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People Are Sharing The Most Embarrassing Celeb Moments Of All Time

People Are Sharing The Most Embarrassing Celeb Moments Of All Time

Kristen HarrisMon, August 31, 2026 at 1:16 AM UTC

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Whenever I'm feeling down, that clip of Kendall Jenner trying to cut a cucumber never fails to make me laugh. (At least she could poke fun at herself!)

HuluRecently, redditor u/No-Hall-3485 asked, "What's your favorite embarrassing celebrity moment?"Here are 33 of the top answers:1. "Zac Efrondropping a condom on the red carpet at the premiere of the children's film The Lorax."

Lester Cohen / WireImage / Via Getty2. "'This is going to ruin the tour.'"

Handout / Sag Harbor Police Department via Getty ImagesIn 2024, Justin Timberlake was arrested for a DWI in Sag Harbor, New York. He later pleaded guilty to the lesser charge of driving while ability impaired and received a $500 fine, $260 surcharge, 25 hours of community service, and a temporary license suspension. He reportedly mumbled, "This is going to ruin the tour." The cop asked, "What tour?" Justin answered, "The world tour." The conversation sparked a viral meme.

Leon Bennett / Getty Images for The Recording Academy3. "When Jennifer Lopez thought she would get recognized going to her childhood home."

TNT / Viayoutube.com

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4. "Piers Morgan trying to undermine Hayley Hughes from Love Island by asking her to quote 'Pythagoras' theorem to the nearest five decimal places,' and she has no idea, obviously (because the Pythagorean theorem is a² + b² = c²). Susanna Reid replied to Piers, saying 'Do YOU know that?' And then he goes, 'It's 3.147,' and the studio silence HANGS in the air because he's quoting pi! Then he springs up, correcting himself. It's sooooo embarrassing."

ITV / Viayoutube.comSusanna then corrected Piers, pointing out that the Pythagoras theorem has to do with triangles. She also called him out for attempting to humiliate their three Love Island guests. And in case Piers is reading this — pi to the nearest five decimal places is 3.14159!

ITV / Viayoutube.com5. Mia Farrow tweeting happy birthday to her daughter, Quincy, alongside a screenshot of an image search with the search term "mia farrow and her black children" visible.

Mia FarrowMia deleted the post and replaced it with a new one, where the picture was properly cropped. In a since-deleted reply, she reportedly added, "nah. I took the photo myself & posted it before. Then someone sent it to me & I didn't check source."

Gilbert Carrasquillo / Getty Images6. "That Taylor Swift speech where she keeps pausing like she's waiting for the audience to clap."

Billboard / Viayoutube.comA few years after Taylor accepted the 2019 Billboard Woman of the Year Award, clips went viral on social media, with many viewers claiming that she seemingly paused to wait for applause.

Billboard / Viayoutube.com7. Rita Ora seemingly pretending she got hacked on Twitter.

Rita Ora / Viax.com8. "Hilaria Baldwin not being Spanish."

NBCPreviously, Hilaria Baldwin — who was born Hillary Lynn Hayward-Thomas — seemingly claimed she was born in Mallorca, Spain. All seven of her children even have Spanish first or middle names. But in 2020, a viral tweet about her "commitment to her decade long grift where she impersonates a Spanish person" spurred her to clarify. In an Instagram video, she said, "I was born in Boston and grew up spending time with my family between Massachusetts and Spain. ... In this country, I would use the name Hillary. In Spain, I would use the name Hilaria [...] I identify more with Hilaria, because that's what my family calls me."

John Lamparski / Getty Images9. "This is an easy one for me since I'm a huge Prince fan — the time he kicked Kim Kardashian off of the stage."

ELMO / ELMO / BACKGRIDDuring a 2011 concert, Prince pulled Kim onstage with him. Instead of dancing and having fun, she froze up, so he told her to leave. However, the next night, he brought her back up, and she actually danced while he played piano.

ELMO / ELMO / BACKGRID10. "Ben Affleck having someone dispose of his Ana de Armas cutout post-breakup."

MEGA / GC Images / Via Getty

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11. Ashlee Simpson doing an awkward hoedown dance after getting caught lip-syncing on Saturday Night Live.

NBC / Viayoutube.comIn October 2004, Ashlee gave one of the most infamous Saturday Night Live performances of all time. After host Jude Law introduced her to perform her second song, the vocals for "Pieces of Me" (the song she'd already performed earlier) began playing. Unsure what to do as her pre-recorded vocals played, Ashlee awkwardly did a hoedown dance before leaving the stage.

NBC / NBCUniversal via Getty Images12. Tom Cruise jumping on Oprah's couch to demonstrate his love for Katie Holmes.

Harpo Productions / Viayoutube.com13. "When Kelly Osborne failed to make that point."

ABC / Viayoutube.comKelly's cohost, Rosie Perez, immediately called her out, saying, "Latinos are not the only people to do that." Afterward, in a Facebook post, Kelly wrote, "I want to start by saying I ALWAYS take responsibility for my actions. In this particular case I will take responsibility for my poor choice of words but I will not apologize for being a racist as I am NOT. I whole-hearted fucked up today. I don't want to bullshit anyone with lame excuses. Although, I was stopped mid-sentence by Rosie and couldn't finish my point, I will not let Rosie take responsibility for my words. I should have known better as I was on The View and it was live. I've learned a very valuable lesson."

Lorenzo Bevilaqua / Disney General Entertainment Content via Getty Images14. "'I'm so sorry that I was not your mother.'"

AnnaLynne McCord / Viax.comFollowing the Russian invasion of Ukraine in 2022, actor AnnaLynne McCord shared a poem she wrote, which began, "Dear Mister President Vladimir Putin, I'm so sorry I was not your mother." Following criticism, she told BuzzFeed News, "I know how I could easily have moved in the direction of becoming a dictator myself. If certain circumstances of my life were different, were I a little less bent toward healing and more toward vindication, I could have been a darkly powerful person."

AnnaLynne McCord / Viax.com15. "Don't make me post the 'Imagine' video..."

Gal Gadot / ViaInstagram: @gal_gadotAs if anyone could forget, during early COVID-19 lockdowns, Gal Gadot gathered 25 of her famous friends — including Kristen Wiig, Pedro Pascal, James Marsden, Natalie Portman, and many others — to sing a cover of "Imagine" by John Lennon in an Instagram video. Gal later admitted she regretted orchestrating the video, telling InStyle, "It wasn't the right timing, and it wasn't the right thing. It was in poor taste."

Gal Gadot / ViaInstagram: @gal_gadot

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16. Adam Levine's cringey cheaterpants Instagram DMs to model Sumner Stroh.

Sumner Stroh / Adam LevineIn 2022, four days after Adam's wife, Behati Prinsloo, announced she was expecting their third child, Instagram model Sumner Stroh claimed that she and Adam had been "seeing each other for about a year." In a since-deleted TikTok, she said, "I was having an affair with a man who's married to a Victoria's Secret model. At the time, I was young, I was naive, and, I mean, quite frankly, I feel exploited. I wasn't in 'the scene' like I am now, so I was definitely very easily manipulated." Sumner even leaked several of her and Adam's alleged DMs, which quickly became a meme. In the most egregious message, he allegedly asked if he and Behati could name their new baby after her.

Sumner Stroh / Adam LEvine17. John Travolta accidentally mispronouncing Idina Menzel's name as "Adele Dazeem" at the 2014 Oscars.

ABC / Viayoutube.com18. "Don't forget the note Dominic West made his wife, Catherine FitzGerald, sign for the paps like she was a hostage."

MEGA / GC Images / Via GettyAmidst reports that Dominic was getting cozy with his The Pursuit of Love costar Lily James (the pair were even photographed kissing!), Dominic and Catherine posed for paparazzi pictures outside their house. They even staged a kissing photo of their own. Then, the spouses showed the paps a handwritten note that said, "Our marriage is strong, and we're very much still together. Thank you." Believe it or not, despite the very '00s tabloid frenzy energy of this situation, it actually happened in 2020.

MEGA / GC Images / Via Getty19. "That video of Fergie doing the national anthem. Watching everybody trying to hold it together never gets old."

TNT / Viayoutube.com20. Will Smith slapping Chris Rock at the Oscars.

ROBYN BECK / AFP via Getty ImagesAt the 2022 Academy Awards, host Chris Rock made a joke about Jada Pinkett Smith's shaved head. She rolled her eyes in response. Moments later, her husband infamously got onstage and slapped Chris across the face. Later that night, Will took home the Best Actor award. However, he was ultimately banned from the Academy Awards for 10 years.

Neilson Barnard / Getty Images21. When Dean Norris seemingly mistook "post" for "search" and publicly tweeted, "Sex gifs."

Dean Norris / Viax.com22. "That time Tyra Banks dressed as a camera-ready homeless person so she could sit on the curb to experience homelessness for a TV segment. During the segment, she either accepted handouts from strangers or staged scenes where it looked like she had. Either option is heinous."

The CW / Viayoutube.com23. "When Lana Del Rey released that 'question for the culture,' calling out Black women/women of color [and Ariana Grande] for making music just about sex and then proceeded to refer to herself as someone hated just because she's glamorous and makes music about imperfect relationships, lmaooo."

ANGELA WEISS / AFP via Getty ImagesIn her since-deleted post, Lana said, "Now that Doja Cat, Ariana, Camila, Cardi B, Kehlani and Nicki Minaj and Beyoncé have had numbers ones with songs about being sexy, wearing no clothes, fucking, cheating, etc. — can I please go back to singing about being embodied, feeling beautiful by being in love even if the relationship is not perfect, or dancing for money — or whatever I want — without being crucified or saying that I'm glamorizing abuse?????? I'm fed up with female writers and alt singers saying that I glamorize abuse. When in reality I'm just a glamorous person singing about the realities of what we are all now seeing are very prevalent emotionally abusive relationships all over the world."

Phillip Faraone / Getty Images for W Magazine24. Katy Perry kissing the earth after her 11-minute space flight with Blue Origin.

Blue Origin / Viayoutube.com

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25. "When Victoria Beckham was called out by David during the filming of their documentary on her 'working class' childhood."

Netflix26. The official Armani Twitter account calling out Kim Kardashian for misspelling Giorgio Armani's name.

KIm Kardashian / Armani / Viax.com27. JoJo Siwa's out-of-character cover of "Bette Davis Eyes."

JoJo Siwa / ViaInstagram: @https://www.instagram.com/reels/DL4l4kbR60r/28. Amy Schumer "falling" on the red carpet in front of Kim Kardashian and Kanye West.

Kevin Mazur / Via GettyOn The Graham Norton Show, Amy explained, "Kim and Kanye standing there, just owning it, just being short and important. And I think falling is the funniest thing, so I took a dive in front of them. ... There's no way that either of them had any idea who I am, so that was comforting."

Taylor Hill / Getty Images29. "Garth Brooks's alter ego, Chris Gaines."

Capitol / Viayoutube.comIn 1999, Garth released the album Garth Brooks in...The Life of Chris Gaines, which he recorded in character as an Aussie rock-and-roll artist with a tragic backstory. He also promoted the album as Chris in interviews. The stunt was supposedly for the movie The Lamb, which was ultimately never made. Somehow, the album sold 2 million units and charted at #2, although that was still a far cry from Garth's previous studio album, Sevens, which sold over 10 million units and debuted at #1.

Capitol / Viayoutube.com30. "The 'Nikki Blonsky from Hairspray' tweets are up there, too."

Nikki Blonsky / Viax.com31. The Bachelor contestant Madison Prewett Troutt seemingly forgetting to switch accounts before commenting on her own Instagram post.

Hulu / Madison Prewett Troutt / @BachSleuthers / ViaInstagram: @https://www.instagram.com/bachsleuthers/?hl=enIn 2020, Madison shared a picture of her first one-on-one date with Peter Weber to Instagram. Then, from her own account, she commented, "Beautiful date Madi. You are so genuine and real ❤️." @BachSleuthers caught the comment and called her out on their IG story. The fan account @teammadisonprewett claimed that Madison's sisters, who had access to her account, were the ones who made the accidental comment. Another friend of Madison's also claimed to have made the comment while still logged into her account.

ABC / Viayoutube.com32. "The video of Usher and a bunch of other people singing 'We Are the Champions,' except he must've been told that his video would be placed in the middle, when really he was put in the bottom left corner."

NBC / Viayoutube.com33. And finally: "Elon Musk's entire life. Like how he stood behind Trump and jumped at a political rally; or when he livestreamed an online game, and people trolled him relentlessly until he quit; or how he walked into Twitter headquarters after he bought it, carrying a sink, and tweeted, 'Let that sink in' as a joke only he understood."

Elon Musk / Viax.comWhat's your favorite embarrassing celebrity moment? Let us know in the comments!

Note: Some responses have been edited for length/clarity.

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