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Diddy Inc.: How Sean Combs' closest aides are unraveling his jet set empire in court

Diddy Inc.: How Sean Combs' closest aides are unraveling his jet set empire in court

USA Today6 days ago

Diddy Inc.: How Sean Combs' closest aides are unraveling his jet set empire in court
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Witness says she posted praise for Diddy because it was her job
A witness named 'Mia' testified in Sean Combs' sex trafficking trial, saying she feared no one would believe her allegations of sexual assault.
NEW YORK ― For years, Sean 'Diddy' Combs was the embodiment of untouchable celebrity — a near-billionaire mogul who crisscrossed the globe in private jets and chartered yachts, hosting drug- and sex-fueled parties from Cannes to St. Barts to Las Vegas.
To accomplish that, Combs enlisted an entourage of paid support staff and enablers who lived a life most mortals could only dream of — lavish, nonstop and, like Combs himself, at the white-hot center of fame, money and power atop the entertainment world.
Drinking champagne at the Eiffel Tower at 4 a.m.
Snorting from a potpourri of drugs in a luxe party bus at Burning Man.
Partying at Prince's house while The Purple One performed atop a table. Sunbathing off Turks and Caicos. Jetting off to Ibiza for a rave.
Now, inside a hushed Manhattan federal courtroom, that fantasy world is crashing down with the testimony of some of the very same people who made it all happen.
One by one, the people who once orbited Combs − assistants, stylists, gofers and security guards − are pulling back the curtain on his carefully erected empire. They describe a Promethean lifestyle powered by wealth and fame and propelled relentlessly forward by a combination of intimidation, manipulation, violence ― and even rape.
Some are testifying under federal subpoena and against their will, as is the case of former stylist Deonte Nash and Derek Ferguson, former chief financial officer for Combs' Bad Boy Entertainment..
"Absolutely not," Nash said when asked if he was taking the stand of his own accord.
More: Witnesses say Sean 'Diddy' Combs broke the law for decades. Why didn't they say anything?
Some legal experts say their testimony, and that of more insiders to come, will bolster prosecutors' allegations that Combs oversaw a movable party operation that crossed the line into becoming a global criminal enterprise designed to 'fulfill his sexual desires, protect his reputation, and conceal his conduct.'
'It seems like each and every day, the testimony gets worse and worse for Sean Combs,' said David Ring, a civil trial lawyer specializing in sexual assault cases who represented one of Harvey Weinstein's victims in a civil case. 'And I think we're going to see more employees come forward who have to admit on the stand that they enabled these criminal actions because they felt like they were pressured into it.'
Combs is the only one publicly charged in the case, with sex trafficking, racketeering and transportation to engage in prostitution. He has pleaded not guilty and denied all allegations of wrongdoing. His all-star team of lawyers accuses some of those now speaking out against him as joining 'the #MeToo money grab against Sean Combs.'
That's especially the case when it comes to Combs' treatment of his longtime girlfriend Casandra 'Cassie' Ventura Fine, who the mercurial rapper is accused of coercing into marathon sex acts known as "Freak Offs" and other degradations to satisfy his whims.
But his prosecution, especially charges of violating the Racketeer Influenced and Corrupt Organizations Act or RICO, hinges on the core accusation that Combs 'relied on the employees, resources, and influence of the multi-faceted business empire that he led and controlled' in his rise to the top.
If convicted of that RICO charge, Combs could spend the rest of his life in prison.
Exposing Combs' Inner Sanctum
At least one former executive assistant, George Kaplan, has been granted immunity to testify against Combs – an indication that they too might have been facing charges. Justice Department prosecutors have broadly hinted that there are other unindicted co-conspirators who lived the high life with Combs while doing his bidding, either willingly or under duress.
Several of Combs' former aides have testified that Combs demanded not only their absolute loyalty but also their silence. Several said they feared losing their jobs, and their employability in the entertainment world, if they spoke out, including about illegal activity.
But they're talking now.
To make their case, prosecutors have had at least seven people in Combs' employ walk the jury through how they answered to his every whim, anywhere in the world and at any hour.
One of Combs' longest-serving aides, identified only as Mia to protect her privacy, testified that she worked for him from 2009 to 2017 even though he physically and emotionally terrorized and even raped her. She did so, in part, because of the professional opportunities he gave her, including founding and running a film production company.
One of several yacht charters off the luxe Caribbean island of St. Barts was marred, Mia testified, by Combs screaming at her when she couldn't count the cash in his safe fast enough for him.
"You better learn to walk on water like Jesus did, b*tch,' Combs screamed before ordering her out of his sight. Soon after, Mia said, Combs decided to jet off to Las Vegas and demanded she accompany him.
"The highs were really high but the lows were really really low," Mia said during her three days of often-emotional testimony.
Mia described "magical, hilarious" and "hysterical" experiences, like partying with Leonardo DiCaprio, and drinking champagne in Paris and fending off Mick Jagger's attempts to take her home.
"Puff! Sometimes life goes by at catastrophic speeds where you never get to live in and enjoy 'now,'" Mia wrote Combs in a note for his 45th birthday in 2014. "I hope on this day you get to sit back and take it all in."
Mia also said the ADHD medication she'd been taking since her late teens helped her keep up with the sleepless nights and jet lag.
As the first rapper to combine the riches of a pop mega-star with the thug life ethos of rap and hip-hop music, Combs indeed did live life at 'catastrophic speeds' that often crossed the line into illegality, other former staff members have testified in recent weeks.
To support his high-flying lifestyle, Combs had as many as five personal assistants, executive assistants, a large security detail and at least one private chef.
Also on speed dial, a drug dealer nicknamed 'One Stop,' because he had everything from cocaine to Plan-B and birth control to the party drug ecstasy, Combs associate and singer Dawn Richard testified.
Richard said she observed Combs using weed, ketamine, cocaine and the party drug Molly, stashing his drugs in a Louis Vuitton toiletry bag.
David James told jurors part of his job was picking up drugs for Combs and his friends, from Percocet prescriptions at the pharmacy to an eighth of an ounce of cocaine from a yacht in St. Tropez.
More: Sean 'Diddy' Combs could lose his freedom – and his vast empire of mansions, art and cars
He also saw several different types of ecstasy pills in Combs' medical bag, including "one in the shape' of former President Barack Obama's face.
Even more damaging to Combs, prosecutors suggest, could be the testimony of male former employees, especially security guards who may have been involved in recruiting and transporting women across state and national lines, key elements of the trafficking case.
A former Combs' chief of staff Kristina "KK" Khorram, often described as his all-knowing 'right hand' could also testify.
'The fact that these employees are testifying is incredibly significant to the RICO charges, because it shows that this was an enterprise that was engaged in criminal activity,' Ring told USA TODAY. 'If it's just Sean Combs by himself, there wouldn't be any claim of a RICO violation.'
If you are a survivor of sexual assault, RAINN offers support through the National Sexual Assault Hotline at 800.656.HOPE (4673) and Hotline.RAINN.org and en Español RAINN.org/es.
Josh Meyer is a veteran correspondent focusing on domestic, national and global security issues, including transnational criminal organizations. Reach him atJMeyer@usatoday.com. Follow him on X at @JoshMeyerDC and Bluesky at @joshmeyerdc.bsky.social.

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Diddy's ex, 'Jane,' is now his 2nd accuser to describe being sex-trafficked by violence
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Diddy's ex, 'Jane,' is now his 2nd accuser to describe being sex-trafficked by violence

"Is this coercion?" Combs' ex said he asked her after leaving her covered with bruises last June. Combs' 2nd sex-trafficking accuser, "Jane" told a jury he then forced her to have sex with an escort. "Take this fucking pill," she said he demanded. "You're not going to ruin my fucking night." Sean "Diddy" Combs' ex told a federal jury Monday that the mogul once covered her face in bruises before posing a taunting question: "Is this coercion?" The rap mogul then demanded she put on makeup, pop an ecstasy pill, and have sex with a male escort, the woman, "Jane," testified, describing a June 2024 dinner date at her Los Angeles home. "Take this fucking pill. You're not going to ruin my fucking night," Jane, who is testifying under a pseudonym, said Combs demanded as she screamed, "I don't want to! I don't want to!" Through this harrowing testimony, Jane became the second of Combs' ex-girlfriends, after R&B star Cassie Ventura, to take the stand at his Manhattan trial and describe being sex trafficked through coercive violence. "He just looked at me, right in my face," from an inch away, his voice "forceful," Jane said, when lead prosecutor Maurene Comey asked her to describe how Combs appeared and sounded when he asked her, "Is this coercion?" It was the third day of testimony for Jane, who described herself as an OnlyFans lingerie model and the single mother of a child fathered by one of Combs' rap world rivals. She dated Combs between 2021 and 2024. Jane told the jury Monday that while she took the ecstasy pill on that violent night, she did not answer Combs' question about coercion. Instead, only three months later, federal prosecutors would answer the question for her. Combs would be indicted in September 2024 on racketeering and sex trafficking. Both Ventura and Jane were sex trafficked by means of Combs' false promises, violence, and coercion, according to the indictment. The legal definition of coercion includes any scheme or pattern that causes someone to fear serious harm. Defense lawyers argue that there was no coercion because the sex was consensual. They say that this is borne out by years of texts and emails in which Ventura and Jane display enthusiasm for these drug-fueled nights of sex with as many as three men, plus Combs himself. The racketeering allegations against Combs include bribery and witness tampering, and here Jane's testimony from Monday could also help prosecutors. Jane told the jury that in the days after Ventura filed her explosive November 2023 lawsuit, Combs threatened to send her sex tapes to the father of her child, offered her cash, and pleaded, "I need your friendship." "Charge me. Charge me, so we can just move on," Jane testified that a desperate-sounding Combs told her during a FaceTime call. "He was wanting me to come up with some sort of number," Jane told the jury, describing what she called a rejected offer to pay for her silence. The Ventura lawsuit quickly upended Combs' life and his multimillion-dollar music and lifestyle empire. In it, Ventura accused Combs of forcing her to have sex with male escorts while he watched, masturbated, and filmed. These so-called "freak off" performances involved heavy drug use and lasted for days, Ventura said in the suit, previewing her own testimony at the start of the trial. The lawsuit, which settled the next day for $20 million, was the catalyst for dozens of similar lawsuits and for the indictment itself. "I just reacted, like, I can't believe I'm reading my own story," Jane told the jury Monday, tearfully describing her reaction to reading Ventura's lawsuit for the first time. "I almost fainted," she told the jury. "In fact, I think I did." 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Through this harrowing testimony, Jane became the second of Combs' ex-girlfriends, after R&B star Cassie Ventura, to take the stand at his Manhattan trial and describe being sex trafficked through coercive violence. "He just looked at me, right in my face," from an inch away, his voice "forceful," Jane said, when lead prosecutor Maurene Comey asked her to describe how Combs appeared and sounded when he asked her, "Is this coercion?" It was the third day of testimony for Jane, who described herself as an OnlyFans lingerie model and the single mother of a child fathered by one of Combs' rap world rivals. She dated Combs between 2021 and 2024. Jane told the jury Monday that while she took the ecstasy pill on that violent night, she did not answer Combs' question about coercion. Instead, only three months later, federal prosecutors would answer the question for her. Combs would be indicted in September 2024 on racketeering and sex trafficking. 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The most recent ex-girlfriend of Sean 'Diddy' Combs testified further at his sex trafficking and racketeering trial in New York on Monday, detailing the deterioration of their relationship over the last few years, fainting from shock upon reading Cassie Ventura's civil lawsuit against him and a savage beating at his hands months before the fallen mogul's September arrest. As prosecutors near the end of their witness list and get ready to rest their case, the victim, using the pseudonym Jane Doe to protect her anonymity, shared her experiences with the defendant over the back half of their three-year relationship. Last week, she told the court that about 90 percent of their time together revolved around 'freak-offs' or what she referred to as 'hotel nights,' which were drug-fueled orgies where she was allegedly coerced and blackmailed into having marathon sex sessions orchestrated and filmed by Combs as he looked on. 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From the witness stand on Monday, Jane testified further to the court of the alleged coercion to participate in hotel nights she claims to have experienced from Combs, who paid for her apartment and still does today; she said her housing felt contingent on keeping Combs happy, which she has said was always her goal in their ultimately orgy-centered relationship. '[It was] like the home was being used as leverage,' she said, and added that she felt 'guilt-trippy things' about living in a home paid for by Combs. Jane told the court that this 'made me feel like I had to perform' sex for housing. She expressed this to him in a text that described her feeling 'disgusted' with herself. On two separate occasions, she told the court, a hotel night involved a man dressed as a cowboy while wearing high-heeled shoes and another involved three men, which led to her vomiting. Combs went to check on her afterward but quickly ushered her back to the 'party,' she said. Jane also alleged that Combs blackmailed her with sex tapes he made of her and male sex workers at the hotel nights, telling her that he would release them in December 2023 and show them to her baby's father. This was amid a series of fights the couple had, she told the court, as their relationship was deteriorating as she began to show more agency and tell the wealthy business leader that she did not want to have sex with other men for his pleasure. Her mental health deteriorated during this time, she said, as she began to recognize the alleged gaslighting tactics Combs used on her; at a point, she began to have suicidal ideation, she said. Jane also described a time she vomited during a session involving three men and shared her thoughts after viewing footage of her at a hotel night. 'I saw me being high. I was following a pattern, the pattern that I thought he wanted to see,' she testified. 'It was like a show over and over again.' A man named Cabral, who appeared with her in a sex video, asked for $10,000 for the footage, which Combs had shot on the sex worker's phone. It was eventually sold to an undisclosed publishing company, she said. The turning point for Jane seems to have been when she read Ventura's 2023 legal filing against Combs, which was famously settled out of court the following day. Three pages of that complaint struck her sharply, she said. Jane also told the court that upon reading the suit, she fainted. 'I feel like I'm reading about my own sexual trauma,' she said. Combs asked for her emotional and spiritual support in a taped phone call from the time that was played in court. 'I just needed to tell you I need your friendship; you know you ain't gotta worry about anything else, baby, please pray for me,' the mogul told her. 'I will be praying for you; I need your friendship.' Jane finally described on Monday a harrowing story, mentioned in the prosecution's opening statement, of being physically attacked by Combs amid an argument they'd had after he was photographed with a woman 25 years younger than him. Jane said she referred to him as a 'pedophile' and slammed his head into a marble kitchen counter. This allegedly enraged Combs, who stalked her around the apartment, kicking in four doors as she tried to flee from his attacks. Describing the terror she felt on that day in June 2024, Jane said she escaped the home and lingered in the neighborhood for hours, waiting for Combs to leave. Jane Doe's testimony will resume when court is back in session on Tuesday. Best of The Hollywood Reporter Most Anticipated Concert Tours of 2025: Beyoncé, Billie Eilish, Kendrick Lamar & SZA, Sabrina Carpenter and More Hollywood's Most Notable Deaths of 2025 Hollywood's Highest-Profile Harris Endorsements: Taylor Swift, George Clooney, Bruce Springsteen and More

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