HomeShockingThe 100 Most Embarrassing Photos That Ever Made Their Way Onto the...

The 100 Most Embarrassing Photos That Ever Made Their Way Onto 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

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…

Taking One For The Team


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

 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.

 Best Driver Ever

 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

 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.

Nobodies Perfect

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

What A Beautiful Selfie!

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!

One Drunk Night Turned Him Into A Hockey Player

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

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.

 Hey Mr. Sandman

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


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.

We’ll Leave This One Up To Interpretation

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

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!




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.

Hat Snacher

“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


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

That’s Just Dumb

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


Drop The Beat


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

Da Queen

He just wants to sleep

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

Sleep Tight


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

I’m Better, trust me!

I walk the line

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

I’m hungry

Yes We Can!

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

Dancing Queen!


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


The Shirt, the T-Shirt

Safety First

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

I’m an Athlete, Can’t you see?

One Little Step

From sexy to awkward in one, two, pee.

Where’s My Cake?

Limo Trip

What? Mimes like to take limo rides too.

Cool As Ice



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

Beardification At Its Finest


Next time, pack a change of clothes.

Man Has Drowned In His Own Piss

Drunk Barman

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

One Wild Moment

Nose Picking

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

Lonely Hearts Kiss Cam

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

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


Groom gets too excited

Honestly, this never usually happens to me…”

Woman rugby player kisses opponent on the cheek

Dog mistakes hot woman for fire hydrant

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

Chinese woman gets head stuck in bus doors

Just Bieber gets goofy

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

Embarrassing Christmas family photo

Hood slide fail

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

Naughty Slip-N-Slide fail

Skier mooning

This skier lets it all hang out on the slopes.

Pole dancing


Pole dancing in the street fail

We shouldn’t be laughing really, should we?

Woman falling off skateboard

Embarrassing nightclub photo

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

Woman falling off fence

Cop fell off motorbike

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

Newspaper headline

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

Guy touches his first boob ever

What could he have possibly seen back there?

Natural airbags

NHL Kiss Off

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


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