The Most Cringeworthy Celebrity Oops Moments in Hollywood

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The Most Cringeworthy Celebrity Oops Moments in Hollywood

Celebrities don’t always make the best decisions, especially when they’re in the public eye or performing in front of a camera. Sometimes, these people make silly mistakes—after all, they are human! Other times, their blunders are downright embarrassing (to us), and we wouldn’t be able to live with ourselves if anyone found out what we did! Here are some of the most cringeworthy celebrity oops moments in Hollywood history!

Ariana Grande

Oops Moments in Hollywood
Ariana Grande sweetener sessions 2018 (image courtecy – Bilboard)

She has had some rough patches recently. Earlier in 2018, she was accused of having an affair with her backup dancer, Ricky Alvarez. Grande also recently broke up with Pete Davidson after five months of dating. And they were engaged only two weeks prior to their breakup. She really surprised everyone when she broke down into tears on stage while performing God Is a Woman at The Sweetener Sessions: NYC.

Liam Hemsworth

Oops Moments in Hollywood
Liam Hemsworth tongue wagging Avengers Endgame 2019 image (courtesy-billboard)

The Aussie actor got tongues wagging at a 2012 premiere for his starring role in The Hunger Games, but he wasn’t talking about his career that night. Hemsworth was photographed with his ex-girlfriend Miley Cyrus, leading fans to believe he had cheated on Cyrus. What really happened? Hemsworth tweeted: Just caught up on today’s news… crazy! Once again just to clear things up I’m taken! All good baby.

Jennifer Lopez

In reporters were paying so much attention to J-Lo’s bootylicious bottom.—including a group of reporters at a photo shoot for Macy’s where she was dressed as Marilyn Monroe. The reporters were paying so much attention to J-Lo’s bootylicious bottom. They didn’t realize she was standing on a box, thus causing her tiny skirt to fly up when she spun around. I thought I was going to die, said Lopez later. I mean, I could have been naked!

Gwyneth Paltrow

When Gwyneth Paltrow found out she had been named People’s Most Beautiful Woman of 2014, she let us all know how she really felt. I thought that was hilarious—I mean, look at me! Goop Goddess Paltrow told E! News, Oh my God. It’s so embarrassing because it’s like an award for people who are…not aging well. The actress also noted that she is very proud to be included on a list with other beautiful women such as Jennifer Aniston and Angelina Jolie.

Hailey Baldwin

Hailey Baldwin – Oops Moments in Hollywood

It’s easy to think that models are always dressed to perfection, but that couldn’t be further from reality. From accidentally walking down a red carpet barefoot (losing your shoes is a pretty big faux pas) to wearing mismatched outfits. These celebrities prove that there are no style rules for anyone—even for those with fashion industry experience. In 2015, model Hailey Baldwin walked down a red carpet without realizing she had accidentally removed her underwear. By comparison, some of these oops moments were literally just meant as a joke. Back in 2013, Miranda Kerr wore two different colored shoes at an event. She later explained on Twitter it was because she was planning on donating one pair and wanted to match them up beforehand!

Blake Lively

Blake Lively and Penn Badgley at CW Upfront Presentation

While at a photo shoot for Vogue, Blake Lively reportedly told photographer Mario Testino that she would be unable to smile because she had bad teeth. This led her co-star Penn Badgley to jokingly reply, I love that your so insecure about your dental problems! Needless to say, Penn was fired from Gossip Girl shortly after. The irony of course is that Blake Lively is one of Hollywood’s most beautiful actresses and actually has perfect teeth.

Paris Hilton

Paris Hilton zebra halter dress Oops Moments in Hollywood

Speaking of dancing, when Paris Hilton attempted to dance with (and star alongside) a zebra at a party. She discovered that it didn’t like being groped. The heiress began rubbing her hand on its backside after inviting it onto stage with her at a London nightclub, not realizing how much it was going to object. In response, and presumably out of self-defense, it bit her finger and kicked her in the face. Hilton left immediately thereafter, which seems rather wise considering she also screamed This is my boob! when lifting up one of said body parts for an excited crowd member during an appearance on Piers Morgan’s talk show last year. Good times!

Kim Kardashian West

kim kardashian all black look nyc bodysuit leather

If there’s one thing Kim Kardashian is known for, it’s her love of all things high fashion. She takes pride in her styling and likes to show off what she’s wearing, which makes it all that much more disappointing when she looks absolutely ridiculous. From head-to-toe mismatches and silly sweaters to thigh-high boots with every outfit imaginable, Kim doesn’t seem to have a single sense of style (although maybe that’s what she wants us to think). Her worst mishaps are on full display here! It’s an embarrassment—for everyone involved.


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