These days, it has become abundantly clear that for a star to keep their career going, they need to do everything in their power to make sure that their image is not damaged in any major way. As such, outside of shots taken by the paparazzi, most of the photos we see of celebrities are vetted by a team that examines the effect it could have on those involved. In such a highly-controlled environment, it is a remarkable thing when you find a photo of a famous person that would make them blush with embarrassment. While we understand their feelings, we also think it will be a lot of fun for all of us to have a few harmless laughs looking at images of the rich and famous. Realizing all of this is what inspired us to put together this list of the twenty most embarrassing pictures of actors ever taken.
In order for an image to be considered for possible inclusion on this list, it first and foremost needs to feature at least one actor. Next, that person needs to have found enough success that there is a sizable group that is aware of who he/she is. For our purposes, it doesn’t matter what medium that person worked in to build his/her following so you may find people known for being a part of TV shows or movies here. Finally, it needs to seem like the actor we focused on in the image would be embarrassed that the photo exists. However, we do want to make it clear that we don’t know any of these people personally so while we think they would feel that way, there is no way to know for sure.
20 Nicole Kidman
An Australian actor that has become famous worldwide, Nicole Kidman rose to prominence in the early nineties and has managed to stay near the top of the business ever since which is really impressive. Best known for movies including Batman Forever, Moulin Rouge!, The Others, Cold Mountain, and Eyes Wide Shut to name only a sampling, she is a movie star that is also amazing at her craft. Also seen as an international symbol of beauty, when she shows up on a red carpet or in a press junket, you can rest assured that she will be a knockout as always. At least we thought that was how she looked all the time until we saw this image of her looking positively haggard due to the unfortunate expression on her face at the exact moment this photo was taken.
19 Macaulay Culkin
A former child star that was at the precipice of the business early on in his life, these days, Macaulay Culkin seems to despise being well-known, and it seems like this image may play a part in the that. The star of Home Alone, one of the most successful films of the nineties, if they hadn’t found a kid as likable as him to star in it, the movie simply wouldn’t have worked. Also a part of other movies like Uncle Buck, My Girl, The Good Son, Getting Even with Dad, and Richie Rich among others, during his childhood, he commanded huge paydays for each project he agreed to. Seen here in a photo of him as an adult, this image went viral as many felt he looked like drugs had ravaged his body, something he vehemently denied while speaking about disliking fame.
18 Amy Schumer
A job that a lot of people think they would be good at, the fact of the matter is that in order to be a comedian of any stature, you have to be willing to take risks that would terrify most of us. After all, going up in front of a group of people and bombing must be a really tough thing, especially near the beginning of your career. A photographic representation of what it must feel like to try a joke that gets crickets, here we see Amy Schumer intentionally falling in front of Kim Kardashian and Kanye West while at a red carpet event. Later speaking about how nobody laughed or even responded in any way, the moment made her feel like nobody present even knew who she was. Worse than that, however, the horribly unfunny moment was not a good luck for her among even her fans that saw this awkward image.
17 Verne Troyer
An actor that has gone down in history due to his involvement in a beloved comedic trilogy of films, Verne Troyer made his name due to playing Mini-Me in the Austin Powers movies. Seen in several other flicks as well, he popped up in Dunston Checks In, Jingle All the Way, Wishmaster, and Harry Potter and the Sorcerer's Stone to name a sampling. However, shockingly, it seems as though he got less work once he was famous so he turned to the world of “reality” TV where he was a cast member of The Surreal Life for a season. Seen here in a screengrab from the series, in this embarrassing moment, he was drunk and driving his scooter while undressed, and he would end up relieving himself in the corner of a room.
16 Amanda Seyfried
Someone who we think deserves to be a much bigger star than she already is, Amanda Seyfried is a known entity for sure but she should be a household name, if you ask us. Best known for appearing in movies like Mean Girls, Chloe, Jennifer's Body, Les Misérables, Ted 2, and too many more to list here, whenever she is cast in a film, our interest instantly is piqued. Also an award-winning performer that is gorgeous beyond belief and has a good eye for interesting roles, she seems to have every attribute any potential Hollywood megastar could desire. Technically a trio of pictures put together, we’re still counting this collage of images since they come together to tell a story, and the ridiculous looks on her face in all three are quite something.
15 David Hasselhoff
A show that was syndicated all over the world while it was still at the height of its popularity, Baywatch was one of the biggest things in entertainment during the nineties and that shouldn’t be forgotten. Starring David Hasselhoff and an ever-rotating group of attractive women, the cast of the show would frolic on the beach week after week, and that turned out to be a genius move when it comes to ratings. Also the star of the show Knight Rider prior to his time as a televised lifeguard, his resume was impressive, and that is to say nothing about the fact that he has had a successful music career. As such, this screengrab from a video in which he was wasted and eating in the least coordinated fashion possible is very much beneath the public image he’d crafted for himself.
14 Patricia Arquette
One of those actors that a lot of people recognize but whose name they would not be able to muster up, Patricia Arquette made her film and television debuts all the way back in 1987. Since then the star of a myriad of projects, she has been a valuable part of multiple genres that oftentimes can be rather inclusive like horror, indie dramas, and more. Best known for movies like A Nightmare on Elm Street 3: Dream Warriors, Ed Wood, Stigmata, and Boyhood, she also played the lead character in the show Medium for seven seasons. Captured on film again and again for her career, much of the time, she has dressed down for parts but we’ve never seen her looking anything like a bag lady as she does here.
13 Ed Westwick
A recently disgraced actor that has lot bigger problems on his plate, including Ed Westwick on this list was a judgment call. But since he comes off like someone who would care, we thought he was fair game. Made a star when he was cast as Chuck Bass on the show Gossip Girl, he had a cold and methodical manner of speaking that lent the character a level of malice at times that could be captivating. Recently accused of some truly horrendous acts, it seems likely that his acting career is over for all intents and purposes, and while we thought he had talent, it seems like he deserves his fate. Seemingly on set when this image was taken, he should have realized that a lot of people would be paying attention and thought twice before he sent his fingertip up his nostril.
12 Angelina Jolie
Easily one of the most talked-about actors alive not too long ago, as of late, Angelina Jolie has by and large disappeared from the acting scene which is a shame since she was truly skilled in the right role. Best known for movies like the Tomb Raider and Kung Fu Panda series, Salt, Wanted, Changeling, Maleficent, as well as Mr. & Mrs. Smith, for a long time, it seemed like she had the Midas touch. Also someone that has some experience behind the scenes, she has served as the director or producer of many films since 2011. A person whose looks have been a big focus of her career, this image of her looking ridiculous is very much out of the norm for her. Likely smeared with far too much powder prior to when this photo was taken, we still can’t help but imagine that she has an illicit material all over her face.
11 Zac Efron
Turned into a teen idol when he began starring in the High School Musical films, the fact that Zac Efron was also able to sing and dance makes him all the more likely to remain a mainstay of Hollywood. Best known for other films like Hairspray, That Awkward Moment, Neighbors, and 17 Again, he has proven that he is capable of doing well in films with very different kinds of tones. Seen here at the premiere for The Lorax, an animated Dr. Seuss adaptation he lent his voice to, at one point, he put his hands in his pockets and when he removed them, he accidentally dropped "something". There to celebrate a family-friendly film that he was a part of when he was seen as more squeaky clean, this embarrassing moment didn’t fit his image well.
10 Miley Cyrus
A former child star that is a product of the star-making machine that is The Disney Channel, Miley Cyrus played the lead character in their show Hannah Montana for four seasons and in a spin-off movie. However, it appears as though the family-friendly nature of that enterprise was more than a little bit stifling for her as evidenced by the outrageous things she has done in the years since then. Best known as a singer today, she has released several hit songs including “Party in the U.S.A.,” “The Climb,” “Wrecking Ball,” and “When I Look At You” among others. Seen here in a shot from earlier in her life, she is still sporting the brunette hair she was born with but it is the absurd look on her face which lands this image here.
9 Tom Cruise
Easily one of the biggest movie stars to ever exist, Tom Cruise belongs among the likes of people like Tom Hanks, Julia Roberts, Clint Eastwood, and Katharine Hepburn. Best known for movies like the Mission: Impossible series, Top Gun, Interview with the Vampire, and Jerry Maguire, when combined, his movies have literally brought in billions of dollars. Also an acclaimed performer in his own right, he has been nominated for three Oscars, seven Golden Globes, fifteen MTV Movie Awards, and far too many others to be listed here. Of course, that is to say nothing about the many trophies he has taken home as well. As such, it is probably safe to say that he’d rather not look like a fool, but sadly, this picture of him with a goofy smile and beefcake pose exists.
8 Heather Locklear
A little while back, people began referring to Dwayne “The Rock” Johnson as franchise Viagra, and thinking about the career of Heather Locklear, it is clear that she has been his TV counterpart. The star of many shows that were sinking in the ratings prior to her arrival, a lot of the time, her introduction to a series was enough to reverse its fortunes. Best known for shows like Dynasty, T. J. Hooker, Melrose Place, Spin City, LAX, and Hot in Cleveland, that is to say nothing about the many other series in which she was a guest star of varying length. So successful partly because of how hot she is, her career has depended upon coming off as classy so this shot of her looking wasted and throwing her fingers up in some gesture is entirely off-brand for her.
7 Matt LeBlanc
One of the six stars of the immensely popular show, Friends, throughout its run, during the height of its popularity, the series was such a phenom in the ratings that it is a touchstone for the era. Given his own spin-off from that series that was not received well and didn’t last very long, at one time, it may have seemed like Matt LeBlanc’s days of television success were behind him. However, that couldn’t be further from the truth as he would go on to win a Golden Globe for his work in the hilarious show Episodes, and he also took over hosting duties for Top Gear. Therefore almost as relevant as ever these days, this shot of him drunkenly licking his lips like he sees a steak on the horizon he has to eat was quickly spread around the internet.
6 Lindsay Lohan
Introduced to much of the world when she played the two lead characters in The Parent Trap, the fact that she was able to bring two distinct characters to life at such a young age was truly impressive. Going on to show that it was no fluke, she would play a pivotal role in the success of Mean Girls which many people would argue is the best teen movie ever made. At one time poised to be the next big thing in entertainment, for a time, Lindsay Lohan seemed to be well put together and even quite glamorous a lot of the time. However, things have changed dramatically for her in the years since, and although we’ve never been in her presence, she still looks like someone that would smell bad a great deal of the time. Never was that clearer than upon noticing how discolored her teeth had become as evidenced by this photo that made the rounds. If there was any question that she found that embarrassing, the fact that she had them whitened right after is a great indication that she did.
5 Brad Pitt
One of the most powerful figures in Hollywood today, Brad Pitt is an actor of such a high caliber that he would likely be able to make it so almost any film he wanted to be a part of was made. Often considered one of the best-looking men alive, from the beginning of his career, that helped him stand out even when he only had a smaller role like he did in Thelma & Louise. Best known for movies including Seven, 12 Monkeys, Fight Club, Inglourious Basterds, Moneyball, and World War Z, he was also a major part of Ocean’s Eleven and its two sequels. Almost always cast in roles that call for him to have a gritty or overly cool persona, this shot of him with eighties hair and his fingers in the air like he just don’t care goes against everything he tries to be.
4 George Clooney
One of the most handsome men in Hollywood today, George Clooney is a perfect example of someone that has grown more and more handsome as he ages. Best known for films like From Dusk till Dawn, Out of Sight, Up in the Air, Syriana, and many more, Ocean’s Eleven and its two sequels often come up quickly after he is brought up as well. Also a powerful person behind the scenes, he has served as a film writer and producer in the past and even directed movies like Good Night and Good Luck, The Ides of March, as well as Suburbicon. Seen with a sign saying Hot Sandwich behind him, a fluffy mullet, and a grin that is unbecoming on his face in this photo, even for stars that were around in the eighties and early nineties, this is rough.
3 Kiefer Sutherland
A man with a well-documented past of giving in to his substance abuse demons, Kiefer Sutherland has been very fortunate that his career hasn’t been damaged by the controversies that have dogged him. A part of a long list of films, he has appeared in memorable movies like Stand by Me, The Lost Boys, Young Guns, Flatliners, A Few Good Men, and Eye for an Eye among many others. Also an accomplished TV star, he played the lead character in both 24 and Designated Survivor which are series that have been embraced by loyal viewers. Seen here during a night of out-of-control drinking, an actor as famous as he is allowing himself to get so out of control that he ended up in the middle of a bare with his pants around his ankles is crazy.
2 Lindsay Lohan Part 2
The only person to appear on this list twice, that is an achievement that we don’t think Lindsay Lohan would be very proud of. A promising actor whose image and life has been mired in controversy, her career has taken a backseat in recent years to the many controversial things she has done. With many of her antics seemingly spurred on by abuse of various substances, there are many images of her out there that we assume she’d want us all to forget. However, it is hard to fathom how a picture could be more embarrassing than this one from a night out partying. All we can say is ewwww.
1 Hugh Jackman
Without a doubt one of the most likable dudes in the entertainment business today, Hugh Jackman comes off like a really good guy during interviews and isn’t the subject of many tabloid headlines. Turned into a star overnight when his debut as the character Wolverine in the movie X-Men was released to the public, in total, he has played him in nine films now. Also a part of other major movies like Van Helsing, The Prestige, Les Misérables, Prisoners, as well as Kate & Leopold, anyone who thinks he is a one-trick pony is way off. A fantastic-looking dude with an incredible body, typically, his image is well-crafted. However, in this photo, the man looks like a braying donkey, and while he has a sense of humor about himself, the guy is still human.
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