The ongoing federal racketeering and sex trafficking trial of Sean “Diddy” Combs, as of June 16, 2025, has revealed evidence including messages about hotel planning, cleanup concerns, and flight arrangements related to alleged “freak-offs”—drug-fueled, marathon sexual encounters, according to prosecutors. Here’s a summary based on available information:
- Hotel Planning and Cleanup Concerns: Testimonies and evidence presented in court highlight meticulous preparations for these events. Former assistants, such as George Kaplan and Jonathan Perez, testified about setting up hotel rooms with supplies like baby oil, lubricants, candles, liquor, and drugs (e.g., MDMA, ketamine) for Combs’ “freak-offs” or “hotel nights.” Kaplan noted that he was responsible for cleaning up after these events to protect Combs’ public image, as hotel staff cleaning the rooms might leak details or images of the aftermath. A hotel manager testified that Combs’ rooms often required deep cleaning and constant air freshening due to the state they were left in, with reports of significant damage, including oil handprints on walls and disarrayed sheets and towels.
- Flight Arrangements for Freak-Offs: Messages presented in court, particularly from December 2019, show Combs’ former chief of staff, Kristina Khorram, coordinating travel logistics. For instance, a text exchange involved Khorram and former assistant Ryan Lopez discussing a male escort (referred to as “one of the cowboys”) spotted in a hotel lobby, with Khorram responding with laughing emojis and asking, “how long is he going to stay awake?” Other messages involved arranging flights for “Jane,” a pseudonym for a former girlfriend who testified about her involvement in these events. These arrangements included coordinating cash payments and hotel bookings, with discussions about high damage charges at hotels.
- Context of Allegations: Prosecutors allege that Combs orchestrated these “freak-offs” as part of a criminal enterprise, coercing women into participating through drugs, blackmail (using recorded videos), and threats of violence. Witnesses, including Cassie Ventura and “Jane,” described being pressured into these encounters, often under the influence of drugs like ecstasy to endure the sessions, which could last up to three days. The defense argues these were consensual acts, with Combs’ legal team attempting to reframe them as part of a swinger lifestyle rather than criminal activity.
- Additional Evidence: Testimonies also include details of a $100,000 bribe paid by Combs to obtain a 2016 hotel surveillance video showing him assaulting Cassie Ventura, indicating efforts to cover up incriminating evidence. Items found in Combs’ hotel room during his September 2024 arrest, such as large quantities of baby oil, lubricants, and drugs, further support the prosecution’s claims about the nature of these events.
The trial, now in its sixth week, continues to unfold with graphic testimonies and evidence, focusing on whether these arrangements constitute sex trafficking and racketeering or consensual encounters. Combs has pleaded not guilty to all charges and faces a potential life sentence if convicted. For the latest updates, you can follow reputable news sources or court recaps, as the trial is expected to last about two months from its start on May 12, 2025.
Disclaimer: The information is based on ongoing trial reports and may include unverified claims. Always cross-reference with primary sources for accuracy.
