Demi Lovato
This fan-fiction character is obviously ridiculous; Poot Lovato is claimed to be Demi Lovato's hidden twin sister who has spent her entire life "trapped in a cellar," according to her Tumblr origin tale. Poot is based on an unattractive and probably doctored photo of the pop singer Demi Lovato.
In spite of this, she became a viral meme and ended up detracting attention from Demi Lovato's album release. This truly was a fantastic demonstration on how internet adoration can completely alter a celebrities' image. One user on twitter even pointed out her likeness to a character in American Horror Story stating "why does demi lovato look like pepper from ahs."
Katy Perry
She kissed the floor and she liked it. After repeatedly indulging in cake during a cake-filled performance at Los Premios, the Latin American VMAs, in 2008, Katy Perry demonstrated that being a pop star is no cakewalk. The dramatic moment occurred at the conclusion of the Grammy Award winner's rendition of "I Kissed a Girl."
It all went downhill when Ms. Perry decided to dive into a huge pink cake as a grand finale for her act. She slipped and fell multiple times like Bambi on ice, during and after the event. She was evidently unable to account for the frosting's slickness. Now, all those images are infamous.
Angelina Jolie
If you've ever had such a craving for powdered donuts that you just shoved your whole face into a whole dozen of them, you'll understand what's happening here. Well, that's what appeared to have happened to Angelina Jolie at The Normal Heart screening in New York. No self-respecting make-up artist did this, right?
We wonder who lost their job cause of this colossal oversight. Who doesn't tell an A-list actress "Yo, don't go out there, you look like you got slapped by Casper the Ghost." Also, how disgruntled do you have to be to just mash a pillowcase full of powder into someone and thinking, yea that's Hollywood quality.
Kate Moss
Ta-da. The pulling of the washed-up celebrity from a birthday cake trick is always a crowd-pleaser. Except for that one dude who was really looking forward to cake. For him the evening was wasted, and his disappointment is immeasurable. The crowd of four people are beyond ecstatic, one of them even filming the birthing.
Usually, it's an attractive lady in a bunny outfit, but it seems the attendees need to settle for a cougar in a lady outfit. Class act venue through, because there is really no substitute for exposed pipes and emergency red lighting incase a guest dies of boredom and needs to escape.
Tyra Banks
Tyra Banks was caught on tape committing a cardinal sin, eating at a fashion show. What an epic failure. We have been lucky enough to have received exclusive footage of her stuffing her face with what we believe is a single fish finger. Questions lead to more questions, where did she get the snack, how in God's green Earth did she make it past security.
That's not to mention the gaggle of models who we presume can already smell nourishment from a mile away and would be side eyeing her. Sources do say that she is safe now and no mention of a feeding frenzy at the event. The fashion world sighs a collective breath of relief.
Gisele
Woah there Gisele, we all know we live in the age of hydration, but you're drinking from that bottle like you owe it money. Still nice to see that they still make water bottles you can really grip and wrap your hand around. Any more lip action and we would have had to blur that image.
Nothing is safe anymore. Check your kids search histories. The swimsuit issues are getting spicy. Hats off to Gregory Pace who by divine intervention decided to take a break from taking pictures of model's undercarriage and find them giving lip service to H2O like the image you see here instead.
Helen Mirren
Good news everybody, Helen Mirren is still alive. Don't worry, we double checked for you. If she wants to keep it that way, it might be a good idea to trade in the tight dresses for some airbags and practical hiking boots if she's going to attempt to scale a formidable eight steps of stairs in the future.
Maybe that's not the answer, maybe she's just confused because the carpet is red, and her dress is green, and the stop and go commands created a loop. At any rate we hope she's still living life on the edge as you see here. We also hope she gets some vitamin D, because those bones look like they need help.
Adele
Adelle, sweet Adelle, nobody told you that after shedding all that weight you can't drink like a navy seadog anymore. There's nothing to soak up all that alcohol you see. Although it might have been a little too much putting her behind bar like that. It's a bit optimistic that Adelle is that dangerous even in an inebriated state.
However, it could be a reasonable precaution to take. A little scary with those red eyes glaring out like that. Have no fear, here's a foolproof tip to keep safe from redeye Adelle, just don't invite her in, no matter how much she sings "Hello from the other side."
Jennifer Lopez
This is that feeling when you're totally vibing the music and dancing the night away only to realize a coke fiend in a funny fedora was staring you down all night without you knowing. We can't blame him. It looks like the award show was pretty rough. Like, really rough.
It only left her with a bra and what's best described as a skirt that starts way too high. At least she lost the cape that made her look like a 1980's Batman villain. Hat's off to the photographer making everything apart from JLo and Mr. Too-much-cocaine blurry so the viewer can experience the buzz.
Jennifer Lawrence
The Trip-Olympics continue as Jennifer Laurence attempts a death defining feat of walking up stairs. Looks like our Hunger Games star can perform stunning stunts at will, but can't escape the sharp sting of gravity as she is thrust down. She appears to have escaped from her own wedding straight onto the stage of the Oscars for the Silver Linings Playbook.
She's a good sport though and laughs it off, which is a great quality for those who walk in functionless articles of clothing up onto stages before millions of judgemental actors and actresses. We do have another Silver Lining though, pictures on the internet won't last forever, right? Oh, oops.
Bella Hadid
Ah Bella, if we all had the energy after a 3-hour 5-minute game to burst out in tears in front of everyone we'd be living in the future. Although we don't want to be too hard on her. Maybe she is only letting out the emotion of finally being able to take the eye of that bouncing ball.
Couldn't imagine expressing para social sentiments like this over an activity where there is still a staunch debate over the color of the regulation ball used in every single match. Then again if she is that quick to cry, nobody show her Bambi. Her tears would ruin the popcorn for sure.
Kelly Osbourne
If you would have told me this is what somebody who's dad eats bats on stage in front a huge crowd of people looks like, I would have this picture in mind. She looks like is Ursula from the Little Mermaid and Mavis from Hotel Transylvania where spliced together in some unholy meddling with nature.
That said, even with the camouflage taken right off of a zebra's back, this won't be enough to make her stand out even in the most outrageous Hollywood fashion disaster show. She would likely fit right in there. We expected nothing less from the spawn of The Prince of Darkness.
Cristina Aguilera
Christina Aguilera looks as stunning as ever in her pink dress, with special thanks to the team of people that were tasked with squeezing her in there. The elusive forehead tan surely was the talk of her event, even if only to help people avoid the topic of her eyeshadow.
It's either Stevie Wonder is now a make-up artist and is doing so at the Ace Gallery or the makeup professionals asked how far they should pull the wig and she said "yes." They had to be too nervous to stop, right? Why else would you apply so much blush and glitter to make one person look like they just escaped an icy Disney Princess dungeon.
Elon Musk
Woah there, Musk my boy, leave some ladies for the rest of the world. This is yet another fascinating showing from Elon Musk, in what appears to be a mashup of Edward Scissor Hands and The Matrix. This is exactly what happens when you order yourself a Neo from Wish.
You: Hey, Mom, can we meet a Billionaire?
Mom: No sweetie, we have a Billionaire Home.
That's how we got this. Another tale of how things we want gone from the internet will come back to haunt us, like Elon Musk now haunting every child who had an Emo phase growing up.
Lindsay Lohan
At this point in time Lindsey Lohan has to wonder, when on Earth will she get a break from the constant dead horse beatings where she's the butt of every the joke. Well, it's not today, lemme tell you that, cause her make-up is that of one super dead horse.
Whoever did this make-up had to have received instructions that she's going to audition for the Walking Dead, and not for a talking role. Still, it's a pretty smart move going to court looking like the bride of Frankenstein. You can't be convicted if they think you're already way dead.
Lana Del Rey
We imagine most celebrities probably hate airport photos. If you’ve ever dealt with jetlag and sitting on an airplane for hours on end, you probably know how exhausting it can be, so you can imagine how undesirable it would be to have your picture taken right as you get off the plane.
Here Lana Del Rey is looking pretty darn tired and we can’t really blame her for the fake excitement she’s putting on display for her fans. If jetlag had a face, it would undoubtedly look like this. While she might be glad to be home, she probably doesn’t really want to be signing autographs.
Taylor Swift, Ellie Goulding and Cara Delevingne
Ellie Goulding, Taylor Swift and Cara Delevingne were spotted at the Elle Style Awards 2015 looking super awkward and probably a bit drunk. The ceremony in London, England was definitely the place to be. Here, the two singers, Ellie Goulding and Taylor Swift are not quite ready for their closeup.
Actress and model Cara Delevingne looks just as uncomfortable. While they might not be looking their best here, we have to say, it’s pretty exciting to see these super stars out and about. Hopefully they got home safely and there’s no more embarrassing photos in the future. But if there are, we’ll definitely post them.
Naomi Watts
Whenever celebrities are attending an award ceremony, you can be sure that alcohol is going to be involved at some point. If its not served during the ceremony itself, they’ll likely be served afterward at the afterparty, or at the very least, they’ll be pre-gaming before the show.
Naomi Watts stumbles on stage accepting the Outstanding Performance by a Cast in a Motion Picture award at the 21st Annual Screen Actors Guild Awards. Naomi Watts clearly isn’t “all there” and whatever the reason for that, we can’t really complain, because it sure makes an entertaining photo. Hopefully, Edward Norton caught her but part of us thinks he wants to see it play out…
Sophia Vergara
Does anyone really like to be watched eating? It’s something many people are self-conscious about anyway, and with that said, it’s got to be 100 times worse to have someone photograph you eating. Especially when you are just trying to get some food in your stomach while you are out with the kids.
Sophia Vergara was caught in a fairly unflattering light as she shoves a taco in her gullet. Her vacant expression as she downs the taco is almost mechanical as she stares off into the distance. That taco looks good though. So, in the end, this moment was probably worth it.
Madonna
Madonna is undoubtedly a perfectionist, trying to look and sound her very best at all times, so it’s moments like these she doesn’t want you to see. Sure, accidents happen, but not to Madonna, okay? This woman works too hard or rather tries too hard just to end up photographed in a compromising way.
With all the plastic surgery she’s had over the years, the revealing clothing and boyfriends half her age, and her extravagant stage performances, she often gives the impression she’s trying to look 20 or 30 years younger, but then it’s moment like these that reveal she’s just getting older like the rest of us.
Lydia Bright
English television personality Lydia Bright is best known for her starring in the British reality series The Only Way Is Essex. The gorgeous star often makes the headlines, particularly for her private life and relationship with James Argent who was also a cast member on the show.
Here Lydia Bright was seen at the Duke of Essex Polo Trophy at Gaynes Park in Epping England, stepping off of a helicopter. And the best thing about helicopters is that they always make for embarrassing wardrobe malfunctions and that’s exactly what happened to Bright as you can see.
Prince William
Being a prince in the royal family comes with certain expectations, one that don’t really include getting embarrassingly drunk. While that might be a lot to ask of Prince Harry, at least in his younger days, you’d expect a lot more from Prince William.
Sure, it’s not the most flattering drunk face but it definitely makes him more relatable, which makes us love him even more. That being said, these are the days of his youth he’d want you to forget as someday he will be king and that certainly comes with even higher expectations.
Author
Rachel Downs
Last Updated: March 23, 2026