The 100 Most Embarrassing Photos That Ever Made Their Way Onto the Internet

There used to be a time where it was safe to put up a picture and delete it and trust that it was truly deleted. Unfortunately, those times have come and gone for these folks. We thank them for their embarrassing moment in history in their sacrifice for our amusement and laughter as we click through 100 of the most embarrassing photos that ever made their way to the internet.

Nice Catch

I know you're not supposed to use your hands in soccer, but at least block your money-maker buddy. This guy won't look to pretty after this hit. Someone, please call the ambulance hence we have to take this player to the hospital.

 Let Me Whisper Something In Your Ear

These guys didn't expect their father-son picture to be so intimate...but it looks like their TV-photobomber had something else in mind. This image clearly shows the true love of NBA player in the background.

The Weak Link

If this was Survivor, we'd know from this picture who'd be voted off the island. This guy should take some power supplements because he can’t hold this babe for a minute. Needless to say, she won't be trusting him to spot her anymore...


ADVERTISEMENT

Taking One For The Team

Somebody call 911, this kid is going to be in quite a bit of pain. This is one of the most embarrassing photos that could happen to anyone that age. There's no way his friends are going to let him live that one down well into high school.

Photobomb

This is called a perfect timed click because it looks like pufferfish man. This guy was just about to take a picture with a tiny fish, and out of nowhere, this pufferfish blew up and photobombed him.

 Fake Assets

Look at those two balls, are they real or fake? I think with her frame, we all really know the answer. There's no way you can step into college, look like a teenager still, and have those kinds of assets. The embarrassing part about it is that there's no way her friends believe her little lies either.

 The Original Selfie

Today, I will take a selfie of my eye in spite of my face. She had never heard about the best practices for taking the perfect selfie, but it would seem like someone should give her a few tips.


ADVERTISEMENT

 Best Driver Ever

"Oh my God, what I did to my car last night. My dad is going to kill me." The best part about this is how embarrassing it looks to have crashed your car into the only pole this parking lot has to offer, and there's literally no other cars in the way to blame it on!

 Fuel Efficient

It seems this new Indian invention is the next big thing. At least we know it's going to be fuel efficient, but this old gentleman thinks he has the world convinced that he's found the next big thing in the world of transportation.

They Say It's Good Luck, Kid

Well buddy, they say it's good luck when a bird poops on you, but this seems a bit more personal. This bird looks like he's out for revenge like you've taken out his sister or something. Anyways, this kid is never going to live this moment down, and now the internet won't let him either.

 This Devilishly Handsome Gentleman

This old man has an evil mind, as one might be able to tell from the horns on his head. He used to be just another member of parliament until the rest of them got wind of this photo that earned him a new menacing reputation.


ADVERTISEMENT

Nobodies Perfect

Nope, nobody...especially not your tattoo artist. If you're going to get a tattoo with lettering we suggest that you have a proofreader go over at first. Poor girl still probably hasn't even noticed a thing.

Don’t worry bro, I will help you out with these monsters.

What A Beautiful Selfie!

She must have been so excited to meet Nicholas Cage for the first time that she snapped the picture too quickly. Unfortunately for good old Nick, this one made it to the internet before he could ask or care to see how it came out.

What a Shame

Well, we know a hard worker when we see one. This guy had the ultimate chafing experience and he battled right on through it. Seriously, what an animal!


ADVERTISEMENT

One Drunk Night Turned Him Into A Hockey Player

In just one night, he lost his toothy retainer and his dignity. At least he’s so far gone that he’s totally stoked about it! Hopefully, it didn’t end up in anyone’s drink. Though by that look, he probably threw it in one as a surprise. Guess it’s better than a roofie!

She Couldn't Handle The Sight Of His Guns

Clean-up on the dance floor! This guy’s “guns” are so big that this poor girl’s stomach just couldn’t handle it. At least she turned away before she spewed all over him and still managed to miss her hair and dress! Although, that probably would have made for an even better photo.

The Porcelain Pillow

When your toilet bowl doubles as a bed, you know you’ve achieved your full potential. At least it looks like she’s made it home and someone was kind enough to pull her hair up! Vomit hair has yet to be in style. Though this is probably a good excuse for her to get a massage the day after. That neck pain will probably be a killer!

Not A Dangerous Woman

In the middle of the Victoria’s Secret Fashion Show, Ariana Grande looks like her mom is about to pull out the old whoopin’ stick and teach her a thing or two. Or maybe she’s just afraid of getting hit by those gigantic angel wings. At least they’re so fluffy it’d be like getting smacked by a cloud. Buck up, Ariana, she’s not a dangerous woman.


ADVERTISEMENT

 Hey Mr. Sandman

Is it real or fake, or this guy is playing some prank.

Model Down

There can’t be a much more embarrassing feeling than when a bunch of people are gathered around to literally watch you walk around in an outfit and you can’t even do that right. In her defense, it does look like her high heel kind of just exploded. At least she didn’t fall off the runway or lose her top instead!

Going For A Perfect Score

There can’t be a much more embarrassing feeling than when a bunch of people are gathered around to literally watch you walk around in an outfit and you can’t even do that right. In her defense, it does look like her high heel kind of just exploded. At least she didn’t fall off the runway or lose her top instead!

 

The Perfect Storm

This is the perfect storm of ill-timed photos. Everything that could go wrong did, starting with that tan line heart. Moving on to the middle victim, it looks like a tornado just took her for a spin through a hurricane of bad decisions. At least the one on the right seems to have her life a little more together. Just a little.


ADVERTISEMENT

We'll Leave This One Up To Interpretation

Besides who knows what is happening to this screaming girl, what’s strange in this picture is how long this dude’s forearm is. It’s twice as long as the rest of his arm! Perhaps this was the exact moment she realized the same. We feel you, girl, we feel you.

What's Going On Here?

They’re always doing such strange things in Asian countries. We’re sure that spray serves some kind of purpose, but we’re drawing a complete blank on what that could be. Perhaps it’s meant to soak up the sweat or prevent chafing. Maybe he was just trying to spray the floor. We can’t even tell if she likes it or not!

She Stuck The Landing

First of all, how did she even end up like this? Because the first thing anyone that comes across a muddy mess of some clay-like substance is probably not to dive into it head first. We’re not even sure if she can breathe under there – likely not. At least she truly figured out how to stick her landing!

Don Ron

Nothing gives a warmer welcome to children than a mascot who’s extra happy to be around a bunch of adult women who probably just ended their night at the strip club. Two thumbs up for breasts and beauty! Also, Ronald looks like he needs to lay off the Big Macs. Think about the children, Ronald, the children!


ADVERTISEMENT

 

 

Faceplant

This classic was taken on a beach somewhere by someone. And while we don’t know the specifics, the image really speaks for itself and is one of the most cringe-worthy in today’s list. The one blonde woman in the blue bikini is just about to sit up, probably to drink some water when her buddy face-dives into the hot sand without warning. Whoever was there with their camera at this exact moment deserves a prize for good timing.

 

 

Secret of Tom Cruise

Tom Cruise never has his photo taken without his trusty footstool. This guy's been watching Tom's every move and is clearly taking notes! He probably thought, "nobody will ever know, they'll just see us from the waist up". Oh, how hilariously wrong he was.


ADVERTISEMENT

Hat Snacher

Perfect shots are all about timing. Fortunately, the person taking this photo got a great shot, the other guy not so lucky...maybe that was his favorite hat, who knows?

"Use Your Head Out There!"

Yikes! This is another example of perfect timing when capturing an embarrassing moment. We’re pretty sure that person needed an ice pack afterward.

 

 

A Workout For Everyone

Surely the big guy did this solely to attract the attention of his two hot helpers here. Either way, we're sure everyone got a great workout session in here. On top of the obvious struggle on all fronts here, if you look closely, his pants are falling down all the while.


ADVERTISEMENT

 

What was in that booze?

The funny thing is that it looks like the two fresh-looking dudes in the middle didn’t even know their bleary-eyed photobomber. In their defense, she clearly didn't know what was going on here either. We all have that one drunk photo that makes it's way online temporarily, but we're sure she never expected this to go viral.

Spray Tan Fail

Somebody should've told this lady how those busses don't have the best air conditioning systems. She probably didn't expect her spray tan to drip off, much less have a picture taken of it so she could remember the special moment...forever.

That's Just Dumb

It’s best to remove any background mirrors when attempting to create fake photo fails.


ADVERTISEMENT

 

Drop The Beat

This cringe-worthy nightclub gem set a new record for the fastest tag removal in Facebook history.

Sales

Always, always check new clothes for labels before heading out – especially if you got them on sale.

Da Queen

She’s obviously a Parliament Rolls of Medieval England enthusiast. Daddy must be so proud.

He just wants to sleep

That awkward moment where you inhale someone else’s beach ball.


ADVERTISEMENT

Sleep Tight

When sleeping with your mouth closed suddenly becomes the most important thing in the world.

Catch!

Here’s someone who took the phrase “keep your eye on the Frisbee” far too literally.

I'm Better, trust me!

This guy just got a rock-hard and shaved-smooth dose of reality. He’s crying on the inside.

I walk the line

Don’t worry, kid. Somebody else already took a picture of those embarrassing tan lines


ADVERTISEMENT

I'm hungry

“What’s for dinner? Because I just ate dirt for lunch.”

Yes We Can!

The shocked faces of those under and around this lovely lady are really something to behold.

Dancing Queen!

Check out this snap of party-going teens. The music stopped. The lights came on. But Anna noticed too late. Tragic.

Wasted

High-waisted pants, sandals and a sweater vest? How embarrassing.


ADVERTISEMENT

 

The Shirt, the T-Shirt

Bad T-shirt choice, dude. Bad T-shirt choice.

Safety First

This might just be the most effective safe sex ad we’ve ever seen.

I'm an Athlete, Can't you see?

If you’re going to get drunk and show off how flexible you are, make sure you’ve washed your feet first.


ADVERTISEMENT

One Little Step

From sexy to awkward in one, two, pee.

Where's My Cake?

Perhaps Big Fat Baby wasn’t the best costume choice.

Limo Trip

What? Mimes like to take limo rides too.

Cool As Ice

When they said high-waisted jeans were cool, this is not what they had in mind


ADVERTISEMENT

 

Mmm?

To be fair, this T-shirt choice was always going to end badly

Beardification At Its Finest

Note to self: always crop out the Beardify watermark before committing your fake beard selfie to Twitter.

Cinderella

Next time, pack a change of clothes.

Man Has Drowned In His Own Piss

We’re guessing that this guy’s gonna wake up thirsty and dehydrated.


ADVERTISEMENT

Drunk Barman

The barman probably should have cut Peter Griffin off two and a half beers ago.

One Wild Moment

And just like that, this blonde’s hot-and-sophisticated spell was broken forever.

Nose Picking

This nose pick is even more hilarious because it was caught on Jumbotron.

Lonely Hearts Kiss Cam

This is what happens when the Kiss Cam operator gets dumped the night before.


ADVERTISEMENT

Man with jeans stuck on railings

“Hang in there, buddy, I’ll just grab my phone – the camera’s awesome on it.”

Arguing couple caught on kiss cam

Ah, a moment for these two lovers to cherish forever is wonderfully captured on Kiss Cam.

Guy wedgies himself on yacht

Now, young sailors, did this dweeb wedgie himself on the port or the starboard side of the yacht?

Woman with a bouquet of roses in the toilet

Ah, Valentine’s Day, that magical time when even toilet brushes become signs of romance.


ADVERTISEMENT

Women with fish

Because nothing says sexy like a mouthful of raw fish.

 

Groom gets too excited

Honestly, this never usually happens to me…”

Woman rugby player kisses opponent on the cheek

She’ll never need to be told to only tackle the players’ legs again.

Dog mistakes hot woman for fire hydrant

Well, she was looking a bit hot in all that sunshine.


ADVERTISEMENT

Chinese woman gets head stuck in bus doors

Now that’s using your head – and neck. Ouch.

Just Bieber gets goofy

Badass 2017 Justin Bieber wishes photos like these would disappear, like, forever.

Embarrassing Christmas family photo

Thanks to the internet, this baby will have to live with the shame forever – and you can tell by its eyes that it knows. Isn’t technology great?

Hood slide fail

The classic Dukes of Hazzard hood slide. How cool is this guy?


ADVERTISEMENT

Naughty Slip-N-Slide fail

The Slip ’N Slide: bringing people together since 1961.

Skier mooning

This skier lets it all hang out on the slopes.

Pole dancing

Perhaps bring-your-kids-to-work day isn’t for everyone.

 


ADVERTISEMENT

Pole dancing in the street fail

We shouldn’t be laughing really, should we?

Woman falling off skateboard

“Oh heck, this is gawna hurt, yah see.”

Embarrassing nightclub photo

“Bro, why don’t I remember last night?”

Woman falling off fence

This is exactly why you shouldn’t sit on the fence. You might end up looking a bit silly.


ADVERTISEMENT

Cop fell off motorbike

“Er… Sarge, you okay?”
“Yeah, Kowalski, just takin’ a load off.”

Newspaper headline

Sometimes headlines just write themselves…

Boy With Shorts Hooked Over Pole

If you’re going to leapfrog, probably best to check that you’re wearing underwear first.

Girlfriend gets creeped out big time

“Please tell me that’s an iPhone in your pocket!”


ADVERTISEMENT

Guy touches his first boob ever

What could he have possibly seen back there?

Natural airbags

Insert inappropriate joke about airbags.

NHL Kiss Off

Remember that time when Brad May kissed another ice hockey player? Nope? Neither does he.

Indian man crashes Vespa

“That’s right, stand around laughing. Don’t lend a hand or anything!”