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Diddy appears on trial and a large cellphone with 'freak-offs' in a chat bubble on the screen can be seen on a monitor.

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Diddy Trial Day 25: Judge Threatens Criminal Charges Over Media Leak, Juror Removed, and Graphic Messages Revealed

TLDR: Day 25 of the Diddy trial saw sealed evidence leaks, juror drama, and explicit testimony linking finances to alleged “freak-offs.”


Tensions ran high in federal court Tuesday as the sex trafficking and racketeering trial of Sean “Diddy” Combs entered Day 25. Judge Arun Subramanian delivered a stern warning to both the prosecution and defence teams after evidence surfaced that sealed information may have been leaked to the press—a violation that could carry criminal ramifications.

“This is the last warning I’m giving either side,” Subramanian said during the morning session, citing concerns that someone had broken a gag and seal order tied to protected evidence. The judge also indicated plans to launch an investigation into the leak’s origin.

The warning came 24 hours after another dramatic moment: Juror 6, a Black male, was dismissed from the case after it was discovered he lied about living in the Bronx, New York as he had previously claimed, the juror allegedly let it slip that he had relocated to new years week prior, which ultimately gave the judge worry, causing the juror to ultimately be dismissed. He was then replaced by a white male juror, prompting defence concerns about the panel’s diverse balance as deliberations get closer.

Prosecution Links Finances to Alleged “Freak-Offs”

Prosecutors presented financial and travel records they say tie Diddy to what they allege were drug-fuelled, coerced sexual encounters, referred to in court as “freak-offs.” Jurors were shown hotel invoices, flight itineraries for escorts, and American Express statements—all of which prosecutors argue document how Combs funded these alleged encounters.

The financial records were linked to multiple bank accounts associated with Diddy’s companies, as prosecutors wanted to build a timeline connecting text messages from Cassie Ventura to important events. They argued the data helped establish when escorts allegedly traveled with or stayed alongside Ventura and Diddy. During this portion of testimony, Diddy’s mother was seen quietly entering the courtroom and taking a seat near the front as the financial documents were presented.

However, not all jurors appeared fully engaged. We noted that one juror seemed “incredibly uninterested,” even as a summary witness—a special agent who analyzed the data handed over by the prosecution—was cross-examined by the defence.

Outside of the courthouse on day 25 of the Diddy trial, where freak-offs were the focus.
Remi Louis Harris / HipHopCanada

Defence Cross-Examines Home Land Security Agent Over Data Gaps

The defence challenged the agent’s analysis, arguing it lacked key context and failed to verify important details. They pressed her on multiple points:

  • She did not confirm who was physically with Combs on key travel dates.
  • She failed to independently verify text messages used in the analysis.
  • Several messages from Ventura were excluded from summary charts, including one where she texted, “I can’t wait to stare at some big black d**k,” and another that read, “I don’t want a freak-off for the last time. I want it for the first time for the rest of our lives.”

Defence attorneys argued these messages showed a different narrative—one in which Ventura was a willing and most times the initiating participant, not a coerced victim. They also pointed to discrepancies in the prosecution’s timeline, such as Ventura being in South Africa on a date she was allegedly with Combs.

Videos and Messages from Cassie Introduced

Later in the day, jurors were shown sealed video and audio clips that prosecutors claim were sent by Ventura to Combs. The footage, dating from October 2012 to December 2014.

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The defence also presented multiple explicit texts from Ventura, including messages where she appeared to request “freak-offs,” aiming to support their argument that her participation was consensual. One such message read, “Your sex makes me high.” However, during the redirect, the prosecution pushed back by introducing a photo Ventura allegedly sent with a visible cut near her eye, accompanied by a caption, “So you can remember.”

Outside of the courthouse on day 25 of the Diddy trial.
Remi Louis Harris / HipHopCanada

What’s Ahead?

The prosecution is expected to rest its case by the end of this week, with the defence preparing to present its arguments next week. As tensions rise over potential media leaks, questions about jurors, the case appears to be reaching a critical point.

Court is scheduled to resume Wednesday morning.

Stay with HipHopCanada as we continue our in-depth coverage of the Diddy trial, bringing you the latest updates, testimonies, and drama live from the courtroom as it all unfolds.

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