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Celebrity Interviews That Are Too Uncomfortable To Watch


As part of their job, celebrities often do a lot of interviews which help them promote their projects and connect with their audience. Usually, the interviews follow a pattern, with the same questions being asked over and over. Most of the time, they can be pretty funny.

However, there are also many times when interviews don’t go as planned. Whether it was from celebrities misbehaving or questions going overboard, these interviews went from painfully awkward to horribly wrong.

Jesse Eisenberg

Photo: Youtube/MrGetItOutThere

The Social Network actor Jesse Eisenberg known for being funny. But in this interview for Now You See Me, things didn’t quite go well. He jokingly called the interviewer, Romina Puga, “the Carrot Top of interviewers” and playfully told her not to cry during or after the interview, teasing that people might think it was his fault.

They had a mix of fun conversation and some moments that challenged Romina. The interview ended on a confrontational note, with Romina bluntly saying, “You’re such a jerk.”

Joan Rivers

Photo: Youtube/HS Media Productions

Joan Rivers was a famous comedian who fearlessly made fun of anyone who crossed her path. Some people didn’t like her humor, but her fans were very devoted. She was sometimes involved in controversy, and she didn’t like being asked about scandalous things from her past.

During an interview with CNN’s Fredricka Whitfield, Rivers was asked about her “mean” humor and her love of wearing fur. When the interviewer kept pushing, Rivers got angry and told Whitfield to “shut up.” Rivers then said that Whitfield was not the right person to interview someone in the world of humor and stormed off the set.

Samuel L. Jackson

Photo: Youtube/thaartistnetwork

During an interview, a reporter mistakenly thought that Samuel L. Jackson was Laurence Fishburne, who starred in The Matrix. The reporter asked Jackson about a Super Bowl commercial that actually featured Fishburne.

At first, Jackson was confused, but he quickly corrected the mistake and said, “I’m not Laurence Fishburne!” Jackson added that even though they’re both black and famous, they don’t look alike. The host profusely apologized, but Jackson gave him a hard time for the rest of the interview.

Keira Knightley

Photo: Youtube/Marcelo Lujan

As part of promoting their movie “The Imitation Game,” Keira Knightley and Benedict Cumberbatch did a lot of press interviews. These tours are known for being really tough because actors often have to wake up early and do back-to-back interviews in a row.


During one of them, someone commented on Keira appearing tired. Benedict defended her by saying “That’s not a kind thing to say to one of the most beautiful people on the planet.” On the other hand, Keira added “Yeah, screw you.”

Quentin Tarantino

Photo: Youtube/On Demand Entertainment

Director Quentin Tarantino was well known for his movies like Pulp Fiction, and many of his works were often violent. This led to him being asked if his movies were a bad influence or if they encouraged real-life violence.

During an interview, Krishnan Guru-Murthy brought up this sensitive topic, which made Quentin upset. Guru-Murthy kept talking about it, but Quentin shut him down by saying he won’t be answering questions he didn’t want to answer.

Kristen Wiig

Photo: Youtube/Nate Daniels

While Kristen Wiig and Bill Hader promoted their movie “The Skeleton Twins” on a local news show in Denver, it quickly became apparent that the interviewer, Chris Parente, didn’t even watch the movie or know what they were talking about.

Parente asked Kristen Wiig for advice on going nude, which left her confused. Chris persisted by mentioning that she had done it before in a film, but Kristen clarified that it wasn’t the case for this film. Despite the initial awkwardness, the situation turned humorous, and they all shared a laugh. Chris later acknowledged his own lack of research in a light-hearted post.

Paul Rudd

Photo: Youtube/ET Canada

It’s surprising to learn that Paul Rudd is older than Leonardo DiCaprio. It’s also interesting to think that he may have helped create one of the most famous movies in history with his wise advice.

Paul Rudd’s significant contributions to the world of cinema are truly remarkable, and this particular instance might just be his most influential. It’s only fitting that we express our gratitude to Paul Rudd for his invaluable impact on the film industry.

Dakota Johnson

Photo: Youtube/Love E L James

During the 2015 Academy Awards red carpet, Dakota Johnson and her mother, Melanie Griffith, had an uncomfortable moment during a live interview. It started awkwardly when the reporter introduced Dakota as Melanie’s “little girl,” making the conversation tense.


During the interview, the interviewer asked Griffith if she had watched “50 Shades of Grey.” Melanie said she hadn’t seen it, and Dakota seemed disappointed but didn’t say much. Melanie seemed hesitant to ever watch it, which made Dakota upset. Dakota eventually said, “Okay, you don’t have to see it” and showed that she was genuinely hurt and uncomfortable.

Jessica Simpson

Photo: Youtube/mipuri

Ellen DeGeneres had a special challenge when interviewing Jessica Simpson. The successful singer and fashion designer started their conversation with a surprising confession, mentioning her IUD and jokingly saying, “Nothing’s going to get in that uterus.”

During the interview, Simpson struggled to answer simple questions about her and her husband’s interests and how long they had been married. Her answers seemed a bit silly, which left Ellen confused and unsure how to handle the situation.

Jim Carrey

Photo: Youtube/E! Insider

Jim Carrey is a famous actor who is also known for being a little strange. He made a reporter named Catt Sadler feel uncomfortable during an interview on the red carpet at the Harper’s Bazaar Icons Party.

During the interview, Sadler asked simple questions but Carrey’s answers were strange. He said he joined because it was meaningless and he doesn’t believe in personalities or that Sadler exists, but there was a nice smell in the air. This confused Sadler and they looked at the camera without understanding.

Mila Kunis

Photo: Youtube/CBS News

During their promotional tour for the film “Friends with Benefits,” Mila Kunis and Justin Timberlake made a stop in Moscow for a press conference. Mila, originally hailing from Ukraine, showcased her proficiency in Russian by fluently addressing questions in her mother tongue.

However, during an interview, a reporter asked Mila about Justin’s transition from show business to film and why it wasn’t enough for him. Mila came to her co-star’s defense and asked the reporter, “What other path do you think he should take?” She then asked the reporter, “Why are you here?”


Scarlett Johansson

Photo: Youtube/extratv

Scarlett Johansson, like many other actresses in the entertainment industry, often gets asked strange questions during interviews. One memorable occasion was when she was asked if she could wear underwear during an interview for her role in the Avengers franchise.

She calmly responded, “You’re like the fifth person that’s asked me that” and said she was confused. She asked, “Since when did people start asking each other in interviews about their underwear?” The interviewer asked if the question was appropriate, and Scarlett Johansson explained that it was not. She defended herself by saying that people should ask respectful and relevant questions during interviews.

Chelsea Handler

Photo: Youtube/CNN

Chelsea Handler is a comedian known for speaking her mind. During a 2014 interview with Piers Morgan, she told him that he wasn’t a good interviewer because he didn’t seem interested in her during the commercial break.

He responded that she just wasn’t keeping his attention. Chelsea fired back that hosts should pay attention to their guests, and that it didn’t matter if she was interesting or not because he signed up for the interviewer job.

Serena Williams

Photo: Youtube/Sports

Following their match at the US Open tennis competition, Serena and Venus Williams found themselves in the spotlight during a post-game press conference, fielding questions about their emotionally charged game.

At the conference, a reporter asked Serena why she wasn’t smiling and what might be bothering her. The reporter may have assumed that she was feeling intense after playing a match against her sister. Serena answered honestly. She said it was late at night, she was tired, and she didn’t really want to be there.

Sebastian Stan

Photo: Youtube/Rosa Aramburú

This interview took an unexpected turn as it transformed into an impromptu flirting exchange between Sharon Stone and Avengers actor Sebastian Stan. It appeared that Stan, who had apparently had a crush on Stone, seized the moment to unabashedly make advances – all while conversing in his native Romanian.


Amidst this playful exchange, James Corden, who was present during the interview, couldn’t help but chime in with enthusiastic comments like, “You’re a joke – you’re ridiculous! I love it!” As the conversation continued, Sharon Stone even jokingly inquired whether Stan would consider biting her neck, alluding to the Dracula legend, to which he playfully obliged.

Lauren Conrad

Photo: Pinterest

During a Q&A session in 2014, the producers pre-selected questions from fans for beauty mogul Lauren Conrad to answer, but there was one inappropriate question that left her a little uncomfortable. She was asked, “What’s your favorite position?”

Conrad took a brief pause to collect herself before she delivered a witty response: “CEO.” Her clever retort even garnered praise from the host, although it did introduce a moment of discomfort during the Q&A session.

Daniel Radcliffe

Photo: Youtube/Sd Tv

Portraying the character of Harry Potter proved to be a brilliant career decision for Daniel Radcliffe. The magical world JK Rowling created truly made a profound connection with the fans that transcended the screen.

Of course, much has transformed in Radcliffe’s life since he embarked on this cinematic journey at the age of 11. While reflecting on his growth, it becomes evident that Miriam Margoyles’ observations merely echoed what the world already saw and heard for themselves.

Dolly Parton

Photo: Youtube/Happy Mag

Barbara Walters was known for asking confrontational questions during interviews. When she interviewed Dolly Parton, she asked about Parton’s childhood, fashion, and if people thought she was a joke.

Walters was undoubtedly rude, but Parton handled the questions with grace, turning what could have been an awkward and distressing interview into a seamless and engaging conversation. Certainly an icon worth admiring!


Mark Wahlberg

Photo: Youtube/The Graham Norton Show

Talk show hosts should have a backstage policy that discourages guests from drinking alcohol, since Mark Wahlberg’s behavior on The Graham Norton Show in 2013 with Sarah Silverman and Michael Fassbender as guests showed the potential consequences of not having one.

During the interview, Wahlberg spoke unclearly and often interrupted his fellow guests. He also acted strangely towards Norton, even sitting on his lap and playfully touching his chest. This almost caused an unexpected and uncomfortable situation. Despite this, the audience found it amusing, and even Sarah Silverman joined in the fun.

Helena Bonham Carter

Photo: Youtube/Emanoela Silva

Helena Bonham Carter, celebrated for her remarkable acting career, has garnered fame for her penchant for portraying eccentric and frequently dark characters in film. This distinctive artistic style seems to transcend her on-screen roles and permeates her everyday fashion choices, a fact that has not gone unnoticed by keen observers, including Rihanna.

On The Graham Norton Show, the cast of Ocean’s 8 were asked about their invitations to the MET Gala. Helena was the only one who didn’t get an invitation. Rihanna joked that it might be because of Helena’s unique fashion sense. Good thing Helena was a good sport about it and didn’t get offended.

Kourtney Kardashian

Photo: Youtube/Entertainment Tonight

During an Australian television interview, Kourtney Kardashian faced a question concerning her sister Kim and the family’s post-Paris robbery recovery. In response, Kourtney momentarily froze and stared into the screen.

The interview hosts found asking if they lost her or if a technical glitch had occurred. However, as Kourney’s eyes continued to blink, it became apparent that she was grappling with how to address the question.

Vin Diesel

Photo: Youtube/JACK D’ LAD {Eye On The World}

In Fast & Furious 8, Vin Diesel and Charlize Theron shared an on-screen kiss, which Vin Diesel himself said was the “best kiss ever.” However, Theron seemed to have a different perspective. She once said that Vin Diesel’s character had lips that were “frozen like a dead fish,” and that she preferred something more passionate.


When Ellen DeGeneres repeated her comment to Vin Diesel during his appearance on her show, he was surprised and couldn’t believe it. He even stood up and asked the audience, “Do I really look like a dead fish?” The crowd seemed to agree with him.

Tom Hardy

Photo: Youtube/TIFF Originals

During the Legend Movie Press Conference, Tom Hardy encountered an unconventional question posed by a reporter. The reporter inquired about his character’s openness regarding sexuality and whether celebrities faced challenges discussing their personal lives. Tom’s response was immediate, as he turned the question back on the reporter, asking if they were attempting to delve into his own sexuality.

With a straightforward “Sure,” the reporter confirmed the intention, prompting Tom to respond with a resounding “Why?” When the reporter struggled to provide a response, Tom graciously acknowledged with a simple “Thank you” and swiftly shifted the conversation forward.

Robert Pattinson

Photo: Youtube/Air On Ryan Seacrest

Robert Pattinson’s portrayal of the charming British vampire certainly made him an overnight sensation. Everyone was curious about him and also wanted to ask him about his co-star Kristen Stewart. There were rumors that the two of them were romantically involved, and it turned out that the rumors were true.

Pattison and Stewart wanted to keep their personal lives private, and the movie studio that made the Twilight movies also wanted to keep things secret to avoid problems. However, Ryan Seacrest asked about their relationship during an interview, which went against the unspoken agreement, and Robert’s publicist quickly ended the conversation.

Bruce Willis

Photo: Youtube/Empire Magazine

Despite this poor guy entering the interview with enthusiasm, Bruce Willis didn’t seem to share the same excitement or was even interested. It wasn’t clear if Willis was joking or just tired of the Red 2 press tour, but it was clear that he and the interviewer didn’t have the same energy.


Willis even commented that their endeavor wasn’t about acting, but rather about marketing the film, suggesting that the enjoyable aspect had concluded. His remarks strongly hinted at his reluctance to be part of the interview.

Lady Gaga

Photo: Youtube/The Fab Teacher

Lady Gaga is a well-loved musical icon, but it appears that she may need to freshen up her interview material. Recently, a viral compilation video showcased Gaga repeatedly delivering the same line during numerous interviews.

In these instances, she expressed her gratitude to her A Star Is Born co-star Bradley Cooper with the heartfelt sentiment, “There can be 100 people in a room, and 99 of them don’t believe in you, but all it takes is one, and it just changes your whole life.”

Ariana Grande

Photo: Youtube/Basically Grande

Ariana Grande has consistently championed women’s empowerment, consistently reinforcing this message. During a radio interview with KPWR, she was asked, “Would she prefer to give up using her phone or stop wearing makeup?”

Ariana responded by challenging the host’s assumption, questioning whether these were the dilemmas girls truly faced. When he inquired if she could genuinely go without her phone, she confidently replied, “For many hours.” The exchange didn’t end there, as the host exclaimed, “Ladies, learn!” to which Ariana swiftly retorted, “Boys, learn!”

Cara Delevingne

Photo: Youtube/CBS Sacramento

During the Good Day Sacramento interview with Cara Delevingne, the tone was set for an uncomfortable encounter right from the beginning, as they mistakenly introduced her as “Carla.” The awkwardness continued throughout the conversation, with the hosts remarking that Cara appeared more enthusiastic in a previous interview.

Cara, taken aback by this rude comment, responded by denying the accusation, clearly surprised by their lack of tact. To add to the discomfort, the hosts suggested she might need to “take a little nap” and “maybe get a Red Bull.” In her own defense, Cara explained that some people might not fully grasp the nuances of British humor.


Leonardo DiCaprio

Photo: Youtube/MTV News

During an interview to promote Leo’s movie “Once Upon A Time In Hollywood,” the interviewer asked an unexpected question. Instead of talking about the movie, the interviewer wanted to know if Leo, Brad Pitt, and Margot Robbie thought that Leo’s character in “Titanic” could have fit on the door with Kate Winslet’s character at the end of the movie.

While Brad and Margot were having fun, Leo responded with a smile and said, “No comment.” The interviewer kept asking, but Leo repeated his answer two more times. His co-stars noticed that he was uncomfortable and joked around to make things less tense. They were friendly and funny, which helped make the situation less awkward.

Mariah Carey

Photo: Youtube/Entertainment Tonight

Ellen has had some uncomfortable interviews in the past, but one in particular was the worst of her career. This happened in 2008 when Ellen tried to get Mariah Carey to reveal her pregnancy on live TV. Even though Ellen knew that Mariah wasn’t ready to share her secret with the world, she still put her in an uncomfortable position by suggesting that she drink champagne to “celebrate not being pregnant.”

Under a lot of pressure, Carey almost cried while trying to avoid Ellen’s persistent questioning. She said, “I can’t believe you did this to me, Ellen.” Unfortunately, Mariah had a miscarriage a few weeks after this interview, which was the most tragic part of this whole situation.

Jennifer Lawrence

Photo: Youtube/ScreenSlam

At the 2016 Golden Globe Awards press event, Jennifer Lawrence had a funny moment with an interviewer who was too busy looking at his phone. While he kept asking questions, Jennifer playfully told him, “Hey, you can’t spend your whole life behind that phone, bro!”

The room erupted in laughter as the reporter chuckled at her remark. Undeterred, he attempted to steer the conversation towards the Oscars and Jennifer, with her trademark wit, responded, “Well, we’re here at the Golden Globes, my friend. If you’d just put that phone down for a moment, you’d already know the answer to that one!”


Dakota Johnson

Photo: Youtube/Nick M

In November 2019, Dakota Johnson appeared on Ellen DeGeneres’ show. The conversation became uncomfortable when Ellen repeatedly asked why she wasn’t invited to Dakota’s birthday party, which had happened the month before. Dakota was surprised by the questioning because Ellen’s statements were not true.

Dakota quickly set the record straight, saying, “No, that’s not accurate, Ellen.” She explained that she had indeed extended an invitation to Ellen, but Ellen had declined. She even encouraged Ellen to verify this with Jonathan, her producer.


Photo: Youtube/On Demand Entertainment

Rihanna, primarily recognized for her musical prowess, has also ventured into the world of cinema with a handful of notable roles. One of her noteworthy film appearances was in the movie “Battleship.” During a press conference related to the film, Rihanna found herself facing intrusive questions from an impolite interviewer.

The journalist delved into Rihanna’s personal life, inquiring about her dating status and even speculating about a potential relationship with Ashton Kutcher. Rihanna, expecting questions about her professional journey and acting abilities, responded with a bemused, “Wow, how disappointing was that question?”

Russell Brand

Photo: Youtube/media monkeybiz

Things took an unexpected turn as MSNBC’s Morning Joe interview with Russell Brand derailed. One of the interviewers made a peculiar comment about the atmosphere in the room with Brand, suggesting they were conversing at a level beyond his comprehension, almost as if he were an extraterrestrial visitor.

During the interview, one of the interviewers called Russell Brand “Willy Brand” for no reason. Brand was confused and asked if this was a normal thing for them to do during their work. He asked, “Is this what you all do for a living?”

Taylor Swift

Photo: Youtube/almost do

Ellen has been criticized by current and former employees of The Ellen Show, who have accused her of creating a toxic work environment. Reports suggest that Ellen displayed unkind and condescending behavior, which is not surprising given her recent interview.


Ellen even made Taylor Swift cry by asking her personal questions about Zac Efron and pressuring her to admit to a romantic relationship, even though Taylor said no. Ellen didn’t stop even though Taylor was clearly uncomfortable, and Taylor was very upset by the end of the conversation.

Meg Ryan

Photo: Youtube/BBC Studios

During a memorable encounter on the BBC, Meg Ryan found herself in an uncomfortably awkward interview with Michael Parkinson. The seasoned journalist pressed her on a statement she had made earlier, which she couldn’t recall ever saying – namely, that being a celebrity didn’t come naturally to her.

Persistently, Parkinson delved into why she continued with a career that appeared to make her uneasy, questioning her discomfort and apparent aversion to interviews. Ultimately, he posed the question of how she would handle the interviewer’s role, to which she responded with a curt, “Let’s just wrap it up.”

Sarah “Fergie” Ferguson

Photo: Youtube/60 Minutes Australia

The Duchess of York, Sarah “Fergie” Ferguson, has held a unique position within the Royal Family due to her distinctive personality and fiery red hair. Her controversial presence and outspoken nature made her an outsider long before Meghan Markle’s entry into Prince Harry’s life, and as a result, she has been entangled in numerous scandals throughout her journey.

In a 2011 interview on 60 Minutes Australia, Sarah displayed her displeasure when questioned about a recent scandal. Her frustration was evident through exasperated sighs and eye rolls as she demanded the deletion of certain footage. She then turned her attention towards someone off-camera, softly repeating the word “remember” before abruptly storming off the set.

Robert Downey Jr.

Photo: Youtube/Channel 4 News

Robert Downey Jr. is known for being a strong person who doesn’t let others push him around. During a 2015 interview with Channel 4’s Krishnan Guru-Murthy, they talked about Robert’s role in Iron Man and his acting career. But then Guru-Murthy started asking about Robert’s personal life and past difficulties, and the mood changed quickly.


In response, Downey maintained his composure and politeness throughout the intrusive line of questioning. Nevertheless, it was evident that his patience was wearing thin, leading to a swift intervention by his publicists, who promptly ended the interview.

Tommy Lee Jones

Photo: Youtube/kevin mccarthy

Tommy Lee Jones wears many hats – an Oscar laureate, a distinguished actor of his era, and the accolades continue. But one facet of his personality that often comes to light is his lively conversational style. Amidst a press tour for the 2012 blockbuster, Men in Black 3, Jones showcased his unique, if not somewhat gruff, charm.

In this combination of two different interviews, Jones expresses a mix of dislike and confusion when asked some strange questions. For example, when asked which of his characters he knows best and which he knows least, he responds with a serious expression and dry humor, “My ind just cannot get around a question like that. I don’t know.”

Billy Bob Thornton

Photo: Youtube/Western Western

Frequently, actors who have a passion for music tend to become defensive when discussing both their musical pursuits and their Hollywood careers simultaneously. In most cases, these individuals maintain a level of maturity in their responses, refraining from behaving like temperamental teenagers. However, there exists an exception to this pattern – Billy Bob Thornton.

Billy Bob Thornton recently appeared on a Canadian talk show to promote The Boxmasters’ upcoming tour. He asked the host not to talk about his acting career during the interview, but the host went ahead and brought it up anyway. Thornton did not like this and quickly became disengaged from the interview. He refused to answer basic questions and compared Canadian rock audiences to “mashed potatoes without the gravy.”

Cardi B

Photo: Youtube/The Tonight Show Starring Jimmy Fallon

Many claim that wealth has the power to change individuals, but if there’s one person who defies this notion, it’s undoubtedly Cardi B. Despite achieving immense success, Cardi has managed to maintain her distinctive and eccentric personality. A prime example of her unapologetic uniqueness can be observed in her appearance on The Tonight Show with Jimmy Fallon.


The moment she steps onto the stage, Cardi unleashes an unconventional meow/moan, leaving Fallon visibly bewildered for a good three to four seconds. Throughout the interview, she consistently sprinkles her responses with peculiar animal sounds, pushing Fallon to eventually surrender and join in the unusual banter.

Paris Hilton

Photo: Youtube/On Demand Entertainment

For a fleeting period, Paris Hilton enjoyed ubiquity in popular culture. She graced our television screens, graced multiplexes with her presence, and even ventured into the world of fragrance. Yet, in the current landscape, her presence has markedly diminished. This gradual withdrawal from the public’s attention was predicted during an interview with Good Morning America in 2011.

At first, the interview was about celebrities, but then the interviewer talked about how Kim Kardashian was getting more famous than Paris. They also talked about how Paris’s reality show was not getting as many viewers. Then the interviewer asked Paris if she ever worried that people didn’t care about her anymore. Paris didn’t say anything and just looked away from the camera.

Jerry Seinfeld

Photo: Youtube/Seinfeld4

There are moments when even the most legendary interviewers can stumble, as evidenced by Larry King’s encounter with Jerry Seinfeld during a 2007 episode of his former CNN talk show. In a surprising slip-up right from the start, King mishandled what should have been an easy question, asking Seinfeld who had decided to end his immensely popular show.

Jerry Seinfeld, taken aback by the blunder, exclaimed, “Do you know who I am?” with a hint of genuine frustration. Just before the show’s break, Seinfeld humorously suggested, “Can we get a resume in here for me for Larry to go over?”

Harry Belafonte

Photo: Youtube/KBAK – KBFX – Eyewitness News – BkersfieldNow

Harry Belafonte, a multifaceted artist renowned for his singing, songwriting, activism, and acting, might understandably be granted the occasional indulgence of what some might whimsically label a “senior moment.” This event happened in 2011 when Belafonte was 84 years old, and it was shown live on TV.


During this episode, there was a technical problem where his earpiece stopped working, so he couldn’t hear the anchor’s signal. To make things less awkward, the anchor made a joke and said that Belafonte might be meditating or taking a quick nap, which made the people in the background laugh.

Tony Danza

Photo: Youtube/Watercooler Films

In 1998, Tony Danza made an appearance on a local ABC affiliate to promote one of his movies. Regrettably, during his live appearance, he appeared visibly disgruntled and chose to vent all of his frustrations without realizing he was on the air.

He grumbled how he didn’t want to do the interview or be part of the local news. Eventually, the anchor managed to get through to him, acknowledging his candid remarks. In response, Danza nonchalantly asked, “Oh, you heard me, huh?” Upon her confirmation, he casually replied, “Oh, good.”

Courtney Love

Photo: Youtube/Veronica Electronica Madonna’s Vault

The amusing twist here is that it didn’t start as an interview with Courtney Love at all, at least not initially. It all unfolded during the 1995 MTV Video Music Awards when Madonna was discussing her latest album. Out of nowhere, a real shoe was hurled, narrowly missing Madonna’s face, leaving her understandably shocked as she peered downward.

The interviewer struggled to find a way out of the sentence, stammering, “That’s Courtney, everybody’s favorite…” and then fell silent in an awkward moment. Meanwhile, Courtney Love, looking somewhat detached from reality, continued to toss items from her purse in their direction, prompting Madonna to remark that she was in “dire need of attention right now.”

Justin Bieber

Photo: Youtube/humanitarkamkd

Certainly, there are several noteworthy moments to choose from, but one of our personal hidden gems features a 2012 interview with Justin Bieber on The Late Show with David Letterman. During this appearance to promote his album Believe, Bieber proudly reveals his tattoo of the album’s title, but Letterman’s reaction is far from impressed.


The host joked with Bieber about his many tattoos during an interview in 2012 when Bieber was just starting to get them. Letterman told Bieber not to look like the famous Sistine Chapel in Rome. Bieber replied with a clever joke, saying he wasn’t aiming for the “Sixteenth Chapel.” The audience laughed and Letterman made a funny comment about “Canadian high school.”

Leslie Mann and Dakota Johnson

Photo: Youtube/Chris Van Vliet

During an interview for “How to be Single”, Dakota Johnson and Leslie Mann joked around with their male interviewer. Both actresses were in a playful mood and referred to him as the “hot guy”. They even suggested, in a playful way, that he should consider taking off his clothes, creating a lively atmosphere.

They had some playful conversation that encouraged him to rehearse pickup lines, which made everyone laugh and tease each other in a friendly manner. Although the interviewer seemed to enjoy the attention and fun atmosphere, the interview became less formal and more like a friendly chat than a regular interview.

The Kardashians

Photo: Youtube/larfourloudLOL

Today, the Kardashian-Jenner family is a very well-known brand that is recognized globally. But here, we’ll talk about an interview that Kourtney, Kim, Khloe, and their mom Kris, had with Barbara Walters in 2011.

Walters didn’t beat around the bush and stated that the four women were not talented in acting, singing, or dancing. She ended by saying “You don’t have any talent.”

Joaquin Phoenix

Photo: Youtube/Letterman

In 2009, Joaquin Phoenix, who played the Joker, did something unusual on a TV show The Late Show with David Letterman. It was part of a mockumentary called “I’m Still Here.” During the interview, Joaquin Phoenix wore sunglasses and chewed gum while avoiding many of Letterman’s questions.

Letterman seemed to be unaware of the act and became visibly frustrated. As the segment ended, Letterman joked, “Joaquin, I’m sorry you couldn’t be here tonight,” which made the audience laugh and applaud loudly.