Explosive evidence presented in Sean “Diddy” Combs’ ongoing legal battle is shedding light on how his staff allegedly coordinated secretive hotel encounters—and went to great lengths to clean up the aftermath.
Court-released messages from 2019 show Diddy’s former chief of staff, Kristina Khorram, and assistants exchanging texts about preparing hotel rooms for so-called “freak-off” sessions.
These preparations included requests for cash deliveries of up to \$10,000, fresh towels, and coded references to escorts, like “cowboys.” In one exchange, Khorram joked about how long one of the escorts would “stay awake.”
Hotel staff described rooms left in disarray—coated in baby oil, candle wax, and other substances—while Diddy’s former assistant, George Kaplan, testified he was often tasked with cleaning up personally to protect the mogul’s reputation.
The messages and testimonies hint at a deliberate and well-managed effort to both stage and conceal private encounters, strengthening prosecutors’ claims of premeditation and control in the case.
