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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, 8:12 PM GMT

Jury sees 'freak-off' videos before court adjourns for the day

The jury donned headphones and spectator screens went dark while the prosecution played excerpts of "freak-off" videos for the jury.

The videos were taken from a laptop turned over to prosecutors by Cassie Ventura, Sean Combs' former girlfriend.

The jury saw the footage after federal prosecutors sought to establish Ventura's presence in hotels in New York City, to which they say travel was also arranged for male escorts for the purpose of participating in "freak-off" sex encounters.

One video lasted 39 minutes, 10 seconds, though the jury saw only a portion.

The jury also was shown a text exchange from 2013 between Combs and Ventura in which he texted, "Want to celebrate Christmas and have a 'freak-off?'"

The prosecution also presented subsequent text messages that summoned four escorts to the L'Ermitage Hotel in Beverly Hills, Calif.

Court has adjourned for the day.

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Jun 16, 2025, 7:18 PM GMT

Jury sees financial documents prosecutors say tie Bad Boy to alleged 'freak-off' payments

Credit card statements presented by the prosecution showed that Sean Combs used his American Express card to pay for Cassie Ventura and a male escort, Jules Theodore, to fly separately to New York in December 2009.

The jury saw a bank statement that encompassed the entirety of the bill. The account holder is Bad Boy Entertainment Worldwide.

Federal prosecutors contend that Combs intermingled his business and his personal interests as part of an alleged criminal enterprise that he has denied.

The jury also saw a series of messages and invoices from October 2012. Bad Boy Entertainment was listed on the travel invoice for a ticket to New York for former Combs girlfriend Cassie Ventura. Prosecutors also presented a reservation at the Trump International Hotel in Columbus Circle which was made under the name Janet Clark, an alias for Ventura seen in text messages.

"Janet Clark 408," Ventura messaged an escort known as The Punisher, asking him to arrive at 3:30 a.m.

Combs messaged Ventura, "You ready for tonight" and Ventura messaged back "I just gta get stuff."

"You had all day," Combs' reply said. "It's always something."

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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.