WatchMojo

Login Now!

OR   Sign in with Google   Sign in with Facebook
advertisememt
VOICE OVER: Sophia Franklin WRITTEN BY: Taryn Crankshaw
These celebrity interviews broke the internet. For this list, we'll be looking at the cringiest, funniest and most awkward moments from interviews that made waves across the pop culture world. Our countdown includes Jimmy Kimmel with Kanye West, "The View" with Danny DeVito, Martin Bashir with Princess Diana, and more!

#10: Jimmy Kimmel with Kanye West
“Jimmy Kimmel Live!” (2003-)


Things got a little tense on "Jimmy Kimmel Live!" when Kanye West stopped by in 2018. During his interview, Ye spoke about his support of Donald Trump, who was still President of the United States at the time. The rapper defended his political ideologies despite the controversy surrounding Trump. However, he was thrown a massive curveball when Kimmel mentioned his famous comment about former POTUS George W. Bush. At a loss for words, the rapper looked stumped. Kimmel offered to cut to a commercial while he collected his thoughts, which only made the already awkward exchange even more uncomfortable.

#9: Alexandra Cooper with Julia Fox
“Call Her Daddy” (2018-)


Amid Kanye West’s ongoing high-profile split from Kim Kardashian, he and Julia Fox became a hot item – and topic of conversation. During her interview on the "Call Her Daddy" podcast, the Italian-born model and actress opened up about her relationship with the Grammy winner. She agreed with her characterization as his muse, and when asked to expand, Fox referenced her previous experience as an artistic influence. Her…unique pronunciation of the movie title created a soundbite that blew up on TikTok. Although Ye and Fox have apparently broken up, this quote will live on forever.

#8: Sam Rubin with Samuel L. Jackson
“KTLA Morning News” (1991-)

Also in:

Top 20 Celebrity Interviews That Broke the Internet


While on “KTLA Morning News” to talk about his new movie in 2014, Samuel L. Jackson probably didn’t expect to get mistaken for an entirely different actor. But unfortunately, that’s exactly what happened. Chatting with anchor Sam Rubin, the actor was asked to comment on his recent Super Bowl commercial. The only problem was that Jackson hadn’t appeared in a Super Bowl advertisement. The “Snakes on a Plane” star quickly figured out that Rubin had made a grave error, mistaking him for Laurence Fishburne. Jackson put the interviewer in his place and called out his ignorance, making for a tense yet memorable moment.

#7: “Good Day Sacramento” with Cara Delevingne
“Good Day Sacramento” (1995-)

Also in:

Top 10 Sitcom Stars Who Are Surprisingly Good Dancers


Press tours can get downright weird, and Cara Delevingne experienced it firsthand when she appeared on “Good Day Sacramento.” The model and actress was there to discuss her romance flick, “Paper Towns.” But let’s just say her sarcastic sense of humor didn’t mesh too well with the panel of interviewers. When one of the co-hosts called her out and accused her of seeming tired, Delevingne powerfully held her own, serving a quick-witted comeback. After her feed got cut, the anchors continued to comment on the awkward exchange, adding fuel to the already blazing PR fire.

#6: “The View” with Danny DeVito
“The View” (1997-)

Also in:

Top 10 Celebrity News Stories That Broke The Internet


They say when life gives you lemons, make lemonade. And that’s exactly what Danny DeVito did when he stopped by “The View,” but he added a twist. The “It’s Always Sunny in Philadelphia” star visited the talk show the day after a boozy night out with friend George Clooney. DeVito was still seemingly intoxicated when he arrived on set, which made for an interesting interview, to say the least. He slurred, swore, and even snuggled up with co-host Rosie O'Donnell. The “Matilda” actor blamed it on one too many limoncellos, and a few people can probably relate. Hey, nobody can ever say Danny DeVito isn’t a great time.

#5: Oprah Winfrey with Prince Harry & Meghan Markle
“Oprah with Meghan and Harry” (2021)

Also in:

The Groundbreaking Story of Oprah Winfrey


When Prince Harry and Meghan Markle sat down with Oprah Winfrey in 2021, the Internet went wild. There was already plenty of buzz surrounding the interview, and it didn’t disappoint. The Duke and Duchess of Sussex dropped some mighty powerful truth bombs regarding their experience with the British monarchy throughout the special. Everything from their departure to allegations of racism was addressed. Even Oprah Winfrey herself was taken aback by some of their revelations. While the tension was palpable, the couple maintained a united front, showing the world that – despite everything they had endured – their marriage was stronger than ever.

#4: Jimmy Fallon with Nicole Kidman
“The Tonight Show Starring Jimmy Fallon” (2014-)



Jimmy Fallon was thrown for a loop when Nicole Kidman joined him for an interview in 2015. During their conversation on "The Tonight Show," the Oscar-winning actress told a story about how a friend set her and Jimmy up years earlier. However, Fallon didn't understand the assignment, completely missing the fact that it had the potential to be something romantic. Kidman confessed that the "SNL" alum barely spoke and played “video games" during their not-so-romantic tryst. Things worked out for the best, and the two are happily married to other people. But that doesn't make this story any less embarrassing for Fallon – or any less amusing for the audience.

#3: Martin Bashir with Princess Diana
“Panorama” (1953-)


It was the interview that rocked the world. When Princess Diana sat down with former BBC journalist Martin Bashir in 1995, tens of millions of people reportedly tuned in. During the programme, the late Princess of Wales spoke out about the fallout of her marriage to Prince Charles and his affair with Camilla Parker Bowles. Anybody who was old enough to watch this interaction likely still remembers it today. And over twenty-five years after it aired, some harsh truths about the interview came to light. An investigation revealed that Bashir acquired fake banknotes to use as a tactic to earn the Princess’ trust, prompting her sons to voice their disappointment. As for Bashir, well, he left the BBC before these findings were made public.

#2: Oprah Winfrey with Tom Cruise
“The Oprah Winfrey Show” (1986-2011)

Also in:

Top 10 People Oprah Made Famous


For better or for worse, love has been said to make people do questionable things. But Tom Cruise’s infamous couch-jumping instance was truly something else. The "Mission Impossible" star visited Oprah on her daytime talk show in 2005, during his whirlwind romance with Katie Holmes. High on infatuation, Cruise could barely contain himself throughout the interview. In a climactic moment, he turned Winfrey's set into his own personal trampoline by leaping up on her sofa. Nearly 20 years later, this head-scratching moment remains an unforgettable moment in pop culture history.

#1: Ellen DeGeneres with Dakota Johnson
“The Ellen DeGeneres Show” (2003-22)

Also in:

Top 10 Worst Things Ellen Has Done


Ellen DeGeneres has encountered some awkward moments on her talk show. But it’s safe to say that nothing can top her infamous 2019 interview with Dakota Johnson. Things got off to a rocky start when DeGeneres claimed that she wasn’t sent an invite to the “Fifty Shades” starlet’s birthday. But Johnson was quick to affirm that DeGeneres was indeed invited, giving us a viral and extremely quotable moment. The host eventually confessed that she had simply forgotten. She then managed to steer the conversation in a different direction, but the damage was already done. The internet had a good laugh over the mixup, cementing this as one of the cringiest TV interviews to date.

Comments
advertisememt