Diddy Trial: Escort Texts Reveal Alleged ‘Freak-Off’ Instructions

In the ongoing federal trial against Sean “Diddy” Combs, prosecutors have presented new evidence, including revealing text messages and items seized during an FBI raid, which they contend support serious allegations against the music mogul. Combs faces charges including racketeering conspiracy, sex trafficking, and transporting individuals for prostitution, though he vehemently denies the accusations, maintaining all encounters were consensual.

A significant focus of the evidence introduced involves text message exchanges from 2009 between a male escort identified as “Jules” and an associate of Combs. These messages allegedly detail the logistics and instructions for Jules to attend what were described as “freak-offs” – events prosecutors characterize as lengthy sex sessions potentially involving Combs, his companions, and escorts.

Alleged Instructions and Arrangements

According to the texts presented, in August 2009, Combs’ associate contacted Jules in Los Angeles with a last-minute invitation to fly to New York City for a “freak-off.” A “tip” was reportedly offered for the short-notice travel, which Jules quickly accepted. Flight details for a Virgin America trip from LAX to JFK were subsequently sent, with instructions for Jules to coordinate his return flight booking when ready.

Upon arriving in New York the next morning, Jules confirmed his arrival and plans to get settled before heading over. Within about an hour, the associate allegedly instructed Jules to come to a specific location, room 4901.

Later that day, Jules reportedly requested help booking his return flight but needed more rest, quipping about his exhaustion and describing the others involved as “rabbits lol,” suggesting the intense nature of the activities. The associate was allegedly accommodating, allowing Jules more time to rest before returning.

Later Communications and Changing Terminology

Months later, in December 2009, texts show Jules seeking assistance from the same associate to create an alibi for his girlfriend. He allegedly asked the associate to send a text suggesting their group would be elsewhere that weekend. After confirming the excuse worked, Jules reportedly offered his availability for future events. Notably, in these later messages, the events were referred to more discreetly as a “party” rather than a “freak-off.” Prosecutors suggest these communications, along with others involving travel arrangements for alleged “freak-offs,” provide insight into the alleged operation.

FBI Raid Findings Presented

Adding to the prosecution’s case are photographs introduced from a March 2024 FBI raid on Combs’ Los Angeles estate. These images reportedly show high-powered rifles, bags of ketamine, other suspected narcotics, and surprisingly large quantities of baby oil and lubricant – hundreds of bottles stored in various displays. Prosecutors suggest these findings offer a glimpse into a lifestyle marked by excess, control, and substance abuse, which they link to the alleged criminal enterprise.

Further testimony from a former assistant to Combs also touched upon these events, stating he cleaned up after the “freak-off” events and regularly purchased drugs for Combs, typically on a monthly basis.

Prosecutors allege that Combs orchestrated a clandestine network involving drug-fueled sex parties where individuals were allegedly manipulated and coerced. If found guilty of the charges, Combs could face severe penalties, including a potential life sentence for racketeering and significant prison time for the sex trafficking and transportation charges. The defense maintains that any sexual encounters were consensual, attempting to counter the prosecution’s portrayal of the events.

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