“Sean Combs: The Reckoning” is the latest documentary detailing the meteoric rise and cataclysmic downfall of the disgraced music mogul. Executive-produced by 50 Cent, the four-part Netflix docuseries pulls back the curtain on the life and times of Diddy. Featuring never-before-seen footage and exclusive interviews with alleged victims, former associates, and employees, the highly anticipated series details how Diddy built an empire against a backdrop of allegations of abuse, coercion, and alleged sexual misconduct. With brutal precision, “Sean Combs: The Reckoning” examines his ascent from Bad Boy Records founder to a convicted offender. The documentary comes several months after the Bad Boy Records founder was found guilty on two counts of transportation to engage in prostitution.
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Just in case you missed it, here are the Most Shocking Moments From “Sean Combs: The Reckoning.”
Diddy Had The Cameras Rolling Up To His Arrest
Amazingly, Diddy documented himself leading up to his September 2024 arrest. In a New York City hotel room six days before his arrest, Diddy is seen speaking with his lawyer on the phone about his frustrations with the direction of the case.
“We have to find somebody that’ll work with us that has dealt in the dirtiest of dirty business,” he says to his attorney, Marc Agnifilo, in episode one. “We’re losing!”
After Diddy claimed that the footage was stolen, Alexandria Stapleton, the director of the docuseries, said that the footage “came to us” and that they “obtained the footage legally and have the necessary rights”.
Diddy Allegedly Slapped His Mother In a Violent Outburst
In the aftermath of the tragic City College of New York celebrity basketball game, Kirk Burrowes, a co-founder of Bad Boy Records, alleged that Diddy slapped his mother, Janice Combs. Diddy was reportedly depressed and on administrative leave at the time from Uptown Records after dropping out of Howard University. Burrowes claimed that when Janice Combs asked if he was sure he wanted to continue in the music business, he “put his hands on her, called her b*tch and slapped her.” Gene Deal, Diddy’s former head of security, said in a previous interview that Burrowes told him about the alleged incident.
Diddy Allegedly Charged Biggie’s Funeral Costs to His Estate
After Biggie’s death, Diddy orchestrated a lavish funeral in New York for his deceased superstar artist. While many thought that Diddy paid for the funeral, he had Biggie’s funeral costs charged to the artist’s estate, according to Burrowes in episode two.
“We’re going to do the biggest funeral for Biggie that New York has ever seen.’ When we start to put that together, he starts to see the price. He says, ‘We’re going to do the biggest funeral, but Biggie’s going to have to pay for this funeral.’ He was gonna make the funeral a recoupable charge to Biggie in death. Sean doing the big show looks good on him. But he’s not going to tell the world that Biggie was going to pay for it,” Burrowes explained in episode two.
Diddy Was Jealous Of Biggie and Tupac’s Friendship
Before Biggie and Tupac became enemies, they once had a close relationship that Diddy allegedly did not approve of.
“Sean was insanely jealous of Biggie and ’Pac’s friendship,” Burrowes said. “For Sean, being a marketer – you’re a manipulator. And there’s envy for people who have success [and] fame, with no manipulation.”
He added, “With Sean, sometimes you’re humiliated. Sometimes you’re made an example of. Sometimes violent things happen to you. Through the years, a lot of bad things happened to good friends.”
Diddy Attempted To Wire $200M To His Girlfriend Before His Arrest
In the days leading up to his arrest, Diddy reportedly tried to reallocate money to Dana Tran, his girlfriend. In the third episode, Diddy is seen speaking with Tran, the mother of his 3-year-old daughter Love, about a financial deposit.
“I’m about to deposit 200 million right now,” Diddy said in episode three. “I feel good. They’re holding the bank open for me, you feel me?”
Tran is heard in the background saying he “was in his Diddy bag.”
Aubrey O’Day Says Diddy Emailed Explicit Photos of Himself
Aubrey O’Day, a former member of girl group Danity Kane, revealed that she received explicit photos from Diddy via email while filming MTV’s “Making the Band.”
“Diddy made it clear that I was ‘the looker,’” she said. “I remember that phrase a lot. He was separating me, and there was a different set of expectations from me, and I just naturally floated into the grooming.”
O’Day also shared details about witnesses seeing her unconscious and on a leather couch while allegedly being sexually assaulted by Diddy and another man, according to an affidavit.
“ I don’t even know if I was raped,” O’Day said. “And I don’t want to know.”
Diddy Allegedly Hosted ‘Freak Offs’ On the Anniversary of Biggie’s Death
In the third episode of the series, Clayton Howard, a former male escort, shared details about his alleged sexual encounters with Diddy and his then-girlfriend Cassie (full name Casandra Ventura). On Biggie’s death anniversary, Diddy allegedly staged “freak-offs“
“Every March 9, the day Biggie got murdered, they would fly me to wherever they were,” Howard claimed. “I would hang out, drink and party with them for three, four days while I had sex with Casandra. I don’t know if that was his release for that day or whatever, but they always called me on March 9.”
No Tupac Music Was Allowed To Be Played During ‘Freak Offs’
Howard recalled Diddy telling Cassie to skip one of Tupac’s songs as they got ready for a sex session.
“I remember the first night, a Tupac song would come on. He said, ‘Babe, change that,’” Howard recalled. “And she would change it.”
Howard said that Tupac was the only artist that Diddy asked Cassie to skip over on her playlist.
Diddy’s Fetish For Collecting Fluid
“The weirdest thing was they used to physically collect my semen in a cup,” Howard said. “They collected my semen for, like, a year.”
When Howard finally asked him about the alleged collection, Diddy was upfront about his rationale.
“He told me, ‘I like to see her play with it and drink it.’ He’s like, ‘What’s wrong with that?’” Howard claimed. “I was like, ‘You know, to each his own.”
After he asked them about it, Howard said they never collected his semen again.
Jurors Shared How They Reached The Verdict
Jurors 160 and 75, who served on the jury during Diddy’s trial, both spoke about how they came to the verdict. Juror 160 said she was “of that generation who basically grew up listening to the music that he was involved in. From Biggie to 112 … I even like Day26. I wasn’t a personal fan of his, but in general, the music.” She also spoke about the infamous surveillance footage of Diddy physically abusing Cassie.
“[It’s] unforgivable, honestly. You can’t beat that small girl like that the way he did… [but] domestic violence wasn’t one of the charges,” she said.
Juror 75, a middle-aged man who claimed he knew nothing about Diddy, could not understand how he could be guilty when Cassie stayed in an on-and-off relationship with him for 11 years.
“That was a very, very interesting relationship versus two people in love,” he said. “They are overly loved. They cannot explain. She wanted to be with him. He took her for granted. He never thought that she would leave and go. So, just like both hands clapping together, you cannot clap with one hand; they both end like this. Then you get the noise”
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