We should've looked closer at these Diddy interviews. Welcome to MsMojo, and today we’re rewinding several interviews that retroactively left us asking, “What did Diddy say?”
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00:00We know sometimes those relationships get ugly, you know, and sometimes it doesn't come out into
00:04the forefront the way this one has come out. Welcome to Ms. Mojo, and today we're rewinding
00:10several interviews that retroactively left us asking, what did Diddy say? You're going to hear
00:15about my party, they're going to be shutting them down, they're going to probably be arresting me,
00:18doing all types of crazy things just because we want to have a good time.
00:22Representing, The Wendy Williams Show
00:26After Hot 97 fired Wendy Williams in 1998, she accused Sean P. Diddy Combs of using his money
00:33and influence to quote, try to crush her in New York. Almost two decades after their beef started,
00:38Williams welcomed Diddy onto her talk show, seemingly on good terms.
00:43I know I pissed a lot of people off, including you, but this is a full circle moment everybody,
00:50get into adult conversation. It's full circle. Yeah, yeah, yeah, yeah.
00:54While Diddy presents himself as someone who's matured into a role model,
00:58several moments are now traced with irony. Williams inquires about Diddy's lifestyle
01:03and the people he surrounds himself with, asking if they quote, violate him. She meant financially,
01:09but her phrasing proved prognostic. You threw a house party and I got the footage,
01:14okay? Look at this. Now who has this many people at their house? Puff,
01:18and Sean, Diddy, Doody, what do I call you?
01:22Diddy later discusses setting a positive example for African American males and his charter school,
01:27Capital Prep. Diddy's partnership with the school unsurprisingly ended in November 2023,
01:33as sexual assault accusations surfaced. Our children are expected not just to learn to
01:37read, write, and compute, but to use that which they've learned to improve their community.
01:41Defending Justin Bieber, Access Hollywood. The allegations against Diddy have made people
01:47reassess his relationships with several young protégés, including Justin Bieber. Diddy's
01:5248 hours with Bieber in particular isn't as cool as it seemed in 2009.
01:56Where we hanging out and what we doing, we can't really disclose, but it's definitely
02:04a 15-year-old's dream. Although Diddy is in trouble with the law now,
02:09the positions were reversed in 2014 when Bieber got arrested for a DUI.
02:13Diddy defended Bieber in an Access Hollywood interview. He acknowledged that the pop star
02:18had made mistakes, but Diddy vowed to help him stay, quote, on the right track.
02:22Well, I don't think that he should be judged like he's not a human being, or he's not a teenager
02:30that has to hit some stumbling blocks, you know what I'm saying? It's just not fair
02:34to make him a perfect human being.
02:36Fast forward almost a decade, Bieber's arrest feels innocent compared to Combs'.
02:42Bieber wasn't as quick to rush to Diddy's defense. A source claims that Bieber doesn't want to focus
02:47on Diddy's scandal, instead dedicating his time to being, quote, a great dad and husband.
02:52Does he want to have, you know, any affiliation with any of this? No. But I think that even for
02:58him, where he is in his life right now, I think it is a smart thing for him to just not even get
03:04involved in anything.
03:05Keep J-Lo's name out your mouth. Jimmy Kimmel Live.
03:08In late 2023, shortly before Cassie Ventura filed her lawsuit against Diddy,
03:13the rapper sat down with Jimmy Kimmel. The host asked about a rumor circulating amid
03:18the release of Jada Pinkett Smith's memoir, Worthy. According to somebody claiming to be
03:22Diddy's former security guard, Will and Jada wanted to have a threesome with Jennifer Lopez.
03:28Diddy was dating Lopez at the time, allegedly threatening to beat up Will Smith.
03:33Hearing Kimmel relay this tale, Diddy initially responded with a stone-cold stare.
03:38He quickly changed his tune, laughing it off and denying such gossip.
03:42I don't know what you're talking about. Jimmy, I thought we was friends.
03:48Whether or not this story is completely fabricated, it's far from the most shocking
03:53thing Diddy has been accused of. It isn't the most bonker story involving Will and Jada either.
03:58No, it's all about love, though. That's not true.
04:01You really heard that?
04:03Hands to yourself, Diddy.
04:04The Kenan Ivory Wayans Show
04:06In the past, if you had P. Diddy and Mike Tyson in the same room,
04:10chances are we'd be more intimidated by the heavyweight champion.
04:13Now, we'd be more concerned for Tyson's well-being.
04:16In 1998, the two appeared on Kenan Ivory Wayans' short-lived talk show.
04:21If you're curious about the pairing, the boxer wanted to start a music company.
04:25People's been helping me out, um, Wycliffe's been helping me out,
04:27Devante's been helping me out, and hopefully Puffy helped me out, you know.
04:32While much of the interview feels casual, a blink-and-you'll-miss-it dose of awkwardness
04:36occurs as Diddy's hand gets a little too close to Tyson.
04:40Wearing a grin, Tyson removes Diddy's hand before scooching away.
04:44But it was like, I just felt, I was embarrassed for, like, weeks.
04:47It truly is about the Benjamin, man, we see.
04:49Oh, yes, he's literal.
04:51He's genuinely about that man.
04:53Perhaps we're reading too much into this gesture,
04:55but to say that Diddy has been accused of invading personal space would be an understatement.
05:00Watching this makes us almost as uncomfortable as Tyson.
05:03What we doing, man? Let's talk about this guy.
05:05Yeah, let's, let's, let's talk about Puffy.
05:0773 Questions with Sean Diddy Combs
05:10Vogue
05:11Vogue's 73 Questions series allows viewers to connect with celebrities on a more personal
05:16level. Admittedly, a lot of these interviews are presented through a rose-tinted lens.
05:21Nowhere is that more apparent than in Diddy's interview.
05:24Love, how do you describe yourself?
05:27I'm vivacious, eccentric, and I'm a Scorpio.
05:31In 2017, the video presents Diddy in a down-to-earth light.
05:35On the heels of his 2024 arrest, though, some of Diddy's responses feel like
05:40setups for punchlines that late-night hosts would have a field day with.
05:43Now, you've gone on the record saying that your white party is up there with
05:47the top three that you've ever thrown for people. What are the other two?
05:51I would say, when I got my star on Hollywood, I had a party,
05:55and this year at Burning Man, at an undisclosed location.
05:59To name a few, Diddy describes himself as, quote,
06:02eccentric, says that there are, quote, no misconceptions about him,
06:06and claims, quote, compassion is his best personal trait.
06:10Diddy also brings up love several times, even asking the interviewer to refer to him by that
06:15name. Oh, and his dream collaboration would be with Michael Jackson.
06:25The Princes and Puffy – The Graham Norton Show
06:28Many famous names have, quote, unquote, partied with Diddy over the years.
06:32Not every invitee showed up, however. In 2011, Graham Norton asked about a rumor
06:37that Diddy wanted Princes William and Harry to attend one of his parties.
06:41Diddy assured Norton that they were no longer on the list.
06:45This was seemingly because William was about to marry Catherine Middleton,
06:56but Diddy's clumsy word choice turned this clip into certified cringe. Diddy claimed that he
07:01wanted to party with the Princes when they were, quote, young bucks growing up. Since the Princes
07:10had something of a reputation for getting into trouble, Diddy thought they'd, quote,
07:13want to hang out. Given what allegedly went down at numerous Puffy parties,
07:18Diddy might have felt more at home with Prince Andrew.
07:27Any Interviews With Cassie
07:29Throughout their relationship, Diddy and Cassie Ventura accompanied each other to various red
07:33carpet events. Even when flying solo, Diddy and Cassie would often speak adoringly of each other.
07:40On the surface, the two looked like the epitome of a glamorous couple.
07:48That illusion was shattered when Cassie sued Combs for a, quote,
07:51cycle of abuse, violence, and sex trafficking that allegedly lasted almost a decade.
08:11Some of Cassie's claims were supported by video evidence. After watching this footage,
08:16it's impossible to look back on any of their interviews together the same way again.
08:20The most disheartening example may have been at the 2018 Met Gala,
08:24where Liza Koshy asked Cassie if there was anything she'd like to confess.
08:33Cassie Wouldn't Keep Quiet Much Longer
08:36Chris Brown, Rihanna, and Diddy Too, The Ellen DeGeneres Show. Few could have predicted that
08:42P. Diddy and Ellen DeGeneres would both be problematic figures by 2024. Diddy dropped
08:47by DeGeneres' show multiple times. Puffy parties were a popular topic. Ellen even invited him to
08:53one of her parties. In an especially unsettling interview from 2009, DeGeneres asked Diddy about
09:10Rihanna and Chris Brown, the latter of whom had been accused of domestic violence. Diddy reportedly
09:15lent Brown his Miami mansion, supposedly attempting to help reconcile his relationship with Rihanna.
09:23Diddy didn't deny these claims, saying that he could lend his house to whoever he wanted.
09:38While Diddy condemned violence, he argued that stones shouldn't be thrown without all the facts.
09:43Unlike Diddy, Brown notably pleaded guilty to his assault charges.
09:54Lock The Doors – Late Night With Conan O'Brien
09:57Between Danny Masterson and P. Diddy, celebs should be careful what they tell Conan O'Brien.
10:02It may come back to haunt them years later. In Diddy's case, Conan spoke with the rapper in 2002.
10:14O'Brien wanted to learn the key to throwing a puffy party. Diddy provided a detailed list that
10:19included beautiful ladies, beautiful men, booze, water, and, quote, locks on the doors.
10:26Conan brought the interview to a brief halt, questioning if Diddy's parties were safe.
10:43Diddy admitted that the locks were a little, quote, kinky, although there might be another
10:48word for it. Maybe Diddy intended this as a joke, but considering everything that's been
10:53reported about his parties as of late, this answer comes off as brutally honest.
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11:23Puffy's Party Premonition – Entertainment Tonight
11:26In 2001, Diddy spoke with Entertainment Tonight about his gun trial,
11:30calling it, quote, a scary situation.
11:33Two years earlier, Diddy gave another interview that foreshadowed his current legal situation.
11:38Diddy claimed he couldn't get a permit for his parties, although this wouldn't stop him from
11:42throwing them. He suspected that eventually, the authorities would arrest him for trying to,
11:47quote, have a good time.
12:03Twenty-five years after this interview, Diddy was charged with several serious crimes.
12:10This includes sex trafficking, which extends to his alleged freak-off parties.
12:22Combs has pleaded not guilty, and time will only tell if the verdict will be in his favor.
12:28Given the toll the scandal has already taken on his reputation, though,
12:31the party may be over for good.
12:45What do you think is Diddy's most notorious interview? Let us know in the comments.
12:55Do you agree with our picks? Check out this other recent clip from Ms. Mojo.
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