Diddy's ex assistant reveals the six specific items he allegedly had to 'set up' his hotel rooms before 'freak-offs'

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By Asiya Ali

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A former assistant to Sean “Diddy” Combs has detailed the specific and disturbing preparations allegedly required for the rapper’s notorious ‘freak off’ parties.

Sean Diddy CombsDiddy is facing multiple charges and allegations. Credit: Jemal Countess / Getty

The 55-year-old, who pleaded not guilty, is accused of using his fame and fortune to orchestrate drug-fueled sex parties marked by coercion, abuse, and manipulation. If convicted, he faces life in prison.

George Kaplan, who worked as Diddy’s assistant starting in 2013, took the stand as the 12th witness for the prosecution after being granted immunity to override his Fifth Amendment protections.

The ex-assistant testified that his job included flying ahead to cities like Miami, New York, Atlanta, DC, and Orlando to ensure hotel rooms were prepared exactly as instructed, according to The Independent.

Kaplan said the setup process for these “freak offs” included arranging a very specific set of items: candles, liquor, baby oil, lubricant, clothes, and a speaker.

He explained that the instructions typically came from the Bad Boy Records founder or his then-chief of staff, Kristina Korram, and were charged to a corporate credit card.

Some of these items, like Johnson’s baby oil and personal lubricants, were reportedly found during the March 2024 raid of Combs’ Miami Beach mansion.

Homeland Security agent Gerard Gannon testified that 25 bottles of baby oil and 31 bottles of lubricant were seized, along with a Gucci bag containing pills, a white powder, and a crystal-like substance that tested positive for cocaine and ketamine. Eye drops found in the same bag tested positive for MDMA and ketamine, per Sky News.

Gannon also revealed that authorities recovered firearms from the property, including AR-15 rifle parts with scratched-off serial numbers and selectors capable of full-auto mode. “It’s a lot more difficult or impossible” to trace firearms without serial numbers, he said.

GettyImages-2216269898.jpgGeorge Kaplan, Diddy's ex-assistant, testified in court. Credit: Michael M. Santiago / Getty

Kaplan described working up to 100 hours a week and talking with the father-of-seven “multiple times a day” about needs ranging from clothing and food to drugs, liquor, or electronics, per CNN.

He also described a heated confrontation over buying two half-gallon BPA-free water bottles instead of a single one-gallon version, claiming Combs got "close to my face" in rage.

David James, another former assistant, told the court he would routinely stock Diddy’s hotel rooms with items like snacks, iPads, a cosmetic bag, and a medicine bag containing up to 40 different pills - including Advil, Tylenol, water pills, and Viagra.

He also noted Diddy’s security carried a Louis Vuitton bag filled with about $10,000 in cash, E! News cited.

The revelations align with previous explosive testimony from Diddy’s ex-girlfriend, Cassie Ventura, who told the court she endured years of emotional, physical, and sexual abuse during their relationship from 2007 to 2018.

She described being forced into “freak-off” sessions involving sex with male escorts while Combs watched and filmed, sometimes for up to four days.

Graphic photos shown to jurors backed her claims, including bruises, a swollen lip, and a bloody eyebrow, injuries she said were from a violent incident in a Los Angeles hotel.

“That’s me,” she testified. “Just a selfie of my fat lip wearing sunglasses … Because I had a black eye underneath.”

GettyImages-911123164.jpgCassie and Diddy in 2018. Credit: Kevin Mazur / Getty

As Tuesday’s session came to a close, Combs addressed the courtroom directly with: “I love you all,” before muttering under his breath: “Yeah. Love," PEOPLE reported.

He then added to a woman in the gallery: “Please let Justin know I’m thinking of him,” referring to his 31-year-old son, and placed his hand over his heart as he exited.

The trial continues.

Featured image credit: C Flanigan / Getty