Diddy Trial: Special Agent DeLeassa Penland's Is Back On The Stand After Lunch On Day 24 (Part 3) (6/17/25)

After the lunch break on Monday, June 16, 2025, testimony resumed with U.S. Special Agent DeLeassa Penland, who continued detailing travel records and communications tied to alleged “freak‑off” encounters. Specifically, she walked the jury through flight itineraries showing that a male escort—identified as Jules Theodore—flew from Los Angeles to New York in December 2009. These arrangements were allegedly made by Sean Combs and paid for using his American Express card registered to Bad Boy Entertainment. The jury also heard text messages between Combs and Jules coordinating the travel and stay at the London Hotel, underlining the prosecution’s argument about the orchestration of these encounters.


Following that, the focus shifted to financial documentation: the prosecution introduced credit card statements and travel logs tying Combs’s business entity to payments for escorts and hotel bookings. These materials were presented to support the trafficking and racketeering conspiracy charges—showing evidence of Combs arranging and funding travel and accommodations for escorts. Court then adjourned for the day, with the testimony set to continue the next day



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June 16, 2025 - Day 24 of testimony in the Sean ‘Diddy’ Combs trial | CNN