Sean Diddy

Diddy Trial: Music Mogul's Outrageous Credit Card Bills, Purchases Revealed in Court

Author: Trey Alston Source: Complex
June 18, 2025 at 13:46
(Photo by MEGA/GC Images)
(Photo by MEGA/GC Images)

Prosecutors say he used his business empire to covertly run a criminal enterprise.


Some of Diddy’s massive credit card purchases were revealed in court in the midst of his ongoing federal sex trafficking and racketeering trial.

Diddy’s big spending habits over the years were detailed in court as his purchases for different bank statements over the year were read aloud by prosecutors who sought to tie his umbrella company, Bad Boy Worldwide Entertainment, and its subsidiaries to the case.

On Thursday, Special Agent DeLeassa Penland, an investigator for the U.S. Attorney’s Office, shared a spreadsheet of more than 30 pages that covered various flights, trips, and hotel room charges to Diddy.

The evidence showed he racked up over $46,000 in damages at the InterContinental Hotel in Times Square. That same month, his $944,059 credit card bill was paid using multiple bank accounts tied to his companies, according to testimony presented to the jury.

Here are key dates and charges in Diddy's case, including evidence prosecutors say shows he used his business empire to covertly run a criminal enterprise.

Diddy Spends over $100K in one day

In August 23, 2010, according to court docs, the mogul's account had charges from United Airlines, Diptyque, Astor Wine & Spirits, American Airlines and travel agency fees, for a total of $108,656.

Diddy billed $40K in hotel damages

On October 5, 2012, Diddy received a bill for the InterContinental Hotel in New York that cost $46,786, due to “petty cash A&G loss and DA penthouse damage."

Diddy billed over $300K for hotel stay and travel fees

A bill for a stay at the Four Seasons Hotel, along with travel agency fees and other charges, totaled $307,424 on Sept. 23, 2014. The court was showed payments made from five different Signature Bank accounts, including payment dates, check numbers, and amounts. The accounts were held by entities tied to Sean Combs, including Combs Enterprises LLC, Bad Boy Productions, and various LLCs associated with Bad Boy Entertainment.

The reveal of Diddy’s credit charges came on the same day that the jury watched videos of his alleged "freak-offs" in court.

Complex’s Shawn Setaro reported that Diddy’s defense showed multiple and lengthier clips of the reported sex parties to the jury, with one of them lasting for almost five minutes.

Only jurors and the prosecutor were able to watch the videos. The music mogul allegedly viewed some of the clips privately before the testimony began, but not in the courtroom. However, he listened to the clips with headphones as both the jury and the prosecutor watched them.

Before that, the prosecutors reportedly showed jurors 30-second clips of the footage on June 16.

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