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Cassie Ventura describes Diddy’s controlling behavior, down to how she wore her nails: ‘I had to look a certain way’

Sexed-up control freak Sean “Diddy” Combs dictated Cassie Ventura’s appearance from head to toe and ruled over her behavior — including by forcing her to call him “Pop-pop’’ after her grandpa, she said Tuesday.

Combs, 55, would rule with an iron fist over even the smallest physical details about her because “I had to look a certain way for ‘freak-offs,’ ” Ventura, 38, testified in Manhattan federal court.

She revealed how it could take “all of that day, time” to get prepared physically for a “freak-off,” where Combs would sit in a corner and masturbate as he watched Ventura have sex usually with a paid male escort.

Sean Combs and Cassie Ventura attend the premiere of “The Perfect Match” at ArcLight Hollywood on March 7, 2016 in Hollywood, California. FilmMagic

“He’d ask me if I got a wax, did I get my nails done, did I get a tan?’’ she said — noting that the fallen hip-hop mogul demanded she paint her nails all white or just with French tips for the sick sessions.

He would say “anything from I look too Mexican with my hair like that [to] I needed to have my nails done a certain way,’’ Ventura recalled at Combs’ sex-trafficking trial.

“Appearance was very important to him — my appearance.”

He also incessantly controlled Ventura’s behavior — down to what she called him, she said.

Combs wanted her to have a nickname for him — and asked what she called her grandfather, Ventura testified.

Cassie and Sean “Diddy” Combs pose backstage during the Puff Daddy and The Family Bad Boy Reunion Tour presented by Ciroc Vodka and Live Nation at Barclays Center on May 21, 2016 in New York City. Kevin Mazur

“He wanted me to have a nickname for him. … He asked me what I called my grandfather and I said I called him Pop-Pop,’’ she said.

She said he asked her to call him that.

“I thought it was weird at the time, but now I think it’s just disrespectful,’’ Ventura said.

Cassie Ventura was seen looking stoic as she made her way to court, as she is set to come face to face with Sean ‘Diddy’ Combs. BACKGRID

She said she got body piercings at his “suggestion,’’ too — on her nipples and a lower private part. Combs went with her for the piercing on her privates, she said.

When booking hotels for their “freak-offs,” Ventura revealed she used aliases such as “Jackie Star,” “Frank Black” and “Frank White.”

Combs also would require her to wear wigs and masks for some of the seamy sex sessions, which occasionally involved women, Ventura said.

Sean Combs watches as his former girlfriend Cassie Ventura is sworn in as a prosecution witness at Combs’ sex trafficking trial in New York City, New York, U.S., May 13, 2025 in this courtroom sketch. REUTERS

“It was his fantasy,” she said of the events. “He was controlling the whole situation. He was directing it.”

She said she would be high on drugs including cocaine, pot, ecstasy and psychedelic mushrooms as Combs made his twisted demands — including having her describe her sex partner’s private parts to him while she and the paid stranger had intercourse.

At times, Combs would go into another room “and set up my phone and his phone on FaceTime so he could watch,” she said.


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“I would just want it to be over,” Ventura said.

At their first “freak-off” with a male stripper in Las Vegas, Combs made her wear a “masquerade mask” and “really high platform shoes’’ for it,” the witness said.

“Sean told me we would wear masks. I wore a masquerade mask’’ — and “definitely an outfit from a sex store, Hustler or something, with some really high-platform shoes, dancing shoes,’’ she said.

She said she’d always wear a “super see-through netting outfit … just sexy outfit from a sex store.”

Cassie (L) Sean “Diddy” Combs attend the “Rei Kawakubo/Comme des Garcons: Art Of The In-Between” Costume Institute Gala at Metropolitan Museum of Art on May 1, 2017 in New York City. Getty Images

“I would purchase outfits and show Sean what he liked the best,” Ventura said.

Ventura said she knew the consequences if she didn’t obey Combs’ every demand.

He would repeatedly ruthlessly beat her and threaten her with blackmail if she spoke up, Ventura said.

Combs has denied any criminal wrong-doing, with his legal camp acknowledging that while he may have gotten violent and enjoyed kinky sex, he did not sex-traffick anyone.