Do these resurfaced videos predict Diddy’s bad behavior and ultimate demise?

As news of Diddy’s federal arrest and subsequent indictment continues to make its way through the legal system and the court of public opinion, many are searching for answers as to how someone who committed the heinous acts he allegedly did was able to avoid the law application and exile of the industry and its peers.

While we still won’t know everything until his trial in New York in May 2025, we thought it would be a good idea to take a look at a handful of interviews and clips from those years that people say could to have hinted at Diddy’s. alleged bad behavior all this time.

Diddy’s kinky parties

In a 2002 interview with Conan O’Brien, details of Diddy’s infamous parties were revealed and, let’s just say, they were creepy and a little disturbing in retrospect.

Diddy details the festivities on “Late Night with Conan O’Brien”-2002

Speaking with O’Brien on “Late Night with Conan O’Brien,” Diddy listed the things needed to throw a “killer party.” In addition to saying that you need various types of alcohol and water, Diddy also interestingly mentioned that you need “locks on the doors” to keep the ladies there and to turn up the heat in the room.

“It’s kind of kinky, but you know that,” he said with a smile. He later added, “Everybody gets comfortable and loose. Build up a little sweat.”

When Conan responded that it sounded nasty, Diddy said, “It depends on how you look at it.”

A Peak Inside Diddy’s Wild Party

A DJ found himself in a bad position when he attended one of Diddy’s infamous parties in the early 2000s. Although it doesn’t appear to be one of his white parties known for their generosity and copious amounts of alcohol , it looks like this party had the same vibes.

Diddy plays a white record at the party

In a resurrected clip from a Diddy party years ago, the Bad Boy mogul films a white DJ named James passed out on his backyard couch while other partygoers pour a drink over his head.

“Okay ladies and gentlemen, for all those in London who don’t know what happens to the white man when he comes to a P. Diddy party, this is what happens to the white man,” he Diddy says in the clip before adding later. : “DJs aren’t supposed to pass out. But when they come to one of my parties, that’s what happens to them. I put them to sleep!”

“Flavor Camp” by Diddy

In 2016, beloved R&B singer Usher opened up about his time at “Puffy Flavor Camp” when he was just 13 years old on “The Howard Stern Show,” and the details are something.

Usher’s Offers Details on Diddy’s ‘Flavor Camp’

Explaining how his parents sent him to live with Diddy for a year, Usher explained how he saw some “things” and went to see “the lifestyle.”

“I don’t know if I could satisfy and understand what I was looking at. It was pretty wild, it was crazy,” he said.

When asked by the cohost whether or not any women tried to come up and make a pass at him, Usher said, “I didn’t say that. What I did say was that there were some really funny things going on and I didn’t necessarily understand it “.

When Howard later asked if Usher would send his own kids to “Puffy Flavor Camp,” Usher said no.

Diddy shows his true colors

In 2017, Diddy reminded the world exactly who he was: He described himself as a “savage,” which doesn’t necessarily sit well all these years later.

Diddy Goes Wild in ‘Can’t Stop, Won’t Stop’-2017 Documentary

In a viral clip from Diddy’s documentary “Can’t Stop, Won’t Stop: A Bad Boy Story,” Diddy refers to himself as a savage after successfully securing a spot for an event he was hosting.

“I’m a savage, I’m a savage! What I want, I will get! What I want, I must get. Yeah, what’s up?” he yelled as he threw papers and various objects around his office.

Diddy Ex’s Gets Realon Wendy Williams Show

Diddy and Jennifer Lopez were a hot topic in the late ’90s and early 2000s when they were together, but in a resurfaced clip, it doesn’t look like the “Let’s Get Loud” singer’s mom felt the same way as the rest of society.

Jennifer Lopez’s mom discusses Diddy in Shady Moment

As previously reported by The Root, JLo and Diddy dated from 1999-2001. But when she was asked whether or not she would get back together with him on “The Wendy Williams Show” in 2015, it was JLo’s mom’s reaction that told us all we needed to know about the inner workings of their former relationship.

Diddy and A Young Popstar meet

In a popular clip from 2010, a 15-year-old Justin Bieber spent 48 hours with Diddy, though Diddy kept the exact details of everything they did to a minimum.

Diddy talks about taking Justin Bieber on a mystery two-day trip

In the resurfaced clip, Diddy tells Justin that when he grows up, he’s going to give him a car he discovers from the carport. But until then, the two are about to embark on two days of adventures, the details of which we still don’t know to this day.

Diddy and Justin meet again

Years later, when the two reconnected, Justin was visibly uncomfortable around her and tried to deflect when Diddy said they weren’t “hanging out” anymore.

Diddy and Justin Bieber’s awkward reunion is raising eyebrows

While on the surface, this video may not prove much: seeing Justin’s visible discomfort is alarming.

Diddy’s Strange Party Policy

During a yacht party held over the past few years, Diddy can be seen enforcing a unique party rule on his attendees and even his own children, while his girlfriend Caresha/Yung Miami was by his side.

Diddy collecting phones from attendees at his yacht party

In the clip, Diddy can be seen collecting everyone’s phones and putting them in a bag. While that in itself isn’t necessarily wrong, it’s a bit intriguing to know why guests weren’t allowed to bring their electronic devices to an event.

Diddy the gatekeeper of Hollywood?

Jokes abounded when former child star Orlando Brown did an interview about Diddy with Real Lyfe Productions in June 2024, and for good but strange reasons.

Orlando Brown says the road to success in Hollywood goes through Diddy

The moment when Orlando Brown said to succeed in Hollywood, “you have to say no to Diddy” is now being looked at through a new lens considering everything we’ve seen and heard now.

Diddy and Justin Bieber are getting weird

In a resurfaced clip from 2021, the two can be seen talking quietly before parting ways. While not much can be made of their conversation, Diddy begins by saying “I appreciate you” before continuing to talk to the singer. But it’s what he’s doing with his hands that has the internet giving him the side eye.

Diddy Takes Justin Bieber’s Suspicious “Pat Down”

As the two chat, Diddy is shown repeatedly touching Justin’s chest at different points, as if checking to see if he’s wearing a wire. While we don’t know if that’s exactly the case or if the Bad Boy mogul is extremely expressive while speaking, the folks over at X/Twitter had theories of their own in light of Diddy’s recent troubles.

Liam Payne and his “evil” Diddy Introduction

An old clip of One Direction singer Liam Payne talking about Diddy on the BBC’s “The Graham Norton Show” from 2017 has resurfaced. In it, the “What Makes You Beautiful” singer recounts the first time he met the Bad mogul Boy and Jay-Z at a party.

Liam Payne and Diddy’s “Evil” laugh

Explaining how he didn’t know who to approach first and went to introduce himself to Diddy first because he’d seen him in the 2010 film “Get Him to the Greek,” Payne went on to say that while he was introducing himself, Diddy he gave an “evil laugh” as they shook hands.

“I sat there looking into P. Diddy’s eyes like ‘when is this going to end?'” he said at the time.

Diddy’s Last Words…or Admission?

In 2017, Diddy joined Lala Anthony, Snoop Dogg and Martha Stewart for a televised dinner. But while that sounds normal, it was his response to one particular question that now seems a little unusual given the context of his current legal troubles.

“I Did It” – Diddy, Martha and Snoop Potluck Dinner, 2017

During a question and answer portion of the dinner, Diddy was asked what he wanted his last words to be.

“I did,” he said.

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