From shocking outbursts to inappropriate behavior, these celebrity interviews went down in history for all the wrong reasons. Watch as we explore the most cringe-worthy moments that left both audiences and interviewers squirming in their seats, featuring explosive confrontations and uncomfortable exchanges.
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00:00What are you trying to do with the message you're sending?
00:02Welcome to Miss Mojo, and today we're counting down our picks for the most painfully awkward
00:06or disturbing celebrity interviews that left us all squirming.
00:10Aren't there moments where a guy like crashes and is like in the corner like oh my god it's
00:14all my mom's fault? Shut up, shut up, stop, move forward.
00:20Number 10, Hugh Grant. And the Academy Award for the most awkward red carpet interview goes to
00:25Hugh Grant. Are you excited to see anybody win? Do you have your hopes up for anyone?
00:31Um, not, no one in particular. The British actor raised eyebrows at the 2023 Oscars when he stopped
00:39for a brief chat with model and TV presenter Ashley Graham. Grant quickly made it painfully clear he'd
00:44rather be anywhere else, offering blunt, almost comically short answers to every question.
00:49Okay, well what are you wearing tonight then? Just my suit. Your suit? Who made your suit? You
00:55didn't make it. Um, I can't remember, my tailor. That's okay. Shout out to the tailor.
01:00Even when Graham tried to inject some enthusiasm by asking about his experience filming Glass
01:05Onion, Grant shut it down with a reply so lifeless it could have been the subject of its own murder
01:10mystery. How fun is it to shoot something like that? Well I'm barely in it. I'm in it for about
01:15three seconds. Yeah, but still you showed up and you had fun, right? Uh, almost. Once the interview
01:21hit the internet, it went viral, with some criticizing Grant for being rude, while others chalked it up
01:26to classic British humour. Number 9, Bobcat Goldthwaite. Comedian Bobcat Goldthwaite is famous for his wild
01:33antics on stage, and when he was invited on The Tonight Show with Jay Leno in 1994, he brought some
01:39of them along. Well do you see yourself as a role model for a young people? I think I'm an excellent
01:43role model for children. Really? Really? I think they need more role models like me. During the interview,
01:48Goldthwaite, who was apparently furious over the cancellation of The Arsenio Hall Show, decided to
01:54stage a protest by setting the guest chair on fire. Well it is sweet and I love Jay very much and I
01:59thought, well what if I, I don't know, what if I set his furniture on fire? It was a stunt that could
02:05have gone horribly wrong, but thankfully Leno doused the flames with his water and then made Goldthwaite
02:10sit in the now charred seat. Whatever point the comedian was trying to make got lost in the smoke.
02:16Instead, he ended up getting charged with a misdemeanor, fined $2,700, and forced to film a series of
02:22fire safety PSAs. Number 8, Mariah Carey. Okay cheers. It's too early for me, I only drink it
02:33after 3pm. For an interviewer, breaking juicy celebrity news must be thrilling. But you'd think
02:40a seasoned talk show host would know when to exercise a little restraint. Back in 2008, Mariah Carey
02:46appeared on The Ellen DeGeneres Show, mid-rumours that she was pregnant. The other thing is that people
02:51are saying that you're pregnant. There's rumours. Don't discuss that. In reality, she had been
02:58dealing with fertility issues and wasn't ready to go public with the news yet. That didn't stop
03:03DeGeneres, who despite Carey's glaring discomfort, pulled out a bottle of champagne and dared her to
03:08drink. Carey then faked a sip, which pretty much confirmed the news, and led to DeGeneres screaming in
03:13delight. Looking back, the singer described the moment as extremely uncomfortable, made even worse
03:27by the heartbreaking fact that she miscarried soon after. Number 7, Samuel L. Jackson. It doesn't
03:33speak well of you if you're an entertainment reporter, and you can't tell two very famous
03:37actors apart, especially when they look nothing alike. During a 2014 interview with Samuel L. Jackson,
03:51KTLA anchor Sam Rubin asked him about his recent Super Bowl ad. There was just one problem.
03:56Jackson hadn't been in one. Rubin had actually mistaken him for Lawrence Fishbourne, who reprised
04:02his role from The Matrix in a commercial that year. Once the blunder was out there, there was no
04:16taking it back. Morgan Freeman wasted no time calling Rubin out, reminding him that not all
04:21black actors look alike. Of course, Rubin was clearly embarrassed and quickly offered an apology
04:26to Danny Glover. Really? I apologize. I'm the other guy. I'm the other guy. The other one.
04:34What's in your wallet? Number 6, Vin Diesel. Sometimes an awkward interview is the host or
04:39reporter's fault. Other times, like in this instance, it's the celebrity who's to blame.
04:44Oh God, why me? I put Vin Diesel on Google and that came up. That's so funny. Can I see it?
04:51In 2016, Brazilian YouTuber Carol Moreira was simply doing her job, interviewing Vin Diesel,
04:56when he visited the country. But the actor had other plans. Diesel spent most of the interview
05:01shamelessly flirting, repeatedly commenting on her looks while ignoring almost all of her questions.
05:06God, you're so beautiful. My God, she's so beautiful, man. Am I right or wrong? Look at her.
05:13How am I supposed to do this interview? Look at this woman.
05:16Tell me your story.
05:17She's so beautiful.
05:18Moreira looked uncomfortable. Yet, she remained professional and tried to get the interview back
05:23on track to no avail. At one point, Diesel even declared her too sexy to continue and suggested
05:29they ditched the interview for a date. Tell me your story. Tell me your story. Let's get out of here.
05:34Let's go. Let's go have lunch. My God, I love her. Look how beautiful she is.
05:40God, wow.
05:41It was too fast, too furious, and way too frustrating to watch.
05:46Number 5. Jennifer Aniston
05:48There are bad interviews, and then there's what ever happened when Jennifer Aniston appeared on
05:52The Late Show with David Letterman in 1998.
05:55The film is out now. Isn't this a nice love story kind of thing?
06:00It is. It's a nice love story. Not your common love story.
06:03No, no. You tell the people what it is.
06:05Aniston was there to promote her film The Object of My Affection,
06:07but somehow became the object of a truly bizarre moment. As she casually chatted,
06:12Letterman crept up behind her and sucked on a strand of her hair.
06:16Ah!
06:18What are you doing?
06:21What are you doing?
06:24He then handled her a tissue to wipe it off. What purpose did this weird act serve, you might ask?
06:29Well, we'll never know, because Letterman brushed past it and simply forged ahead.
06:34You know, how can you mix the two love and friendship and...
06:37You're still traumatized by that hair deal, aren't you?
06:39I am. I don't know. Sorry. I just described another movie, didn't I?
06:45I hope you'll be able to get over this.
06:47Years later, in a 2013 interview with Lindsay Lohan, Letterman proves that old habits die hard,
06:53as he relentlessly pressed the actress about her time in rehab despite her obvious discomfort.
06:58What are they going to work on when you walk through the door?
07:02We didn't discuss this in the pre-interview.
07:04Number 4. Kanye West
07:06Ever since he rose to fame in the early 2000s, Kanye West has made so many inflammatory remarks
07:12that it would be easier to list the few that weren't controversial.
07:15I just love Trump. That's my boy.
07:18Like, you know, it's like so many rappers, you look at a video of Snoop Dogg loving Trump,
07:23but then he get in the office and I don't love him.
07:24Like, Trump is one of rap's favorite people, right?
07:27One of his most shocking comments came during a 2018 interview at the TMZ headquarters.
07:32When asked about his support for Donald Trump, West veered into a rant in which he seemed to suggest that slavery was a choice.
07:38You hear about slavery for 400 years? For 400 years? That sounds like a choice.
07:44Like, you was there for 400 years and it's all of y'all?
07:48His remarks left the room in stunned silence. Eventually, TMZ host Van Lathan spoke up,
07:54voicing out the disappointment that everyone was feeling and urging West to do better.
07:58Frankly, I'm disappointed. I'm appalled. And brother, I am unbelievably hurt by the fact that you have morphed into something, to me, that's not real.
08:10Clearly, Lathan's words went in one ear and out the other, as West racked up plenty more controversies since then.
08:17Number 3. Charlie Sheen
08:18Almost every actor in Hollywood would do anything to earn $1.8 million per episode on a TV show.
08:25Charlie Sheen had that and threw it all away when he picked an unnecessary fight with Chuck Lorre,
08:30the creator of Two and a Half Men, which got him fired.
08:33I don't remember. I do not remember.
08:35A week ago? Two weeks ago?
08:37Maybe a month ago? Six weeks ago?
08:38I don't know. I don't know. It was a couple days before the suits rolled in and said,
08:42change it. Change everything. We're shutting you down.
08:44Amid the scandal, Sheen appeared on Good Morning America, where he attempted to assure the public that he was unfazed by his dismissal.
08:51However, his erratic behavior during the interview, where he famously declared himself bi-winning,
08:56and claimed to have cured himself of substance use disorder, only made people more concerned.
09:01Wow. And then what? What's the cure? Medicine? Make me like them? Not gonna happen.
09:06I'm bi-winning. I win here and I win there. Now what?
09:10We weren't the only ones who found this interview uncomfortable.
09:13Even Sheen himself later admitted that it was a little bit cringable.
09:17Can't is the cancer of happen.
09:20Can't is the cancer of happen. I can't do it.
09:23The Nike slogan doesn't say, just try it. Oh, okay. Just try it. No, just do it, man.
09:29Number two, Britney Spears.
09:30Britney Spears' life has long been a subject of public scrutiny.
09:34Back in 2003, when the pop singer was just 21, she sat down for an interview with veteran broadcaster Diane Sawyer.
09:40Where I come from, I come from the South, and my mom invites people over, the fans outside, for tea.
09:46I'm like, mama, you can't do that, you know? That's how I am at Nate. Like, that's how I am. I'm like an open person, you know?
09:52What should have been a regular conversation quickly turned into an interrogation,
09:56as Sawyer grilled Spears about her high-profile split from Justin Timblake, essentially blaming her for it.
10:01He's left the impression that you weren't faithful, that you betrayed the relationship.
10:11I think everyone has a side to their story.
10:13As if that wasn't bad enough, Sawyer then appeared to justify a statement from the then First Lady of Maryland,
10:19who had openly said that she wanted to attack Spears for being a bad influence.
10:23Because of the example for kids and how hard it is to be a parent and keep all of this away from your kids.
10:28Well, that's really sad that she said that. Ew.
10:33At one point, the singer felt overwhelmed and broke down in tears, but that did little to stop Sawyer from pressing on.
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10:55Number one, R. Kelly.
10:56How stupid would it be for me to, with my crazy past and what I've been through,
11:03oh, right now I just think I need to be a monster and hold girls against their will.
11:08Throughout his career, R. Kelly has been dogged by allegations of sexual assault and predatory behavior.
11:13He managed to escape conviction in 2008, but when these allegations resurfaced in the 2019 docuseries,
11:19Surviving R. Kelly, there was no slipping away.
11:22Here's this person in front of me that I think is like the world, and he walked up to me and gave me a hug and I kind of like just, I was kind of frozen.
11:31Shortly after he was criminally charged in Illinois, Kelly appeared in a contentious interview with Gayle King.
11:37For 80 exhausting minutes, he insisted that he was innocent of the allegations.
11:41He even put on a grand show, pounding his chest and yelling at the cameras.
11:4530 years of my career! Y'all trying to kill me! You're killing me, man! This is not about music! I'm trying to have a relationship with my kids!
11:58If Kelly was aiming for sympathy, he completely missed the mark, as his aggressive display only made him look unhinged.
12:04The evidence against this singer continued to mount, and he was eventually sentenced to a combined 31-year term.
12:11What celebrity interview left a bad taste in your mouth? Let us know in the comments below.
12:16You are not the one to interview a person who does humor! Sorry!
12:21Are we serious?
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