Diddy's Staggering Bill For 'Freak-Off' Hotel Damage Revealed In Court
By Favour Adegoke on June 17, 2025 at 8:15 PM EDT
Sean "Diddy" Combs was reportedly charged a hefty sum for damages incurred at the luxury InterContinental Hotel following an episode of his alleged drug-fueled orgies known as "freak-offs."
Clips from the sexual encounters were recently shown to jurors during Tuesday's court session, drawing a mixed reaction from them, especially a woman who looked visibly disturbed.
The jurors also saw records revealing how Sean "Diddy" Combs paid for flight and hotel accommodations for several male sex workers.
Diddy Was Slapped With A $46k Bill For Damages
The 6th week of Diddy's ongoing criminal sex trial continued on Tuesday with more shocking revelations springing up from the proceedings.
According to the Daily Mail, a special agent with the US Attorney's office, DeLeassa Penland, showed jurors how the Bad Boy Records founder was slapped with a huge $46,000 for damage to a penthouse suite in the InterContinental Hotel.
Diddy incurred the hefty bill in an October 2012 episode of his alleged drug-fuelled sex orgies which he often held with his ex-girlfriends and male sex workers.
The company cited "loss/penthouse damage" as the reason for the staggering bill, which Diddy reportedly paid with his American Express credit card.
Penland went further to declare that Diddy's card racked up an enormous $944,000 in charges for that month, which had to be paid off from several bank accounts.
Jurors Have Been Shown Some 'Freak-Off' Videos In Court
Elsewhere during the court session, prosecutors showed jurors clips from Diddy's "freak off" encounters, which drew different reactions from them.
According to TMZ, a federal prosecutor was questioning a Department of Justice special agent on the stand and asked the agent to verify a list of hotels in which Diddy conducted freak-offs with his ex-girlfriend Cassandra "Cassie" Ventura and other male prostitutes.
The special agent then went through the list describing the hotels while tallying up the specific freak-off videos that belonged to each location.
The prosecutor then showed a series of videos, approximately 11 minutes long, to the jurors and provided them with headphones to listen to the audio. As the videos progressed, the courtroom became so silent that everyone present could hear sexual noises coming from the jurors' headphones.
The Daily Mail reports that a white male juror was seen shaking his head in the courtroom while a black male juror was seen lifting his eyebrows up and looking away. An older woman looked disturbed and shook her head while a young male juror giggled at the clip when it first came on.
Judge Dismissed Juror From Diddy's Trial
Diddy's lawyers fought frantically to keep juror No. 6, a 41-year-old black man who said he loved '90s hip-hop and reggaeton. However, the defense team suffered a setback as Judge Arun Subramanian dismissed the juror due to inconsistencies regarding his place of residence.
During jury selection, juror No. 6 indicated that he lived in the Bronx area of New York, but more recently, told a court staff member that he had moved in with his girlfriend in New Jersey.
According to The Independent, Subramanian said he found "several inconsistencies" between the jurors' answers in court transcripts, which he said could suggest a desire to "be deceptive" in an effort to get on the jury.
However, Diddy's lawyers opposed the decision, saying that the "Finna Get Loose" rapper would be "substantially prejudiced by the dismissal" of a black male from the jury.
The dismissed juror has since been replaced by a 57-year-old white man who resides in Westchester with his wife and two children.
Text Exchange Reveals Shocking Details
Meanwhile, several text messages shown in court revealed disturbing interactions between Diddy and Cassie.
According to the Daily Mail, the court saw text exchanges between Cassie and Garren, founder of the escort agency 4 Cowboys for Angels in 2012, where she expressed concern about the TV show based on Cowboys 4 Angels called "Gigolos," which ran from 2011 to 2016.
"We know you guys are shooting the show out there," she wrote.
Garren replied: "We wrapped the show about a month ago. No filming, and the guys don't follow (people) around. It's reality TV, so it's all fake."
Garren added he is "very strict with the men for many of my private clients."
In another exchange between the exes, Diddy seemingly lied to Cassie in an attempt to get her back to the InterContinental Hotel after beating and hitting her in 2016.
On the day of the altercation, the "I'm Coming Home" rapper texted her at least five times in a row, demanding she return.
"Call me, the cops are here," he said, claiming he was "about to be arrested."
Diddy Settled Cassie's Lawsuit For $20 Million
In November 2023, Cassie opened the floodgates of lawsuits against Diddy when she filed a bombshell suit accusing him of sexual assault.
Twenty-four hours after the lawsuit was filed, it was settled out of court, with Diddy paying his ex-girlfriend an undisclosed sum at the time.
However, according to Variety, during her testimony on Wednesday, May 14, 2025, Cassie finally confirmed that Diddy and his companies paid her $20 million to settle the lawsuit.
When asked why she decided to testify against Diddy, Cassie said, "I'm here to do the right thing. I can't carry this anymore … the shame, the guilt."
