Diddy’s Former Assistant Details Encounter With Alleged Victim: ‘She Was Shaking’

Phil Pines, a former assistant for Sean “Diddy” Combs, is speaking out about his time working for the rapper — and alleging that he witnessed some damning incidents during his two years of employment.

Pines detailed his time with Diddy, 55, in the finale of Investigation Discovery’s The Fall of Diddy docuseries, which aired on Tuesday, January 28. Pines previously worked as an executive assistant for the mogul from December 2019 and December 2021.

“Look, there’s partying and then there’s partying,” Pines alleged. “There [were] guests that would frequently come over and participate in these intimate situations. Sometimes you would see new faces. Sometimes you’d see new faces come in and you wouldn’t see them again.”

Pines noted that he “wasn’t in these rooms while these things were happening,” but claimed he once interacted with a woman who he claims didn’t seem alright following her alleged encounter with Diddy.

“I remember a time when Diddy told me to come up and grab one of his guest’s bags, take her down to the car and drive her to her hotel,” Pines alleged. “I don’t know what took place. All I can say is that when I brought her down to the car, she was shaking. Physically shaking. She didn’t look like how she looked the night before. She said something to the effect of, ‘I’ve never done anything like this before.’”

Pines also described a separate incident in which he allegedly witnessed Diddy kicking a woman who’d been a guest at his Florida home.

“I absolutely witnessed violence, yes,” he claimed. “Things were getting a little heated. They were being very argumentative. He cursed at her — ‘I told you I was crazy.’ Kicked her. She fell to the ground, kicked her again.”

According to Pines, Diddy allegedly told the woman to take off a hoodie she had borrowed from him, leaving her topless. In response, Pines said he took his own jacket off and gave it to the woman before sending her home in an Uber.

Pines previously outlined these and other allegations against Diddy in a lawsuit filed last month. In response to the docuseries, Diddy’s legal team directed Us Weekly to the same statement they gave regarding the suit: “No matter how many lawsuits are filed, it won’t change the fact that Mr. Combs has never sexually assaulted or sex trafficked anyone — man or woman, adult or minor. We live in a world where anyone can file a lawsuit for any reason. Fortunately, a fair and impartial judicial process exists to find the truth, and Mr. Combs is confident he will prevail in court.”

Diddy is currently in jail awaiting trial following his September 2024 arrest on charges of sex trafficking, racketeering and transportation to engage in prostitution. He has denied all the allegations against him and pleaded not guilty to all charges.

All episodes of The Fall of Diddy are now available to stream on Max and Discovery+.

If you or someone you know has been sexually assaulted, contact the National Sexual Assault Hotline at 1-800-656-HOPE (4673).