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Sean Combs trial updates: Jury shown 'freak off' videos before court adjourns for the day

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Last updated: Tuesday, June 17, 2025 12:00AM GMT
DIDDY ON TRIAL RECAP: Jury shown 'freak-off' videos before court adjourns for the day
Mike Marza and ABC News Legal Contributor Bernarda Villalona recap what happened in court on Monday in the Sean Diddy Combs trial.

NEW YORK -- The prosecution may rest its case before week 6 of testimony in the trial of Sean "Diddy" Combs is over.

Combs is charged with racketeering conspiracy, sex trafficking, and prostitution. Combs has pleaded not guilty to all counts. If convicted, he faces the possibility of life in prison.

Combs' lawyers argue that all the sexual acts were consensual, and although he could be violent, he never veered into sex trafficking and racketeering.

This story may contain accounts and descriptions of actual or alleged events that some readers may find disturbing.

"Bad Rap: The Case Against Diddy," a new podcast from "20/20" and ABC Audio, traces how the whispers of abuse came to light and led to the downfall of Sean "Diddy" Combs, who was once among the most influential entertainers and entrepreneurs in hip hop. Listen on Apple Podcasts, Spotify, Amazon Music and more.

(ABC News and The Associated Press contributed to this report.)

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Jun 16, 2025, 5:58 PM GMT

Jury sees messages between Combs and male escort allegedly arranging travel

A summary witness for the prosecution, SDNY Special Agent DeLeassa Penland, is showing the jury a series of text messages, emails and documents pulled from one of Sean Combs' electronic devices that they say relate to travel arrangements for a male escort named Jules, whom former Combs girlfriend Cassie Ventura has previously testified was hired to participate in so-called "freak-off" sexual encounters.

Text messages show Combs and Jules arranging a date and Combs sending him an itinerary for a Dec. 11 flight from Los Angeles to New York and instructions for "pickup inside baggage claim to London Hotel."

An email from Combs shows him telling someone at his company to book the flight.

The court is now taking a lunch break.

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Jun 16, 2025, 4:56 PM GMT

Defense downplays employee involvement in alleged crimes in summary witness cross-examination

On cross-examination of the government's first summary witness, paralegal Ananya Sankar, defense attorney Teny Geragos highlighted messages that the defense contends downplay the role of Sean Combs employees in allegedly procuring drugs for him.

In one such text message, Kristina Khorram, Combs' former chief of staff, said that she doesn't talk to Guido, whom the prosecution said is a drug dealer, but that Combs talks to Guido himself.

Sankar is now off the witness stand.

The next witness is Special Agent DeLeassa Penland of the United States Attorney's Office for the Southern District of New York, who reviewed charts and data. She is a second summary witness for the prosecution.

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Jun 16, 2025, 4:04 PM GMT

Jury sees more messages between 'Mia' and Combs bodyguard

The jury is seeing more text messages that the prosecution is presenting with the intent to show how Sean Combs and his team reacted to former Combs girlfriend Cassie Ventura's lawsuit against him.

Combs' former assistant, who previously testified under the pseudonym "Mia," told the jury that Combs' bodyguard Damian Butler, known as D-Roc, repeatedly called and texted her in the days and weeks after news of the lawsuit became public, urging her to talk to Combs.

D-Roc is not testifying but a summary witness read for the court some of the call and text logs from his phone that appear to show him in close communication with Combs while he is chatting with "Mia."

"Mia" testified that the outreach from D-Roc and Combs "terrified" her. The messages appear to show that "Mia" brushed off D-Roc's repeated offers to "send my sister a gift."

Federal prosecutors allege that Combs orchestrated a criminal enterprise with the assistance of his bodyguards to pressure witnesses like "Mia" through attempted bribery "to stay silent and not report what they experienced or knew."

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Jun 16, 2025, 3:04 PM GMT

Jury sees collection of messages from Combs employees about 'freak-offs,' alleged drug deal

The jury is seeing and hearing a disjointed smattering of text and audio messages meant to try and reinforce testimony from other witnesses about hotel rooms, drugs and travel.

Prosecutors presented one group of messages between Sean Combs' chief of staff Kristina Khorram and Combs' travel arranger Jessica Ruiz discussing a flight for "Jane," a prior witness and ex-girlfriend of Combs who testified under a pseudonym, and a male escort named Paul.

Another group of messages involved discussions of paying a drug dealer, and Combs' request for 15 molly pills.

Prosecutors also presented a text from one of Combs' assistants that read, "got to reup on baby oil and s---" after receiving instructions to set up a hotel room for a "freak-off" sex session with former Combs girlfriend Cassie Ventura.

The prosecution told the court that the messages were taken from electronic devices seized from Khorram, who has not testified during the trial. Khorram has denied any wrongdoing.

In a 2018 exchange presented to the jury, after Ventura texted Khorram "I can't do the violence," Khorram messaged back, "stay focused, not worth derailing."