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Were These Resurfaced Videos Hinting to Diddy’s Bad Behavior — and Ultimate Demise?

Whether we knew it or not, the Bad Boy mogul had seemingly been dropping hints about his behavior. Now, let's take a look back at some of the clues.

Photo: Getty Images Dia Dipasupil

As the news of Diddy’s federal arrest and subsequent indictment continue to play out in the legal system and in the court of public opinions, millions are searching the internet for videos that might hold answers to whether there were hints to Diddy’s alleged heinous acts.

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Trump’s Tariffs Might Stick Around. What Should We Buy Now?
Trump’s Tariffs Might Stick Around. What Should We Buy Now?

While we still won’t know everything until his New York trial in May 2025, we thought it’d be fitting to take a look at a handful of interviews and clips from over the years that people claim may have been cluing us in to Diddy this whole time.

What About Diddy’s Kinky Parties?

Screenshot: Twitter.com Screenshot: Twitter.com

If you are not part of the “in crowd,” you could only wonder about Diddy’s parties. It took federal charges for us to get a real inside peek but Diddy, in a resurfaced video back 2002, revealed some creepy and disturbing details... in hindsight.

WATCH: Diddy Details Parties on “Late Night with Conan O’Brien”-2002

https://twitter.com/PopCrave/status/1837561971090379107?ref_src=twsrc%5Etfw

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

“It’s a little kinky but you know,”he said with a smile. He later added, “Everybody gets all comfortable and loose. Builds up a nice little sweat.”

When Conan responded that it sounded digusting, Diddy said: “it depends on the way you look at it.”

What Happens in the Wild Party

Screenshot: YouTube: Boxoffice Screenshot: YouTube: Boxoffice

In the past few weeks and months, dozens of people have told of alleged things that happened to them at the infamous parties in the early 2000s. But were we getting a peek into his parties years ago with this video...

Diddy Makes White DJ Pass Out at Party

https://twitter.com/SirMaejorATL/status/1836549101736894603?ref_src=twsrc%5Etfw

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

“OK ladies and gentlemen, for all those in London that 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,” Diddy said in the clip before later adding: “DJs aren’t supposed to pass out. But when they come to one of my parties, this is what happens to them. I put’em to sleep!”

We Wondered If Diddy’s “Flavor Camp” Was Real ...

Screenshot: YouTube/The Howard Stern Show Screenshot: YouTube/The Howard Stern Show

We’ve been hearing about “Puffy Flavor Camp” for a long time, but we were not sure it was real until this happened...

Usher’s Provides Details of Diddy’s “Flavor Camp”

https://www.youtube.com/watch?v=qHnkxKsGVhM

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

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

When asked by the cohost whether or not any women tried to come all and make a pass at him, Usher said: “I didn’t say that. What I did say was there were very curious things taking place and I didn’t necessarily understand it.”

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

How Far Will Diddy Go?

Screenshot: YouTube/102.5 The Block Screenshot: YouTube/102.5 The Block

Studies say moguls are not always good people, but tough. In 2017, Diddy reminded the world exactly who he was—describing himself as a “savage,” in this viral video. Keep clicking to see him action.

Diddy Gets Savage in “Can’t Stop, Won’t Stop” Documentary-2017

https://www.youtube.com/watch?v=yVFhcAJ252E

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 getting a venue for an event he was throwing.

“I’m a savage, I’m a savage! Whatever I want, I’m going to get! Whatever I want, I have to get. Yes, what’s next?” he screamed while throwing papers and various objects around his office.

Why Isn’t Jennifer Lopez Talking?

Photo: YouTube/Denzel Crawford Photo: YouTube/Denzel Crawford

Diddy and Jennifer Lopez were a hot item back in the late 90s-early 2000s when they were together, but why isn’t she talking? In a resurfaced clip— the “Let’s Get Loud” singer’s relative said a mouthful.

Jennifer Lopez’s Mom Disses Diddy in Shady Moment

https://www.youtube.com/watch?v=4ucyoygU_lA

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

What About Diddy andThis Young Popstar Meetup

Screenshot: YouTube/Justin Bieber Screenshot: YouTube/Justin Bieber

Everyone wants to know about what was going on with 15-year-old Justin Bieber and grown-ass Diddy. This following clip gives us a clue...

Diddy Talks Taking Justin Bieber on Mysterious 2-Day Trip

https://www.youtube.com/watch?v=kxHwfTpQjpc

In the resurfaced clip, Diddy tells Justin that when he’s older, he’ll give him a car that he uncovers from his car port. But until then, the two are about to embark on two days worth of adventures—the specifics of with we still don’t know about to this day.

Another Diddy and Justin Meetup

Screenshot: YouTube/Page Six Screenshot: YouTube/Page Six

Years later, we were able to see the two were still connected but the following clip feels a bit ...weird today.

Diddy and Justin Bieber’s Awkward Reconnection Raises Eyebrows

https://www.youtube.com/watch?v=rTSb1Whdu5o

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

Diddy’s Weird Party Policy

Screenshot: Twitter.com Screenshot: Twitter.com

Does Diddy have party rules? Check out the next video clip.

https://twitter.com/DailyLoud/status/1790817566899728501?ref_src=twsrc%5Etfw

In the clip, Diddy can be seen collecting phones from everyone and putting them in a bag.While that alone isn’t necessarily wrong, it is a bit intriguing to know why guests couldn’t bring their electronic devices with them for an event.

Diddy the Gatekeeper of Hollywood?

Screenshot: Twitter.com Screenshot: Twitter.com

Jokes were abound when former child star Orlando Brown did an interview about Diddy with Real Lyfe Productions in June 2024—and for good yet weird reasons.

 

Orlando Brown’s Says the Way to Success in Hollywood is Through Diddy

https://twitter.com/1SlumBabii/status/1792765903542817001?ref_src=twsrc%5Etfw

The moment Orlando Brown said in order to be successful in Hollywood, you “got to say no to Diddy” is now being looked at through a new lens given all we’ve seen and heard now.

Diddy and Justin Bieber Get Weird, Again

Screenshot: Twitter.com Screenshot: Twitter.com

In a resurfaced clip from 2021, the two can be seen talking discreetly before they part ways. While not much can be made of their conversation, Diddy starts off 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 Does Suspicious “Pat Down” of Justin Bieber

https://twitter.com/garettnelson/status/1841628194039857608?ref_src=twsrc%5Etfw

While the two are conversing, Diddy is shown repeatedly tapping on Justin’s chest at different points — as if he’s 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 just extremely expressive while he talks, folks on X/Twitter had theories of their own in light of Diddy’s recent issues.

Liam Payne and His “Evil” Diddy Introduction

Screenshot: YouTube/BBC America Screenshot: YouTube/BBC America

An old clip of the late One Direction singer Liam Payne talking about Diddy on 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 Boy mogul and Jay-Z at a party.

Liam Payne & Diddy’s “Evil” Laugh

https://www.youtube.com/watch?v=O0O-MGDzC_I

Explaining how he didn’t know which one to approach first and went with introducing himself to Diddy first because he’d seen him in 2010 film “Get Him to the Greek,” Payne went on to say that as he introduced himself, Diddy 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 Eyebrow-Raising Last Words...or Admission?

Screenshot: YouTube/VH1 Screenshot: YouTube/VH1

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

“I Did It”- Diddy, Martha & Snoop’s Potluck Dinner Party, 2017

https://www.youtube.com/watch?v=IGnUOi5FNfI

During a Q&A portion of the dinner, Diddy was asked what he wants his last words to be.

“I did it,” he said.

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