The Diddy Trial Recap:  Week Number 2 (Part 3) (5/26/25) - podcast episode cover

The Diddy Trial Recap: Week Number 2 (Part 3) (5/26/25)

May 26, 202516 min
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Episode description

On Wednesday, May 21, 2025, during the ongoing federal sex trafficking and racketeering trial of Sean "Diddy" Combs, jurors heard testimony from George Kaplan, a former personal assistant to Combs. Kaplan described his responsibilities, which included arranging and cleaning up after events referred to as "freak-offs"—alleged drug-fueled sex parties involving Combs. He testified about an incident in 2015 where he witnessed Combs assaulting Cassie Ventura on a private jet, leading him to purchase over-the-counter remedies to treat her injuries. Kaplan also recounted another episode where Combs allegedly threw apples at a woman named Gina during an altercation in Miami. Kaplan stated that he resigned from his position later that year, citing discomfort with the environment and his father's illness as reasons for his departure.

Additionally, Homeland Security Investigations Special Agent Gerard Gannon testified about a 2024 raid on Combs' Miami mansion. Gannon detailed the discovery of various items, including gun parts, platform heels, and large quantities of baby oil, which prosecutors allege were used in the orchestration of the "freak-offs." The prosecution presented these findings to support their claim that Combs operated a criminal enterprise involving coercion and exploitation.


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