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31 Wildly Awkward Celeb Interview Moments That Made Me Genuinely Cringe

31 Wildly Awkward Celeb Interview Moments That Made Me Genuinely Cringe

Yahoo04-06-2025

1.When Sukihana really didn't understand the meaning of the word "musician" on The Really Good Podcast:
After being widely mocked, Suki tweeted, "I say who I am and that's a MOGUL." She followed up with, "Suki ain't no musician she is a mogul."
2.When Solange expressed displeasure on-air about being asked about Jay-Z's 40/40 club closure, even though the interviewer hadn't brought it up on camera (Solange appears to be referring to the show asking her team if they could discuss it on-camera, and being told no):
3.When the Challengers cast was asked about who the best kisser was, and Zendaya made this face (in a later interview, she spoke about how odd the number of kissing questions she received about the film was):
4.When Rob Schneider got upset that he wasn't being asked questions on Conan, and pointed it out, to everyone's awkward laughter:
5.When Larry King spoke to Sharon Tate's sister Debra and seemed to think Roman Polanski murdered Tate (whom Polanski was married to at the time of her death) instead of followers of the cult leader Charles Manson:
6.When Jim Carrey teased Margot Robbie on The Graham Norton Show and basically implied her looks got her where she is rather than talent:
7.When Woody Allen interviewed Twiggy and tried to make her look dumb...but Twiggy handed it right back to him:
8.When Timothée Chalamet was on DP/30 and the host...kind of insulted him and overall just got really tongue-tied:
9.When Justin Bieber couldn't understand the word "German":
10.When Kathie Lee Gifford forgot Martin Short's wife was dead...:
...Leading to a super awkward apology after his interview was over:
11.This entire Cara Delevingne interview about Paper Towns, which starts with a host calling her "Carla" and asking if she read the book...:
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...Then another host saying she didn't seem excited about the movie...:
...And finally, the original host being super condescending:
12.When Matt Lauer would NOT stop talking about Sandra Bullock's nude scene in The Proposal:
13.And when he brought up Anne Hathaway's wardrobe malfunction, clearly trying to make a joke out of it, which Hathaway deftly dodged:
14.When Ellen Degeneres told Dakota Johnson she hadn't been invited to her birthday party, and Johnson corrected her:
15.And when DeGeneres pressured Mariah Carey to drink champagne to prove she wasn't pregnant in 2008:
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16.When Jennifer Garner tried to correct Conan on his own show, but it turned out he was right:
17.When Jimmy Fallon called RuPaul a "drag queen," and briefly thought, from RuPaul's reaction, that he had said the wrong thing:
Just watch his fear here:
And his obvious relief afterwards:
18.When an interviewer told Keira Knightley she looked "worn out":
19.When the cast of Victorious was gushing about how much Ariana Grande sings on set and Victoria Justice cut in to say, "I think we ALL sing":
20.When Tom Cruise jumped on Oprah's couch to express his excitement about Katie Holmes:
21.When Scarlett Johansson was asked if she could wear underwear under her Black Widow costume:
22.And when she was asked the same question, after it was suggested she had no body insecurities:
23.Oh, and when she was asked about the "fashion elements" in Infinity War, and was NOT having it:
24.When Vin Diesel was super weird and creepy towards Brazilian YouTuber Carol Moreira while promoting his film XXX: Return of Xander Cage:
25.And when Bill Murray was super creepy towards Geena Davis while they were promoting Quick Change:
26.When David Letterman brought up rehab while interviewing Lindsay Lohan:
27.And when he licked Jennifer Aniston's hair:
28.Aaaand when he asked a clearly uncomfortable 19-year-old Emma Watson about her underwear being exposed at an event:
29.When an interviewer KEPT asking Anne Hathaway about her diet and exercise regime for The Dark Knight Rises:
30.When Millie Bobby Brown had to admit Finn Wolfhard is a "lousy kisser" in a lie detector interview with Vanity Fair:
31.And finally, just...the entirety of Joaquin Phoenix's 2009 interview on The Late Show with David Letterman:
It turned out Phoenix was playing a character from his I'm Still Here mockumentary.
You honestly have to watch it for yourself to understand, though I'll warn you, it's not an easy watch:
Also in Celebrity: 14 Celebrities Who Have So Many Kids, They're Basically Running Their Own Daycare, And 11 Who Said "Hmm, Hard Pass"
Also in Celebrity: 28 Celebs Who Never Seem To Get Canceled Despite Some Pretty Awful Behavior
Also in Celebrity: "I Haven't Paid My Rent In 6 Months": Celebrities Are Getting Brutally Honest About What It's Really Like To Be Famous In Hollywood

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