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Diddy's former assistant reveals alleged six specific items he had to 'set up' his hotel rooms with as 'freak off' details emerge

Home> News> Crime

Updated 09:28 22 May 2025 GMT+1Published 08:58 22 May 2025 GMT+1

Diddy's former assistant reveals alleged six specific items he had to 'set up' his hotel rooms with as 'freak off' details emerge

The assistant was ordered to testify by the judge

Liv Bridge

Liv Bridge

A former assistant of Diddy has revealed the alleged six specific items that the rapper required for a 'freak off.'

Sean 'Diddy' Combs is currently on trial in Manhattan after being arrested in September last year on charges including sex trafficking and racketeering.

The 55-year-old music mogul is accused of exploiting his celebrity status to create a sex crime ring involving drug-fueled sex parties through the use of force, threats and violence, all of which he denies.

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The trial kicked off earlier this month with a heartbreaking testimony form his former long-term girlfriend, Cassie Ventura, who alleged physical violence at the hands of Combs and some bombshell insight into what went down in his so-called 'freak off' sex parties.

Combs was arrested in September last year (MEGA/GC Images)
Combs was arrested in September last year (MEGA/GC Images)

Cassie claimed the 'freak offs' involved her having sex with a male escort and that Combs would take drugs such as ketamine and MDMA.

Now, a former assistant to the disgraced father-of-seven, George Kaplan, has come to the stand as the 12th witness for the prosecution - and has some jaw-dropping insight of his own.

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Kaplan reportedly invoked his Fifth Amendment right to not testify on the grounds of self incrimination, but judge Arun Subramanian granted him an immunity order that required him to take to the stand, reports CNN.

From the stand, the assistant said he traveled across the US with Combs, including New York, Miami, Atlanta, DC and Orlando, where his job involved setting up the rapper's schedule for the day, like briefing the chef and housekeeping.

He would either travel by private jet with Combs or take his own flight to make sure the hotel room was 'set up properly' in anticipation of the 'I'll Be Missing You' hitmaker's arrival.

Kaplan was called to the stand this week (Michael M. Santiago/Getty Images)
Kaplan was called to the stand this week (Michael M. Santiago/Getty Images)

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Kaplan also revealed how he first came to assist in preparing a hotel room for a 'freak off.'

He said the first time he was initially given a bag to unpack with regular items, like clothes and a speaker, as well as candles, liquor, baby oil and lubricant.

Some of these items, like Johnson's baby oil and bottles of lube, were recovered from Combs' hotel room on the night of his arrest.

Cassie also similarly testified the specific way Combs would want a 'freak off' room to be set up, which reportedly included scented candles mixed with oil.

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Law enforcement took the images (Department of Justice)
Law enforcement took the images (Department of Justice)
Mysterious pink powder tested positive for ketamine and MDMA (Department of Justice)
Mysterious pink powder tested positive for ketamine and MDMA (Department of Justice)

After the first time he unpacked the bag, Kaplan said he was often instructed to purchase the same set of supplies with his corporate credit card from either Combs himself or his boss, Kristina Korram, Combs’ former chief of staff.

The court heard how Kaplan joined Combs Enterprises in 2013 and promoted into the role 10 months later.

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He says he worked between 80 to 100 hours per week, earning around $125,000, and would talk to Combs multiple times a day about anything he needed, like 'clothing or potentially food from somewhere or drugs or liquor or an iPad or a speaker'.

In one part of his testimony, he also hinted at a heated moment with Combs.

He said the Bad Boy Records founder flew into a rage and came 'close to my face' after he had purchased two half-gallon bottles of BPA-free water from Whole Foods instead of a one-gallon bottle as per Combs' supposed request.

James also testified as a witness for the prosecution (John Lamparski/Getty Images)
James also testified as a witness for the prosecution (John Lamparski/Getty Images)

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The testimony also comes as another ex-assistant, David James, who worked with the musician for two years, also said he would stock Combs' hotel rooms with clothes, iPads, snacks (like applesauce, Jell-O and Fiji water), a cosmetics bag and a medicine bag reportedly filled with '35 to 40' different types of medications.

James listed Advil, Tylenol, water pills (to lose weight), and Viagra as some of the tablets in the bag.

He further claimed that Diddy's security would carry a Louis Vuitton bag filled with around $10,000 in cash.

In the raid on his hotel room, law enforcement also uncovered drugs, Clonazepam medication, a Louis Vuitton bag and a fanny pack with $9,000 stuffed inside.

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The trial continues.

If you want friendly, confidential advice about drugs, you can call American Addiction Centers on (313) 209-9137 24/7, or contact them through their website.

Featured Image Credit: Gilbert Flores/Getty

Topics: Diddy, Sex Trafficking, Cassie Ventura, US News, Crime, Celebrity, Drugs

Liv Bridge
Liv Bridge

Liv Bridge is a digital journalist who joined the UNILAD team in 2024 after almost three years reporting local news for a Newsquest UK paper, The Oldham Times. She's passionate about health, housing, food and music, especially Oasis...

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@livbridge

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