

Cassie testified that she would find escorts on Craigslist. Combs had a preference for Black men. She said there were times when the mogul would direct an escort to urinate in her mouth, because “it was a turn-on for [Combs].”

The singer said she would find herself “choking” because there was “too much urine in my mouth.”

She testified she disliked the practice, yet Combs would urinate on her as well.

“I don’t want anyone to urinate on me,” she said. “Sean would urinate in my mouth — not super often but often enough.”

Cassie said they both dated other people during the relationship. But if she stopped responding to the mogul’s calls, he would dispatch an underling to track her down, including his then-chief of staff Kristina Khorram.

“We didn’t live far apart. He’d send security to come find me. Or a trusted assistant,” she testified.

She said the mogul paid her rent and “controlled a lot of my life.” He once told her to change her hair because she looked “too Mexican.” She insisted there were consequences when she told him “no.”

“Through time, he had blackmail materials,” she explained.

Near the end of the day, prosecutors played the 2016 hotel surveillance footage that showed Combs physically attacking her in the hallway of a Los Angeles hotel. CNN initially released the video last year. Cassie confirmed it was recorded after a “freak off.”

“I chose to leave,” she testified. “I got out and Sean followed me into the hallway, and grabbed me, shoved me to the ground, kicked me and dragged me back to the room and took my stuff.”

Prosecutors wrote in a previous filing that Combs “paid” a hotel employee $100,000 to make the video “go way.” On Monday, another former hotel staffer testified that he recorded a copy of the video with his phone, to show his wife because he didn’t think she would believe what happened.

Cassie will return to the witness stand on Wednesday. She is the prosecution’s star witness in the case.

She sued Combs in November 2023 alleging rape and human trafficking. He settled after one day, but said through an attorney, the settlement was not “an admission of wrongdoing.”

Combs, 55, is charged with five felony counts, including racketeering conspiracy, sex trafficking, and transportation to engage in prostitution. He pleaded not guilty to all charges.

During opening statements on Monday, his attorneys said he could be violent at times, but all of the sex acts were consensual.