Paris Hilton
Hotel heiress Paris Hilton's life, as seen in her 2021 docuseries "Paris in Love," involves her relationship with her husband, Carter Reum, and her career as an entrepreneur. For her new fans, it may be hard to imagine that the socialite hasn't always had a grip on her life. In the 2000s, the reality star became known for her partying ways.
On more than one occasion, Hilton was pictured leaving bars seemingly too intoxicated. The picture on the right shows her singing at a karaoke bar, and while there's nothing wrong with this per se, she may have revealed more than she should have when she sat this way.
Pete Wentz
"Thnks fr th Mmrs," "Uma Thurman," and "America's Suitehearts" are just some of the biggest hits of the 2000s rock band Fall Out Boy. Its bassist, Pete Wentz, was already a familiar face prior to the launch of the group because he had been performing and writing songs for the metalcore Arma Angelus.
Unfortunately, Wentz might have taken their band's name quite literally because here he was falling. His sunglasses were enough proof of how fast the accident transpired, so kudos to the photographer for being able to catch this at the right moment. We also want to praise the musician for his solid grip on his phone.
Emma Watson
The "Harry Potter" franchise launched the career of many child stars, including Emma Watson, who has since starred in a variety of films like "Beauty and The Beast" and "The Circle." Every movie of the highly successful JK Rowling-based series was much-awaited, including the "Half-Blood Prince" premiere in London in 2009.
At the time, the weather wasn't cooperating, so the cast members had to endure the heavy rain and wind. However, Watson ended up stealing the show when she accidentally displayed a little more skin than she intended to. To be fair, the activist just laughed the incident off and admitted that it was just a wardrobe malfunction.
Daniel Craig
James Bond actor Daniel Craig is another celebrity who fell victim to wrong-timing photography if there's such a thing. Here we see him rubbing his nose, although a lot of people think that he was digging for gold publicly and have shamed him for allegedly doing so.
Many of us know how framing can affect how an image can be seen, so we're guessing Craig just had the misfortune of being caught on camera. The actor started to play Agent 007 in "Casino Royale" up until "No Time To Die," a total of five movies under the franchise. Interestingly, his last movie had at least a budget of $200 million.
Salma Hayek
The 2019 movie "Drunk Parents" starred Salma Hayek and Alec Baldwin, and while it had a unique plot line about the intoxicated mom and dad brainstorming an idea on how to hide their financial woes from their daughter and friends, it also had an equally interesting tale behind the scenes.
While filming in 2016, Hayek was rushed to the hospital after suffering an injury while on the set. Even though the ordeal was frightening, fans were probably more concerned about the actress' attire when she went to the medical facility. It gave an illusion that she wasn't wearing anything! Well, in her defense, it was her costume straight from the production.
Kaley Cuoco
Nothing says good time than a night out with friends. As obvious from "The Big Bang Theory" star's picture, she enjoyed her time with her friends at Craig's restaurant in 2015. This may not be her most photogenic pose, but we love that she had a nice break from her busy schedule to catch up with her gal pals.
Perhaps, Cuoco was celebrating her successes as a sought-after actress who starred in "The Flight Attendant" and "Harley Quinn." With regards to her personal life, the blonde stunner split from Ryan Sweeting in 2016 and Karl Cook in 2018, but at least she has since moved on with Tom Pelphrey.
Pamela Anderson
Pamela Anderson is one of the biggest stars to have come from the '90s show "Baywatch," where she played CJ Parker. Her portrayal has become so iconic that it has become impossible not to associate her with the lifeguard. This comes with a caveat, though, because since this program, the media has become extremely fascinated with her.
That means they constantly follow her wherever she goes, including when she goes to the Guys and Dolls bar in 2010. The paparazzi took a lot of photos of a seemingly intoxicated Anderson as she was about to leave the place. Clearly, the actress has moved past this, as she's now an animal rights activist.
Kate Middleton
Most photos of the Duchess of Cambridge, Kate Middleton, would show her looking regal and elegant, which is just expected of someone who is a part of the powerful clan in England. However, she wasn't always an influential personality in her home country, especially before she became royalty, and just like many of us, she suffered blunders, too!
Want proof? Just take a look at the right image taken in 2008 showing a defeated Middleton who seemed to have fallen down while roller skating. The person offering his hand was Grand National winner Sam Waley-Cohen, who was said to have acted as Cupid between the Duchess and Prince William.
Tiger Woods
Professional golfer Tiger Woods is undoubtedly one of the most popular sportsmen in the world, so it's normal for cameras to follow him wherever he goes. More so during events like the 2015 Cortina d'Ampezzo, Italy 63rd World Cup, where his then-girlfriend Lindsey Vonn was competing. While it should have been about the woman, all eyes were on the golfer who donned a mysterious face mask.
When Woods brought down his covering, guests were stunned to see that he was missing a left front tooth. His agent clarified what happened, narrating how a member of the media accidentally knocked out the athlete's tooth with his mounted gadget.
Tara Palmer-Tomkinson
Back in the 1990s, British socialite Tara Palmer-Tomkinson was always the talk of the town for her hard-partying ways. She had gone on to become an "It girl" who was usually spotted with celebrities. This might be the reason she was able to join the show "I'm A Celebrity...Get Me Out Of Here!"
Unfortunately, her life was marred with a series of personal issues. In 2017, Palmer-Tomkinson passed away peacefully at her home, and her family revealed that the cause of her death was a perforated ulcer, which causes extreme stomach pain. Eerily enough, the photos here look like her suffering from stomach pain was caught in action.
Amanda Seyfried
Remember Dakota Fanning's Volturi Jane from the "Twilight" movie "New Moon"? Well, the image on the right reminded us of the powerful vampire character, except that this was Amanda Seyfried during the premiere of the 2014 comedy "While We're Young" at the Paris Theater in New York.
At first, fans noted how she looked bored in contrast to her very bold red Valentino dress, but everyone was surprised when she made this weird expression! Nobody knows what Seyfried had seen on the red carpet, but some surmised that she was probably shocked to have seen "The Fault in Our Stars" actress Shailene Woodley barefoot.
Julia Roberts
Actress Julia Roberts is considered one the most bankable stars in Hollywood, thanks to her versatility seen in the varying roles she took. One of her most notable films was the 1999 romantic-comedy movie "Notting Hill," where she was paired with Hugh Grant.
While the beautiful thespian's acting was superb in the film, it was during the premiere night when Roberts became the talk of the town. She attended the event in a beautiful red sequin dress but what got people's attention was her armpit hair. Apparently, she didn't intend to show her unshaven pits and admitted she miscalculated the length of her sleeves. She wasn't bothered, though, because she was just simply being herself.
Lark Voorhies
We're one with you if you don't recognize actress Lark Voorhies in the picture on the right. After leaving the iconic "Saved By The Bell," the actress had been seen in "How High" and "Days of Our Lives." After starring in the 2012 movie "Closer to God: Jessica's Journey," the celebrity has largely stayed away from the limelight, only reprising her role for a few episodes of the "Saved By The Bell" reboot in 2020.
But we couldn't forget the time she attended the "Where We Started" premiere in Los Angeles, looking a little less than herself. Barely recognizable, she probably decided to change her makeup artist once the event was over.
Emma Stone
Being an actor means remaining graceful under most circumstances. "La La Land" star Emma Stone certainly nailed this during the 68th annual Cannes Film Festival in May 2015. Mother Nature had plans to ruin the actress' day with a gust of wind, but we must say that the celebrity still looks beautiful even with her messy hair.
Stone impressively kept her cool even as the wind blew harder. Because she was wearing a stunning short black lace dress, the "Zombieland" star also had to keep her hands on her attire to avoid a case of wardrobe malfunction, and she had to stand beside a wall to avoid such from happening.
Jennifer Lawrence
Life of the party, that's how we can describe Jennifer Lawrence, who rose to fame after starring as the brave Katniss Everdeen in the hit franchise "The Hunger Games." Since then, she has starred in numerous films like "Don't Look Up," "Red Sparrow," and "Passengers."
While fans love her for her credits, they also adore her for her penchant for goofing off. Lawrence often makes fun of herself and her blunders and isn't afraid to show the world how fun she really is. Remember her attendance at the 2014 SAG Awards? She owned the red carpet by striking hilarious poses for the photographers.
Lady Gaga
When it comes to fashion, Lady Gaga has established her own identity, sporting eyebrow-raising outfits at times to make a statement. Who would ever forget how she shocked onlookers with her meat attire? When it comes to avant-garde styling, no one does it better than the "Pokerface" hitmaker, whose real name is Stefani Joanne Angelina Germanotta.
But at times, the "A Star Is Born" actress doesn't escape the harsh unedited pictures that lurk around the internet, such as the image on the right. This was Lady Gaga during what seemed like in the middle of a hair-dying session, and it does give us that creepy vibe.
Britney Spears
One of the biggest pop stars to have come out of the 1990s is Britney Spears, who is aptly called the Princess of Pop. In case anybody forgets, her hits "Toxic" and "Gimme More" remain very much popular to this day. However, despite her successes, her personal problems have taken a toll on her, resulting in her public meltdowns.
She also had a lot of controversial public appearances, including when the image on the right was captured. Thankfully, Spears' conservatorship ended in 2021 after 14 long years. In that period, her father, Jamie, took control of her life, including the projects she got to accept and her finances.
Taylor Swift
Multi-Grammy winner Taylor Swift started as a country singer whose hit song "Love Story" took over the world by storm and gathered over five million sales worldwide by 2011. The singer became quite notorious for writing songs about her relationships, and while she had to go through a lot of heartbreaks, it all seemed like a blessing in disguise because she continues to grace us with massive hits and bops.
Still, despite having a huge following, Swift is widely known for her love for her fans. Despite being one of the most successful musicians of her generation, the pop star isn't afraid to show her fun, outgoing personality, as seen in this snap of her making faces still with rollers on.
Rihanna
Some regard Barbadian singer Rihanna, who was discovered as a teen, as a woman who can do anything because of how accomplished she has become since her shot to fame in 2005. On top of being a billionaire because of her discography, she is also the CEO of her Fenty Beauty line, which expanded to lingerie. Even when she got pregnant in 2022, she was still considered a style icon.
However, even someone as seemingly perfect as Rihanna is not exempted from ridiculous paparazzi shots. We admit that this may not be the "Umbrella" singer's most flattering shot, but it is obvious that she was mid-talking when this was taken.
George Clooney
We're not kidding when we say that actor George Clooney is the most beautiful guy on earth as per facial mapping methods. This is perhaps why he remains good-looking even with his wacky face, and his fans, as well as the photographers, know how fond the "Batman & Robin" star is of making faces.
Nonetheless, Hollywood still loves casting him for a variety of roles, including "Michael Clayton" and "Up In The Air." When he is not busy at work, Clooney spends time with his Lebanese lawyer wife, Amal, and their twins, Alexander and Ella. Nobody said that parenting is easy, but this seems to keep him youthful even with a jam-packed schedule.
Katherine Heigl
Actress Katherine Heigl, known for her movies "Knocked Up," "27 Dresses," and "The Ugly Truth," are known for being refreshingly honest about her experiences, be it good or bad, in Hollywood. So when she suffered a wardrobe malfunction after her strap broke as she was about to accept the ShoWest Female Star of the Year award, she reacted quite hilariously.
Instead of getting ashamed of what happened, Heigl simply laughed it off and held onto the strap as if nothing went wrong. In case you're wondering, the actress was wearing a Donna Karan red dress but luckily, "Access Hollywood" host Billy Bush was there to rush to her side.
Brooklyn Decker
Brooklyn Decker is best known for her work as a Sports Illustrated Swimsuit model. She also became successful in becoming an actress, as we have seen her in "Battleship," "Grace and Frankie," and "Just Go With It." Despite having such an illustrious career, the celebrity isn't afraid to get wacky on social media.
Decker, who admitted that she was more comfortable behind the camera, usually shares hilarious snaps on social media, including during her trip to the dentist. The left and right images may make it hard to believe that they are one and the same person, but we love how she is game to show her unflattering pictures.
Megan Fox
Megan Fox has been in the industry since the 2000s but only made waves after appearing as Sydney in the show "Hope & Faith" from 2004 to 2006. Her big break came a year later when she was cast as Mikaela Banes in the Michael Bay-directed "Transformers."
This was followed by "Jennifer's Body" and "Teenage Mutant Ninja Turtles." Fox has easily established herself as one of Hollywood's sirens, so it's not surprising that the paparazzi always follow her around. She is fond of doing the tongue-out pose, but this shot was clearly taken while in the middle of posing. Nonetheless, she just fell victim to photographers capturing images at the wrong time.
Christina Aguilera
Called the Voice of a Generation, Christina Aguilera has done an amazing job in keeping her career alive and kicking to this day. Her first foray into stardom came when she was still a member of the Mickey Mouse Club, and perhaps because of her undeniable talent, it was a no-brainer that she was bound to become famous.
However, no one is perfect, and sometimes, fans would feel that the artist falls short during her performances. This was the case in 2011 during a Michael Jackson tribute where she sang "Dirty Diana," which many found to be lackluster. Worse, the photographers released this unflattering shot of the blonde hitmaker!
Stefanie Scott
Celebrity stylists must always account for the weather of the venue that their clients will head to in order to avoid mishaps, just like what happened to this child star named Stefanie Scott. She graced the 2013 Kids' Choice Awards' purple carpet wearing this fresh and youthful peach Keepsake dress.
She was at the event because the animated movie "Wreck-It Ralph," where she voiced the Moppet Girl, was nominated for Favorite Animated Movie. Unfortunately, while at the event, the wind didn't cooperate and blew Scott's outfit, almost resulting in an embarrassing moment. Think this was reminiscent? Well, it reminds us of Marilyn Monroe's iconic pose!
Kelly Osbourne
Yes, these two images are of the same person: Kelly Osbourne, daughter of Ozzy and Sharon Osbourne. She grew up in the limelight, thanks to their reality show. As such, fans saw how she transformed from an experimental teen to a more refined young lady, as we can observe from these photos.
It would seem that the young Kelly probably played a lot with Sharon's makeup kit, which resulted in this unpopular look. Well, the "Fashion Police" star has gone on to try other looks, particularly different hair colors like purple and orange. She may have grown up, but her bravery in exploring is something that she didn't lose.
Olivia Munn
A lot of times, the paparazzi don't understand the concept of personal space and privacy. During their off-days, celebrities are entitled to stress-free travel. But clearly, this is often not the case, just like what happened to "The Predator" actress Olivia Munn, who was photographed at the airport with her dogs.
Munn can be seen wearing sunglasses, perhaps as a disguise from the media. However, all eyes focused on how one of her pets seemed to be taking a leak on this person! The actress defended her rescued pooch named Chance and maintained that it didn't pee on the innocent bystander and was just trying to scratch.
Sofia Vergara
We can all agree that Colombian actress Sofia Vergara is one of the most photogenic stars in Hollywood. With or without makeup on, she still looks like a celebrity even when she is running errands. The thespian will forever be known as Gloria Pritchett from the "Modern Family," where she always looks glamorous.
However, one episode had Vergara looking too unrecognizable. Yes, that's when she was spotted getting a makeunder in Beverly Hills in 2014 while filming the ABC sitcom. Behind-the-scenes images would tell us that she had a blast shooting the episode even though she might have looked like a mess!
Cameron Diaz
"Charlie's Angels" star Cameron Diaz seems to have discovered the Fountain of Youth because of her youthful glow — the kind that she has always sported since her "There's Something About Mary" days. She was catapulted to stardom after she became the titular character's love interest in "The Mask."
Even though Diaz is always radiant, her unflattering photos would always be floating on the internet. Remember this stolen picture? We don't know when this was exactly captured, but we're guessing that the "Bad Teacher" star wasn't in the mood to display a proper smile for the cameras because she seemed to be on the phone, which honestly is quite acceptable.
Mel Gibson
Here's yet another proof that celebrities are humans, too, who are vulnerable at times. Let's look at "Braveheart" actor Mel Gibson's picture on the right, which looks like he was getting into a fight. If we're to guess, he was probably about to hit somebody in front of him.
If that's your lucky guess, then you're right. Here he was during the tumultuous phase of his life in the 2000s, being caught getting mad at a photographer outside a Malibu restaurant. This came at a time when Gibson made a controversial statement that tore his life and career apart, resulting in years of no acting offers.
Heather Locklear
Candid snapshots of celebrities when they are not working sometimes tell fans how their idols are really doing behind the camera. Case in point, the photo on the right of "Melrose Place" actress Heather Locklear sparked concern among her followers after she was pictured with a nose injury and a puffy face in 2016 while stepping out in Calabasas.
However, her close pals insisted that the "Dynasty" star was very healthy and that there was no need to be alarmed by what fans had seen. While we don't know what happened to Locklear's nose, her friend maintained that it had nothing to do with her split from her boyfriend.
Cara Delevingne
There's only a handful of celebrities who still look good even if they make the wackiest face on earth and the short list includes model Cara Delevingne. The "Paper Towns" star has been steadily gaining followers since she entered the public consciousness because of her quirkiness and generally fun demeanor.
Even when Delevingne, who starred in "Valerian and the City of a Thousand Planets," strutted her stuff at the Paris Fashion Week, where she was caught striking a hilarious expression for the camera. This is why we're not surprised that she became Tumblr's most reblogged model in 2013! We can't blame her fans because she is really irresistibly honest and quirky!
Mischa Barton
Actress Mischa Barton will perennially be remembered as the wealthy Marissa Cooper from "The O.C." Of course, the character was expectedly stylish and posh, which was probably why many fans had always seen the star as prim and proper. However, fame caught up with the celebrity, who admitted she exhausted herself to the point that she needed help.
During one of those days in 2009, Barton was pictured looking nothing like her elegant character in the show. Nonetheless, since then, the actress has managed to move past this experience and appear in notable films like "The Hoarder," "Checkmate," and "Ouija House."
Fergie
Black Eyed Peas vocalist Fergie is no stranger to wearing heels not just during performances but also during night-outs. Unfortunately, like many others, the "Big Girls Don't Cry" hitmaker sometimes trips and falls because of her chosen footwear. And because she is a huge star, the paparazzi were able to capture the embarrassing moment as seen on the right.
Well, Fergie admitted that she is indeed awkward at times, so this picture might not have affected her so much. Plus, she even released the hit "Clumsy," which, although it talks about a woman's clumsiness when falling in love, may have reflected the artist's lack of coordination!
Julianne Hough
Julianne Hough is a multi-hyphenate celebrity who can dance, sing, and act. It's no wonder many people look up to this gorgeous woman who won "Dancing With The Stars" twice. She then performed in the 2011 remake of "Footloose" as Ariel Moore.
However, the Emmy Award-winning star also has her fair share of controversies. In 2013, Hough received a massive backlash after donning an "Orange Is the New Black" character named Suzanne "Crazy Eyes" Warren. The actress came under fire for her makeup, seemingly mimicking the actor Uzo Aduba's skin tone. Fans were quick to call her out, and she immediately apologized for the action, and the Netflix star forgave her.
Madonna
Madonna Louise Ciccone, simply known as Madonna, is one of the most influential cultural icons that we have. She is popular for her hits "Material Girl," "Hung Up," "Papa Don't Preach," and "4 Minutes." Called the Queen of Pop, the songstress has been praised for her ability to seemingly stop time and age gracefully.
However, the "Crazy for You" hitmaker also has those days when she doesn't plan to walk around with a full glamorous look. Unfortunately, Madonna was photographed in 2008, seemingly looking down the dumps —this, or she was just busy tending to her kids, Lourdes, Rocco, and David, as they were leaving Kabbalah Centre.
Keanu Reeves
"The Matrix" star Keanu Reeves is dubbed the Internet's Boyfriend for a reason: his viral acts of kindness and his humility simply make him one of the most down-to-earth celebrities we now have. As a movie star, he has set the bench really high on actors' lifestyles.
However, despite his image, he still managed to shock his fans when he attended the Cannes Film Festival in 2013 to promote his "The Man of Tai Chi." The "John Wick" actor donned baggy jeans and a linen blazer as he stepped off the yacht on the French Riviera. Some touted how Reeves seemed to have packed on a few pounds.
Kanye West
Now and then, we experience a lot of "oopsies," like walking right onto a transparent glass door or hitting our toes on the table. While most of the time we just laugh it off, there are moments when it's just too embarrassing to play coy. This was probably what rapper Kanye West felt when he walked straight into a pole and lashed out at the paparazzi following him.
While walking with his then-wife, Kim Kardashian, out on the streets, West kept his head down, trying to avoid the cameras. In doing so, he didn't notice the signpost in front of him, causing him to bang his head on the metal!
Katie Holmes
Actress Katie Holmes gained fame after starring as Joey Potter in the show "Dawson's Creek." Since then, she has found her footing in show business, starring in "Batman Begins" and "Jack and Jill." We have also seen how she became a mother to Suri Cruise, her daughter with ex Tom Cruise.
Despite being a big star, Holmes isn't immune from unflattering paparazzi shots, just like this image on the right, where she looks vastly different when she is sporting a full glamorous look. The beautiful star didn't try to hide her bare face, which speaks a lot about how comfortable she is in her own skin.
Kim Kardashian
Reality star Kim Kardashian has come a long way from being known as Paris Hilton's assistant because she has become a massive star in her own right. On top of starring in her clan's "Keeping Up With The Kardashians," she has successfully built her KKW Beauty and SKIMS empires.
Although her relationship with rapper Kanye West didn't end happily, she seems to have figured out the balance between motherhood and her lucrative businesses. Despite her successes, Kardashian's appearance has always been a source of news. People often speculate she has undergone quite a transformation, especially if one looks at her past and present photos.
Katy Perry
With her love for reinventing her looks, it's nearly impossible to imagine singer Katy Perry looking so youthful and fresh as the image on the right. Prior to becoming a big pop sensation, she used to be a Christian singer, and of course, her meteoric rise to stardom saw her donning intense makeup and attention-catching costumes.
Nonetheless, we dare say that Perry's talent has not vanished and has, in fact, evolved, too. Some of her notable hits include "California Girls," "Dark Horse," and "Roar." The "American Idol" judge has also stepped into a new chapter of her life as a mother to Daisy, whom she shares with actor Orlando Bloom.
Jessica Simpson
Singer Jessica Simpson certainly knows how to party because, in 2017, she was spotted at a restaurant in the wee hours of the morning looking wobbly. Fret not; her husband Eric Johnson was able to catch her when she almost fell down, perhaps because of her high heels and having one too many drinks. The couple had good reasons to celebrate; the man was celebrating his 38th birthday!
However, it was just unfortunate that the paparazzi captured this mishap that went viral. A lot has happened since this event, including releasing her 2020 memoir "Open Book" and regaining her namesake apparel brand in 2022.
Jessica Biel
Jessica Biel may be a star known for "7th Heaven," "The Sinner," and "The Texas Chainsaw Massacre" but that doesn't mean she doesn't do chores. This picture on the right proves that like ordinary human beings, the model also takes out their trash, albeit she looks good doing this!
If we're to guess, Biel was getting ready for a day-out when she remembered to do the chore. It is safe to say that both she and her husband Justin Timberlake split house duties because after the 2013 AMA show, the "Not A Bad Thing" hitmaker went home to his wife and tweeted that he also took out the trash.
Kate Moss
Supermodel Kate Moss rose to fame for her work with Calvin Klein in the 1990s, and since then, she has become a fashion darling. Perhaps because of her line of work, it is expected that she always produces good pictures. We know that this isn't realistic, especially if we take a look at the image on the right.
Captured in 2013 during the Mummy Rocks charity event, Moss had a blast as she partied the entire night. She can be seen dancing to the beat of the music. This may not be the most flattering picture of her, but we're glad that she had a nice time!
Gigi Hadid
Whether she is on the runway or merely on the streets, Gigi Hadid always looks like she struts when walking. The picture on the right is the proof of this, so it is safe to say that modeling really comes naturally to her. Well, she did become an unsuspecting victim of this dog who had the urge to pee.
The dog's owner seemed to be concerned about what was happening! This image has since gone viral, and we're not sure if Hadid's feet got wet from this mishap. Nonetheless, the Victoria's Secret Angel still looks toned and unfazed even when she probably felt the droplets.