Insights from Diddy’s Former Executive Assistant George Kaplan
Behind the Scenes: Setting Up Hotel Rooms with Unique Essentials
The Intricate Cleanup Process Afterward!
Published on May 21, 2025, 1:40 PM PDT
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Updated at May 21, 2025, 3:13 PM PDT
Diddy‘s former executive assistant George Kaplan disclosed that a significant part of his responsibilities at Combs Enterprises involved preparing hotel rooms for Diddy. This preparation included a variety of essentials for intimate encounters, such as lubricants, baby oil, and candles, which were humorously referred to as items for a “freak-off.” Kaplan’s insights paint a vivid picture of the behind-the-scenes activities that were part of Diddy’s high-profile lifestyle.
During his testimony on Wednesday at Diddy’s federal trial in New York City, Kaplan revealed to the jury that he booked numerous hotel rooms for Diddy in various locations, including New York, Miami, and Los Angeles. One notable location was the InterContinental Hotel, where Diddy was later captured on video engaged in a violent incident involving Cassie in March 2016. Kaplan indicated that his employment with Diddy spanned from 2013 to 2015, highlighting the extensive nature of his role.
Department of Justice
Kaplan explained to the jurors that he often booked rooms using the alias Frank Black, a name inspired by one of The Notorious B.I.G.‘s famous aliases, Frank White. This choice of alias illustrates the close-knit culture surrounding Diddy and his associates, blending personal and professional elements in a unique manner.
During his testimony, Kaplan shared that he meticulously packed Diddy’s bags in advance and then unpacked them upon arrival at the hotel. This included the careful arrangement of candles, Astroglide lubricant, and Johnson’s Baby Oil in the room to ensure everything was perfectly set for Diddy’s use.
TMZ.com
After Diddy concluded his activities in the hotel rooms, Kaplan recounted how he would undertake the task of cleaning up. This process involved gathering various items including bottles of baby oil, alcohol, and Gatorade. He even mentioned witnessing “brown crystallized powder” on the bathroom sink, which adds a layer of intrigue and concern about the environment in which Diddy operated.
Kaplan explained that his role in cleaning the rooms was not just about tidiness; it was also a strategy to protect Diddy’s public image. He emphasized to the jurors that there was considerable concern regarding potentially embarrassing photographs leaking to the public, which could tarnish Diddy’s reputation.
Kaplan also testified about Diddy’s communication with him during their hotel stays, detailing how Diddy would send him out to procure meals, outfits, and even drugs, including Advil, ketamine, and MDMA. Kaplan elaborated that Diddy would provide him with cash and specific instructions on whom to contact, which allowed him to return with various items for Diddy’s use.
Kaplan revealed that he worked extensive hours, logging between 80 to 100 hours each week with a starting salary of 5,000. He noted that Diddy occasionally threatened his job security, emphasizing the importance of having the best people around him, which created a high-pressure environment for Kaplan.
The court session was adjourned for the day while prosecutors continued their questioning of Kaplan. He is expected to return to the stand first thing Thursday morning as the courtroom proceedings resume, indicating the ongoing nature of this high-profile trial.
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