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The Most Embarrassing Celebrity Moments

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We’ve all been there and been in a public situation that makes you want to run away. For these celebrities, the embarrassing situation was way worse as it was played out in front of millions of people on TV or on the Internet.

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To make matters worse, these awkward moments immediately go viral and it’s hard to miss them whether they are posted on social media or in an item on the news. From live music mishaps to unexpected occurrences, these celebrities could do nothing but let the show go on.

Ashlee Simpson does the jig on SNL

Performing on Saturday Night Live is a great moment for any musician, but for Ashlee Simpson it all went horribly wrong. With live TV, there really are no redos and you just have to go with whatever happens, so when Simpson was about to belt out another song, her song “Pieces of Me” started playing – revealing to the whole audience and everyone watching live that the singer planned to lip sync.

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Totally stumped at what to do, Ashlee began performing an awkward jig before finally leaving the stage.

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Tom Cruise jumps on Oprah’s couch

Sure, being in love can make you do crazy things, but Tom Cruise’s public declaration of love on the Oprah Winfrey show for his new partner Katie Holmes was too embarrassing to live down.

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In 2005, Tom decided to jump up and down on Oprah’s couch, double high-five Oprah and exclaim “I’m in love!” Taken aback, Oprah responded to the situation, “He’s gone. He’s gone. The boy is gone.” Just six years after this, Tom and Katie were divorced. 

Superbowl slip up

At the Super Bowl XXXVIII Halftime Show, Janet Jackson and Justin Timberlake were putting on quite the performance, belting out Timberlake’s hit “Rock Your Body” when things got a little intense on stage.

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Timberlake yanked off a piece of Jackson’s costume and uncovered her modesty in front of the whole stadium and the 140 million viewers at home. Despite Jackson’s shocked expression, people were questioning whether it was all a publicity stunt but both Jackson and Timberlake kept quiet on the rumors.

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Kristen Stewart gets caught straying

In 2012, Kristen Stewart was one of the most adored young actresses with a huge fan base from playing Bella Swan in the Twilight franchise. Not only this, but she was dating her heartthrob co-star Robert Pattinson, making the on-screen couple come to life.

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However, everything came crashing down when she was papped kissing her married director, Rupert Sanders, on the set of Snow White and the Huntsman. They both publicly apologized but it wasn’t enough and both of their relationships ended. 

Milli Vanilli were faking it

Pop duo Milli Vanilli shot into fame in 1988 and became a fan favorite. Just two years after emerging, they won a Grammy for best new artist, but it turned out they weren’t artists at all.

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It turned out that Rob Pilatus and Fab Morvan never sang a single word of their hits and they were actually recorded by three studio singers and produced by a German record producer named Frank Farian. When the embarrassing plot was exposed, they had to return their Grammy.

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Ariana Grande’s donut

In 2015, Ariana Grande went into a donut shop with then-boyfriend Ricky Alvarez where they both proceeded to lick several desserts on the tray in front of them. Grande added salt to the wounds, cursing about the dessert saying “I hate Americans. I hate America. That is disgusting.”

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When the security footage from the store went online, it went viral immediately and Grande had to apologize for saying she hated America and tried to cover it up by claiming she was referring to child obesity rates.

Drake and Madonna kiss

In 2015, Drake and Madonna were performing at Coachella music festival when Madonna unexpectedly went in for a kiss with the rapper. Instinctively, Drake appeared to pull away and wipe his mouth in disgust.

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The image went viral online and Drake immediately hit back saying it was misinterpreted, adding “”I got to make out with the queen Madonna and I feel 100 about that forever.” Madonna must have been quite embarrassed by the whole kiss situation. 

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Cardi B vs Nicki Minaj

In 2018, allegations of beef between Cardi B and Nicki Minaj had been growing for a while and it was all but confirmed after a feisty altercation at the Harper’s Bazaar Icons party in New York City. Nicki was reported to have stepped on Cardi’s dress and the I Like It rapper responded by throwing her shoe at Minaj but she missed.

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In videos released, Cardi tried to get into it with Nicki but her entourage separated the two and Cardi fought with another person. Cardi was then seen with an embarrassing huge lump over her eye when leaving the party.

Who is Adele Dazeem?

John Travolta brought the most hilarious yet cringe worthy moment at the 2014 Academy Awards. He was on stage introducing Broadway and Frozen star Idina Menzel to perform her hit “Let It Go” but Travolta said her name as Adele Dazeem.

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The mistake went viral with thousands of memes hitting the Internet. While Travolta apologized, the following year Idina got her revenge and introduced him to the stage at the Oscars as Glom Gozingo. The gag had audiences in the theater and at home in fits. 

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Fergie had to go

In 2005, the Black Eyed Peas and Fergie were at the height of their fame, performing in cities across the world. You’d think Fergie had learned to go to the bathroom before a concert considering how used to performing she was.

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However, Fergie began jumping for the hit song “Let’s Get It Started” and in this moment, she lost control of her bladder and the evidence was caught on camera. Talking about it after, she admitted “I wish it didn’t happen … it was so embarrassing.”

Justin got Bieber Fever

Justin Bieber has seriously done it all when it comes to embarrassing moments, but one of his first was in 2012 on stage in his Believe tour. Justin was giving the performance his all when he started vomiting on stage in front of the whole audience, not once but twice.

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Justin claimed he had drank too much milk before the show. After getting himself together on stage, in true Bieber fashion, he left aside the embarrassing nature and screamed to the audience if they still loved him. Of course they screamed back that they did.

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A reporter got confused who Samuel L. Jackson was

Samuel L. Jackson might be one of the most famous actors, but it doesn’t mean that everyone knows who he is. In a 2014 interview, the reporter mixed Samuel up with another film star, Laurence Fishburne.

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Fishburne had recently starred in a Superbowl commercial and the reporter proceeded to ask Samuel about the commercial. When Samuel realized the reporter’s embarrassing mistake, he hit back “You’re as crazy as the people on Twitter. I’m not Laurence Fishburne! We don’t all look alike!”

Katy Perry’s frosting fall

At the 2008 MTV Latin America Awards, Katy was performing her hit song “I Kissed A Girl” in a giant multi-tiered cake. When the number was over, Katy jumped out of the cake and covered herself in pink frosting.

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The stunt was playful and cute until Perry attempted to get off the stage, falling not once, but four times from the slippery frosting beneath her. After realizing there was no other way out, Katy crawled off the stag on all fours.

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McConaughey’s birthday suit drumming

In 1999, Matthew McConaughey was one of the biggest hunks and starred in some notable movies. However, he found himself at the center of some negative press when police were called to his Texas home on a noise complaint, finding Matthew dancing in the nude and playing drums at 2am.

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He ended up being arrested and had a suspected substance charge, but it was later dropped. When asked about the embarrassing incident, Matthew owned it, adding “”What’s wrong with beating on your drums in your birthday suit? I have no regrets about the way I got there.”

Jennifer Lawrence’s Oscar winning fall

There are a handful of occasions where you just want to get through them without falling down in front of everyone. One of them is your wedding and another one is when accepting your first Academy Award.

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Well, Jennifer Lawrence did just that and the notoriously clumsy actress was walking up the stairs to collect her award for Silver Linings Playbook when she tripped over her Dior gown and face planted in one of the most embarrassing moments during the Oscars. Of course, her fellow actors supported her and she got a standing ovation.

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Tom Hanks dropped a bomb

Tom Hanks is widely accepted to be the nicest man in Hollywood, but even the nicest of men can slip up once in a while. In 2012, Hanks was on Good Morning America promoting his new movie Cloud Atlas when he was asked to do one of the accents from his character in the movie.

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Ever the great actor, Tom went full force and even dropped a curse word that is not accepted on TV. Realizing the mistake, Tom apologized by saying “Man oh man, I’m sorry, I slipped into a brand of acting… I have never done that before. I would apologize to the kids in America who are watching this right now.”

Yo Taylor, Imma let you finish but…

Who can forget the 2009 VMAs when Kanye stormed the stage during Taylor Swift acceptance speech for best female video of the year? Kanye West has never been one to keep quiet, but he took it a step too far when he said “Yo Taylor, I’m really happy for you, Imma let you finish, but Beyonce had one of the best videos of all time.”

One of the best videos of all time!” Not only did Taylor look like she was going to cry, but Beyonce was in the audience looking equally mortified.

Beyonce’s wind machine disaster

Beyonce is known for her performances with a wind machine, blowing her long luscious locks in the wind while she sings with her angelic voice. When performing her hit song “Halo” Beyonce was all in, singing a heartfelt rendition when she got too close to her beloved wind machines which took her hair, yanking the star backwards.

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In superstar style, she didn’t stop singing, didn’t even hit a bad note, just waited for her security to untangle her and went on with the show. Still, of course it went viral.

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Zac Efron stays safe

On the red carpet, men don’t seem to have nearly as many wardrobe mishaps as women in their intricately designed dresses, but that doesn’t mean they don’t have some really embarrassing moments.

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Zac Efron was walking the carpet for the premiere of The Lorax in 2012 in which he voiced the character Ted. Posing for photos, Efron stuck his hand in his pocket and when he pulled it out, out flew a condom which landed on the carpet and caught all of the media’s attention. Efron used the embarrassing faux pas to spread the message of staying safe. 

Mike Tyson’s hoverboard incident

Mike Tyson is someone that you don’t want to mess with. As one of the greatest boxers of all time, Tyson can pack a mean punch and is really never the butt of a joke. That was until 2015 when a video of Tyson flying off a hoverboard went viral online.

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Hoverboards became the ‘it’ toys for kids and Tyson got one for his daughter, but when the boxer gave it a try, he flew off it immediately and landed straight on his backside. At least he could laugh it off. 

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Madonna’s caught cape

Madonna has been performing for over 30 years and she is very comfortable on stage and nothing really phases her anymore. However, she got quite the shock when performing on stage at the 2015 BRIT awards.

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Wearing an Armani cape, a dancer went to rip it off, and instead of falling off as planned, the popstar was yanked backwards. Not letting it phase her, Madonna got right back up and continued performing. She later had to deny it was a publicity stunt.  

Warren Beaty’s wrong envelope

By far one of the most shocking moments in Oscars history came when Warren Beaty and Faye Dunaway presented the final award of the night for Best Picture. Beaty opened the envelope and read out La La Land as the winner and the cast and crew celebrated and came to the stage to give their acceptance speeches.

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But then chaos ensued as Moonlight had actually won the award and no one could believe what had happened. Warren Beaty then explained he was given the wrong envelope.

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Robin Thicke gets hand-on

Robin Thicke made one of the biggest singles of 2013 in “Blurred Lines” and it seems like the lines were increasingly blurred between fan and wife when he was spotted getting handsy with a blonde in a nightclub.

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Robin was seen grabbing a fan’s behind in a posed photo and the only reason he was caught was because there was a mirror behind them. While his wife stayed by his side for a while, they eventually separated in 2014. 

Demi Lovato’s mug

When celebrities are doing constant media interviews to promote a new album, movie or anything else, the press attention can get a little too much and the questions very repetitive.

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However, in one interview, Demi Lovato seemed like she had totally glazed over and when she was asked what her favorite dish was she replied a mug. She didn’t stop their either and went on to say that she liked them because they kept things warm and have nice handles. It was painful to watch. 

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Rosie O’Donnell’s gross habit 

Rosie O’Donnell has always been someone that plays by her own rules but she got caught doing something very embarrassing in public. Rosie was seen at a public event in New York picking her nose with absolutely no shame.

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To make matters worse, Rosie was on The View TV show and the women were discussing “What’s the grossest thing you’ve ever done at work?” Rosie went one step further in picking her nose and eating it on national television. People were pretty grossed out to say the least.

Steve Harvey’s Miss Universe blunder

The women competing in Miss Universe get extremely emotional during the pageant as they have been preparing and training for their moment for months on end. Being crowned champion of Miss Universe is a complete dream for pageant girls so when Steve Harvey announced that Miss Colombia had won, she was overjoyed.

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However, everything came crashing down when Harvey realized he had made a terrible error and the actual winner was Miss Philippines. Talk about eating your words.

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Whoopi Goldberg let one rip

It seems as though Whoopi Goldberg just can’t contain herself on the air. While filming on The View, the women were having a discussion and Whoopi Goldberg stunned everyone by passing gas. The women were not just shocked, but also in hysterics over the incident and Whoopi blamed it on “breakfast burritos”.

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Whoopi did it again on another show, leaving the other women in fits of laughter and this time blamed it on the “flu shot”. Some people really have no shame!

50 Cent’s less than perfect pitch

Being asked to throw out the first pitch at a baseball game is an honor but it is also a lot of pressure to throw the ball well. Of all people, everyone expected 50 Cent to ace the throw as he is constantly in the gym and totally ripped. However, his athletic abilities didn’t come through when it mattered and in front of tens of thousands of people.

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When he stepped onto the mound he threw the most awful ball and people found it absolutely hilarious. 50 couldn’t help but laugh it off but it was incredibly embarrassing.

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Angelina Jolie’s makeup mistake

Angeline Jolie is undoubtedly one of the most beautiful women in the world and whether she is red carpet ready or not, she always manages to look completely flawless. For this reason, everyone was shocked to see that Jolie was subjected to a massive red carpet faux pas courtesy of her makeup artist.

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It seems that they didn’t blend in the powder they placed on Jolie and when the flashes started to go off, the white patches were seen all over her face. While Angelina may not have realized it at that moment, the photos were not her best.

Miley Cyrus’ foam finger

Miley Cyrus was performing at the 2013 MTV VMAs with Robin Thicke and the whole thing was absolutely cringeworthy. Not only did Miley don a latex bra and underwear, she proceeded to twerk on Robin Thicke while sticking her tongue out.

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To make matters worse, Miley displayed some raunchy antics with a foam finger with everyone on the Internet using her as the butt of a joke and saying that she violated the foam finger. It truly went down as a bizarre moment.

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Christina Aguilera’s bad spray tan

As a singer performing in front of millions, of course people are going to notice anything that goes wrong. When Christina Aguilera was performing on stage at the funeral of soul legend Etta James, not only was there a huge audience, but there were millions of people around the world streaming it online.

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While her vocals were good, Christina didn’t seem to notice the awful spray tan that was dripping down her legs. With such a big team behind her, you’d have thought someone would have notified her.

Pattinson’s flying low

Robert Pattinson is one of Hollywood’s biggest heartthrobs and so many people around the world know him as Edward Cullen from the successful Twilight franchise. However, it turns out that in real life, Pattison isn’t the perfect Edward Cullen and he can also embarrass himself.

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When leaving the Bowery Hotel for an event in New York, Pattinson was seen with unzipped pants as he posed for professional photos. Of course, it’s a common mistake but he was unlucky to be caught.

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Miguel’s disastrous stage dive

In 2013, Miguel was performing at the Billboard awards and really tried to put on an entertaining show for the fans. Mid-performing, Miguel decided to take a leap from one stage to another over a crowd of adoring fans.

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Unfortunately, he did not land his stage dive correctly and one very unlucky fan was leg slammed by the singer. Well, he did not get off lightly and the fan sued the singer and the venue, the MGM Grand Las Vegas for negligence.

Gaga’s meat dress

Lady Gaga has always pushed the boundaries in her fashion and will do anything to give the shock factor. At the 2010 MTV Video Music Awards, Gaga decided to don a dress made entirely of raw beef.

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While many thought it was fake to begin with, soon enough people realized it was actually real and it immediately drew plenty of backlash with Peta slamming the publicity stunt. Gaga insisted that her decision to wear the dress was in protest to the military’s “don’t ask, don’t tell” policy.

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Taylor’s Marilyn moment

Many artists are big fans or wind machines when performing for crowds of thousands. Not only does it give them a nice breeze when they’re hot under the lights, but it also makes their hair look windswept.

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However, we have seen numerous times when it goes wrong. One of these occasions was when Taylor Swift was performing at one of her concerts and a gust of wind caught her completely off guard and her skirt came flying up to expose her modesty.

Ariana was hit by an angel

Ariana Grande was asked to perform at the Victoria’s Secret Fashion Show and despite being much shorter than the models, she held her own on the runway. It was all going well until one of the models strutted her stuff past Ariana with a huge pair of wings on, accidentally hitting the pop star in the face.

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Clearly affected by the incident, Ariana’s face was hilarious and immediately became an Internet meme. Perhaps she should have practised dodging wings in rehearsal.

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Mariah hit a bad note on New Year’s Eve

Mariah Carey was one of the performers at the annual New Year’s Eve ball drop in Times Square, but there was a big problem. Her in-ear monitors were not working so instead of soldiering on without them, Mariah decided to talk through her entire song.

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The worst part of the mishap was the fact that her whistle-notes were pre recorded into the backing track, proving to everyone that the star does in fact lip-sync. Mariah’s team thought producers set it up to make her look bad.

Amy Schumer sabotages Kimye

Kim Kardashian and Kanye West are one of the biggest celebrity power couples and when they make a red carpet appearance, all lights are flashing on them at every angle. Comedian Amy Schumer has never taken anything seriously, so when she saw the couple posing on the carpet, she took her chance in sabotaging their photo.

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Amy dived to the floor right in front of the couple, pretending she had tripped, but just wanted to stage a photobomb. Needless to say, Kimye did not find it funny at all and just walked off.

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Shia LaBeouf’s paper bag

In 2014, Shia LaBeouf baffled everyone when he appeared at a Berlin Film Festival premiere donning a paper bag on his head with the words “I’m not famous anymore” written across it.

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While Shia never explained why he had done it or the meaning of it, the move seemed like quite a juxtaposition considering he was walking a prestigious red carpet. Fans later claimed that the move was in line with his series of Tweets claiming that he had “retired from public life.”

Read more: celebrities or stunt doubles? You might not be able to tell the difference

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