Former Escort Involved In Diddy's Alleged 'Freak Offs' Recalls Harrowing Experiences With Cassie

Sean "Diddy" Combs' federal trial has been ongoing since early May 2025. Since then, several witnesses have taken the stand to recount their alleged experiences with the rap mogul.

Among those who have testified are Diddy's ex-girlfriend of 10 years, Cassie Ventura; rapper Kid Cudi; former assistants; and a male escort who went by the stage name "The Punisher."

Now, in a new interview, Shawn Dearing, another male escort claiming to be hired by Diddy for his alleged "freak off" sex orgies has broken his silence about his experience. Additionally, he recalled harrowing details about Cassie as well.

During an interview with PEOPLE, Dearing, 37, said he "never wanted to open my mouth" about his experience participating in Diddy's alleged "freak offs."

However, he explained that he decided to speak up to lend "some credence" to Cassie's testimony. "I don't seek attention. I don't want to go out there and make it seem like I'm trying to get my name known off of this experience," he said.

Dearing then spoke about Cassie, 38, who had testified at the beginning of Diddy's trial that the rapper allegedly pressured her into having sex with other men.

"She was so uplifting — the kindest and most respectful person," Dearing said about the "Me & U" singer. "She was genuine throughout the whole experience."

"You got me tearing up!" Dearing added while discussing Cassie. "I want what's best for her, honestly, because she … she's a bad-ss lady, man. She's awesome. So I want her respect first and foremost."

Weeks ago, prosecutors in Diddy's federal trial, in which he faces charges of sex trafficking and racketeering, released images of 12 male escorts allegedly involved in the rapper's sexual orgies.

One escort, known as "The Punisher," testified in May 2025 about his experience, stating Diddy allegedly directed him to create an oiled scene for him to m-sturbate to. He further testified that he was paid $2,000.

During his interview with PEOPLE, Dearing also recalled his alleged experiences with Cassie and Diddy, saying, "It was only me, him, and her."

"He never touched me. We did everything under his direction," he said before claiming he was hired at least a "dozen" times.

And while Dearing stated he never witnessed Diddy physically abuse Cassie, he said he did "notice forms" of what he believes was "psychological abuse."

According to Dearing, Cassie's "kindness" was being taken advantage of, and she appeared to be "under [Diddy's] control."

He said, "She was there under his control, and there was that knowing and understanding that if she didn't do what he said — I don't know what the consequences could have been, but I could tell there was that constant energy of knowing that we must perform for him or else."

Dearing also alleged that Cassie wasn't allowed to speak unless Diddy was present. "It was a power complex thing with him," he said.

He further recalled a specific moment after an alleged "freak off" when Cassie was "just ... staring at the ground."

"I ask her a question. She's like, 'No, no, no. Not until he gets back.' So it's like, 'Oh, okay,' "Dearing said.

During her testimony, Cassie, who dated Diddy from 2007 to 2018, claimed he once blackmailed her with videos of her having sex with other men.

"It is horrible and disgusting. No one should do that to anyone," the singer said of the alleged blackmail. "It could ruin everything I worked for, make me look like a sl-t."

"I wasn't supposed to be on those videos," she added. "I didn't want to be in them."

Cassie later recounted an argument with Diddy during a 2013 trip to France when, during their flight home, he allegedly "pulled up 'freak off' videos on his laptop" and played them "with other people around."

"I was scared. I felt trapped. How do you get out of this situation? I felt trapped," she told the court.

Cassie also recalled the first time Diddy allegedly discussed his voyeurism fantasy with her.

"He described it as a fantasy he had where he would want to see me having sexual interactions with another male so he could watch," Cassie said in court.

"I loved him, I didn't want him to think I thought anything bad of him," she added.