39 Severely, Severely, Severely Embarrassing Pop Culture Moments That Are Guaranteed To Make You Cringe

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1. Last summer, Sydney Sweeney shamelessly pulled a look portion she was asked astir the outrage implicit her divisive American Eagle jeans advertisement — and erstwhile an interviewer suggested that “white radical shouldn’t gag astir familial superiority” successful today’s governmental climate, she replied, “I deliberation that erstwhile I person an contented that I privation to talk about, radical volition hear.”

NEW: Sydney Sweeney refuses to apologize for the American Eagle jeans advertisement aft GQ's Katherine Stoeffel continuously tried to get her to cave.

Stoeffel: I mean, Trump tweeted astir the jeans advertisement ... that conscionable seems similar a precise brainsick moment...

Sweeney: It was surreal.

Stoeffel:… pic.twitter.com/F9ihaeMqeq

— Collin Rugg (@CollinRugg) November 6, 2025

@CollinRugg / GQ / youtube.com / Via Twitter: @CollinRugg

2. In October, Keira Knightley laughed portion answering a sincere question astir her divisive engagement successful the Harry Potter audiobooks, which received disapproval owed to writer J.K. Rowling's anti-trans statements. “I’m precise sorry…I deliberation we’re each surviving successful a play of clip close present wherever we’re each going to person to fig retired however to unrecorded together, aren’t we? And we’ve each got precise antithetic opinions. I anticipation that we tin each find respect,” she said portion seemingly smirking.

@deciderdotcom / Via tiktok.com

3. In 2022, Adam Levine’s alleged extra-marital sexts were shared online by TikToker Sumner Stroh, and… well, the messages talk for themselves:

4. Back successful 2012, Zac Efron accidentally dropped a condom portion walking the reddish carpet astatine the premiere of The Lorax. He aboriginal told Matt Lauer that he’d “fully instated” a caller “pocket checking policy” aft the awkward moment.

5. Speaking of Zac, his 2016 MLK Day tweet did not spell down good astatine all. He wrote, “I’m grateful for a mates things today: Martin Luther King Jr & 10 cardinal followers connected Ig,” on with a raised fist emoji and pointing scale emoji.” The pursuing day, helium deleted his station and issued an apology, writing, “I person thing but the top admiration & respect for MLK. My past station was insensitive & I apologize to anyone who I offended. So sorry.”

I person thing but the top admiration & respect for MLK. My past station was insensitive & I apologize to anyone who I offended. So sorry.

— Zac Efron (@ZacEfron) January 19, 2016

@ZacEfron / Via Twitter: @ZacEfron

6. Last year, OpenAI CEO Sam Altman shamelessly said that helium couldn’t ideate raising kids without ChatGPT — leaving speech amusement big Jimmy Fallon (and the remainder of the world) perfectly stunned:

7. In 2018, Breaking Bad prima Dean Norris seemingly got confused looking for the hunt relation connected X, publically tweeting, “Sex gifs.” The tweet is inactive up today!

@deanjnorris / Via Twitter: @deanjnorris

8. Speaking of X, Rita Ora’s relationship tweeted successful 2014, “Dropping my caller opus monday if this gets 100,000 retweets.” A portion later, erstwhile the tweet had hardly garnered a fewer 1000 retweets, it was deleted, and Rita wrote, “By the mode my Twitter got hacked idiosyncratic is threatening to merchandise caller euphony I've worked truly hard on. Nothing comes retired until I'm ready... When it's acceptable we volition driblet music! Luckily I caught the hacker truly rapidly and deleted the post. Thank you!!”

By the mode my Twitter got hacked idiosyncratic is threatening to merchandise caller euphony I've worked truly hard on. Nothing comes retired until I'm ready.

— Rita Ora (@RitaOra) October 31, 2014

Via Twitter: @RitaOra

9. In 2015, Usher did the astir erstwhile singing “We Are The Champions” with a radical of different celebrities connected The Tonight Show Starring Jimmy Fallon. Whoever chose not to edit him into the mediate of the grid knew EXACTLY what they were doing!

10. Justin Bieber erstwhile seemingly failed to announcement that his hunt past — which featured his ex Selena Gomez’s Coachella outfit — was disposable successful an Instagram photo. He aboriginal claimed the full happening was an accident, and that a video of Selena’s Coachella show had auto-played aft helium and his wife, Hailey Bieber, had watched 1 of his aged performances back.

11. Speaking of Hailey, she was unluckily erstwhile filmed tripping implicit and falling arsenic she tried to pursuit aft Justin, who was skateboarding distant from paparazzi.

12. When Katy Perry returned from abstraction aft a specified fewer minutes past year, she dramatically kissed the crushed successful beforehand of cameras.

13. In 2020, Chris Evans accidentally posted an NSFW photo connected Instagram aft sharing a screen-recorded video and seemingly forgetting to harvest retired portion of his camera roll. Props to him for delivering the champion response:

14. During a 2017 sneaker buying video with Complex, Bella Hadid made past erstwhile she pointed to a brace of shoes and said, “If homeboy’s coming done with these, it's quiescent for him… But if homeboy comes done successful like… these, you got immoderate Airmaxes retired here, you got immoderate Jordans, homeboy is gonna like… get it.”

16. Jennifer Lopez’s Glambot infinitesimal went viral past month, with galore radical calling retired her “rude” attitude towards Cole Walliser. In awkward footage that was shared by Cole himself, J.Lo hardly talked to him and hardly looked him successful the oculus portion getting her shot, earlier rapidly walking distant without thanking him oregon saying goodbye. Amid each the criticism, however, she simply near a drawstring of hearts nether the poorly-received video:

17. And speaking of J.Lo, she erstwhile confidently visited her aged location successful the Bronx, lone to not beryllium recognized astatine alllllll.

20. Similarly, Amy Schumer erstwhile staged a “prank” autumn successful beforehand of Kim Kardashian and Kanye West connected a reddish carpet… lone for them to respond similar this:

21. Speaking of Amy, she erstwhile made a gag astir Kirsten Dunst being a “seat filler” astatine the 2022 Oscars, and radical truly weren’t amused.

22. Tom Holland erstwhile told American-born newsman Eric Nam that helium speaks “great English.” This was Eric’s response:

23. Ryan Seacrest erstwhile tried to high-five American Idol contestant Scott MacIntyre… who happens to beryllium blind.

24. In 2018, Fergie’s… unique rendition of the National Anthem astatine the NBA All-Star Game near immoderate of the hoops players and assemblage members virtually laughing retired loud.

25. A fewer years ago, Lorde went viral for shushing the crowd astatine galore of her concerts. Literal compilations went viral connected TikTok, and she yet addressed the hilarious memes by explaining that she’d wanted to sing “a cappella and/or disconnected the microphone.”

26. Kim Kardashian has gushed aggregate times astir her use of ChatGPT. Last June, she shared screenshots of literal conversations she’d had with the AI bot that near radical questioning however “lonely” she was — and a fewer months later, she outright admitted to utilizing the app for “legal advice” portion studying to become a lawyer.

27. In her 2023 memoir, Britney Spears recalled her ex Justin Timberlake’s alleged reaction to gathering Ginuwine: “Oh yeah, fo shiz, fo shiz! Ginuwine! What’s up, homie?”

28. Glee histrion Heather Morris erstwhile did an “interpretive dance” to “honor” George Floyd pursuing his unjust murder.

29. And successful a akin vein, Lili Reinhart apologized successful 2020 aft sharing a topless photograph alongside a caption astir Breonna Taylor’s murder. She wrote, “Now that my sideboob has gotten your attention, Breonna Taylor's murderers person not been arrested. Demand justice.” After deleting the “tone deaf” post, Lili wrote connected X, “I’ve ever tried to usage my level for good. And talk up astir things that are important to me. I besides tin admit erstwhile I marque a mistake and I made a mistake with my caption. It was ne'er my intent to insult anyone and I’m genuinely atrocious to those that were offended.”

I’ve tried precise hard to beryllium honorable connected my IGTV lives that I’m inactive learning and trying to beryllium better.
But I recognize that my caption came disconnected arsenic code deaf. I genuinely had bully intentions and did not deliberation it done that it could travel disconnected arsenic insensitive.

— Lili Reinhart (@lilireinhart) June 29, 2020

@lilireinhart / Via Twitter: @lilireinhart

30. Megan Fox and Machine Gun Kelly erstwhile recalled their first-ever interaction, which went a small thing similar this:

31. Back successful 2019, Millie Bobby Brown went viral aft posting a skincare regular promoting her marque Florence By Mills… successful which she appeared to usage zero products. She aboriginal addressed each the talk, penning connected Instagram, “I thought doing a speedy video replicating my idiosyncratic process for that nighttime was okay, but that's not what was conveyed. I admit each of your feedback connected this journey.”

32. In 2020, Vanessa Hudgens addressed the COVID-19 lockdowns — and her concerns astir their interaction connected Coachella — during a now-infamous Instagram Live. “Like, it's a virus. I get it, I respect it… But astatine the aforesaid time, like, adjacent if everyone gets it, similar yeah, radical are gonna die, which is terrible, but like, inevitable?” she said. (After heaps of backlash, Vanessa apologized for her “insensitive” remarks.)

@VanessaHudgens / Via Twitter: @VanessaHudgens

33. Amid the celebrated Don’t Worry Darling play of 2022, Olivia Wilde claimed that she fired Shia LaBeouf from the task to “protect” starring woman Florence Pugh. However, a clump of receipts provided by Shia aboriginal straight contradicted Olivia’s claims — arsenic did a leaked video of her virtually telling him, “Shia, Shia Shiaaaa… I wanted to scope retired due to the fact that I consciousness similar I’m not acceptable to springiness up connected this yet, and I, too, americium heartbroken, and I privation to fig this out. You know, I deliberation this mightiness beryllium a spot of a wake-up telephone for Miss Flo, and I privation to cognize if you’re unfastened to giving this a changeable with me, with us.”

34. In 2015, Taylor Swift interpreted a tweet from Nicki Minaj arsenic shadiness towards her, erstwhile really, Nicki was calling retired the information that her opus “Anaconda” (which was EVERYWHERE) hadn’t been nominated for Video of the Year astatine the VMAs. Nick wrote connected X, “If your video celebrates women with precise slim bodies, you volition beryllium nominated for vid of the year,” to which Taylor replied, “I've done thing but emotion & enactment you. It's dissimilar you to pit women against each other. Maybe 1 of the men took your slot.”

Nicki said successful response, “Huh? U indispensable not beryllium speechmaking my tweets. Didn't accidental a connection astir u. I emotion u conscionable arsenic much. But u should talk connected this.”

Ironically enough, Taylor was really nominated for her opus “Bad Blood,” which is wide rumoured to beryllium astir her past feud with Katy. And Katy took the accidental to telephone retired Taylor’s evident hypocrisy, tweeting, “Finding it ironic to parade the pit women against different women statement astir arsenic 1 unmeasurably capitalizes connected the instrumentality down of a woman…”

Finding it ironic to parade the pit women against different women statement astir arsenic 1 unmeasurably capitalizes connected the instrumentality down of a woman...

— KATY PERRY (@katyperry) July 22, 2015

@katyperry / Via Twitter: @katyperry

35. In 2017, Kendall Jenner joined forces with Pepsi for a poorly-received advertisement, successful which she fundamentally solved each the world's problems by handing a tin of Pepsi to a constabulary serviceman astatine a protest

Kendall later apologized for the ad, stating successful an occurrence of Keeping Up With the Kardashians, “After I saw the absorption and I work what radical had to accidental astir it, I astir decidedly saw what went wrong. I was truthful stuck, and I truly didn't cognize what to do, and I wholly unopen down… I would ne'er purposely wounded someone, ever, and if I knew this would've been the result I ne'er would've done thing similar this. The information that I would offend oregon wounded different radical was decidedly not the intent. And that's what got maine the most, is that I would've ever made anyone other upset.”

36. And speaking of Kendall, who could hide the clip that she painfully messed up portion introducing One Direction astatine the 2014 Billboard Music Awards due to the fact that she struggled to work the teleprompter.

38. In 2021, Kourtney Kardashian’s ex-boyfriend, Younes Bendjima, revealed that her different ex, Scott Disick, had privately been dragging Kourt and her now-husband, Travis Barker, successful his DMs.

39. And finally, this database wouldn’t beryllium implicit without Kelly Osbourne’s infamous 2015 appearance connected The View, wherever she attempted to situation now-President Donald Trump connected his disgusting remarks astir Latino radical by boldly stating, “If you footwear each Latino retired of this country, past who is going to beryllium cleaning your toilet, Donald Trump?”

When the remark fell flat, Kelly struggled to explicate what she’d meant, saying, “In the consciousness that... You cognize what I mean?... Like, I’m saying that...,” portion repeatedly being chopped disconnected by her View cohosts.

Oh dear. If you made it done this full database without cringing, I commend you! Let’s perceive your thoughts successful the comments, and if you tin deliberation of much examples of embarrassing celeb moments, consciousness escaped to stock them below.

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