Unbelievably Awkward Family Images That Definitely Don’t Belong In The Photo Album

What is it about these photos that make them so funny? Well, let’s sit back, relax, and find out. Prepare to cringe and chuckle at some truly awkward family photos!

Maybe it’s to prevent him from jumping in with the dogs but probably more so to prevent themselves from furthering the chaos of it all. A young couple juggling parenthood like a pro – or two parents hanging on by a thread? You decide.  If this was survival of the fittest our money would be on the dogs, just look at that “photo-ready” wide-mouthed smile. What’s your biggest dysfunctional family photo op? Let’s all bask in the glory of being perfectly imperfect together. 

What about the child? Caught between his parents’ love and emotional damage, he looks to the photographer for a reaction. With a momentary look of distress, he warns his parents: one more kiss, and he’ll burst into tears.

Despite getting older and it being time to let go of the past we doubt these cousins and his brother will let him live it down. Let’s just hope he can take a joke and doesn’t have the same temper that he had as a kid. Thank goodness for some quick photography skills that managed to capture not only the tantrum but also the awkward split-second shock reaction of all the cousins. It does make for a memorable moment however awkward.

He shows his wife the picture, hoping for guidance, and asks, “Do I really need to RSVP? Can’t I sit this one out?” His wife can barely contain her laughter as they dissect the photo, wondering what possessed the family to pose like that.

Either her parents had just offended or she mistook the shoot for a movie scene and wanted to play dead. Hey, whatever the case may be, it was her time to shine.

This seems super awkward, but you could tell that it was deliberately planned – look at their painted hands. They took time to paint their faces, all in the name of looking like clowns. Yes, they are just kids, but they are a ridiculous bunch.

Perhaps it was all a trending fashion at the time, we can’t exactly tell, but tagging it “hilarious Queen Elizabeth – the third and fourth” is the perfect way to describe this ensemble.

Well, instead of feeling awkward, perhaps it pays to instead, remember the golden moments we had as a kid, and thank God we’re older, wiser, and have a better wardrobe now.

The photographer was also creepy for making the baby a spotlight. Years on, we bet it’d have a big question for the parents, questions like, “Was I the only dessert you could think of at that time”? They’d better prepare an answer for him.

The little girl is beaming with joy, while the parents look “okay” with the whole situation. This family keeps the party going year-round. Santa better watch out, because this crew is ready to sleigh all day!

Check out the littlest one in the glasses – she’s got that look that only the youngest sibling can pull off. Maybe she’s just wondering why they are not getting ice cream.

Amidst all the madness, the eldest sister stands out as a beacon of normalcy…until you notice the strategically edited logo on her shirt that throws off her mom’s head! Thankfully, the youngest daughter saves the day with her genuine smile and unedited joy.

We can only imagine the look on his face when he realized what was happening. But hey, when nature calls, you gotta answer, even if it’s in the middle of your birthday celebration. We just hope they washed their hands before digging into that cake!

His “Hugs Not Drugs”  t-shirt has a good message, but it’s not exactly calming the baby down, and let’s just say his hold on the baby could use some work. Grandpa looks stressed – but at least he’s trying!

The lady made her nephew click these perfect pictures where she’s drowning in the sugary world of SnackWell’s cookie cakes. Given her smile, while she bites that cookie, we can see she is already in heaven!

This little girl shares similar sentiments as she holds her baby sibling for a photoshoot. Her smile clearly says, “Are you kidding me? I didn’t sign up for this!”

Why did she think being draped in linen with her son was a good idea for a family photo? This poor kid’s face looks like he wants the ground to open up and swallow him whole. It might be an embarrassing moment that would haunt him forever!

The family had an Internet service provider business and it seemed like they didn’t really have an advertising budget. They seem to have decided to promote their business by wearing futuristic outfits that look like they just stepped off a NASA shuttle.

This mother tricked her poor little daughter into thinking she had a glamorous Demi Moore hairstyle from the movie Ghost. Well, the photo tells us a different story. We are sure Demi didn’t have portobello mushroom on her head in the movie.

Instead of scolding her son for climbing all over his sleeping father, Mom decided to snap a few pics to commemorate the moment. Despite the camera clicks and the flash going off right in his face, Dad remained blissfully unaware of his son’s acrobatics.

Whatever the case, they’re head over hooves for each other. But who are we to judge? After all, they say love is blind, and in this case, it might be a little woolly too.

And Dad, well, he’s a bit slow with the camera, so he missed the perfect shot. It was a moment when the universe said, “Let’s make this one a classic!”

The photographer tried to corral Lucy for a decent shot, but she wouldn’t budge, “Yes, Lucy, we know the dress is beautiful, but try facing the camera!” She didn’t listen, and she still regrets it decades later. At least she looked stunning, right?

At just eight years old, her mom has her looking like a superstar in front of the camera. She’s a natural, and the camera can’t get enough of her. But let’s be honest; every little girl needs to take a break from all that glam and play instead.

It’s only understandable that this woman has chosen her girlfriends to be her bridesmaids at the wedding and have them stand as her kid’s godmother. They were more than ecstatic. But we can’t say we feel the same after seeing the motif for this group picture.

This rockstar symbolizes the wild child in each of us. Out of all the photos on this list, we almost wish we had taken one like this of ourselves. It’s a great reminder of the good old days.

While the mother seemed content as she posed for the photo, the dad looks otherwise. He’s probably thinking: “Another baby, less time for sleep.” This one definitely goes down in history as one of the best yet awkward family photos. We can see why they wanted another kid!

Truly, it looks like the sister is about to do something pretty horrible to her younger and more innocent baby sibling. We can clearly tell who is the angel and who is the devil child just by glancing at the photo.

We can only help but wonder what the man’s wife thinks after seeing this photo of him as a Megamind infant. She probably hoped that their children wouldn’t inherit his massive cranium. Yikes!

Even better is the reactions of everyone in the background! They are equally as amused as we are at this funny sight. Ah, yes, napping is truly life.

Supposedly, the grandfather of the grandchildren had a tradition of hanging up every image he had of them — even the ones by dumpsters! That’s a dedicated grandpa.

Of course, you smile as weirdly as you possibly can and make an exaggerated facial expression! This is the result. The woman’s son is giving off some major Joker vibes.

In the photo, a mom and her daughter were on a chairlift and there were no safety bars across their laps. What did the mom do? She put her arm across her child, of course. Jeez, that’s pretty scary.

And the oldest wasn’t having it. That surely escalated quickly! Nothing like a bit of old-fashioned sibling fun to stir the pot.

It appears as though some sort of demonic presence is possessing the daughter, whose face is a bit too convincing. The dad, on the other hand, is completely unphased. Either she’s terrified or just acting silly, but either way, this photo will make anybody laugh very hard.

Well, this mom in 1980 was up for the challenge. Talk about being brave! She even put pillows under herself to be comfortable, although she didn’t have any head protection. Hopefully, he landed it successfully!

Still – maybe this kid had his fair share of drama and horror. Also, this new mom should know that the first chapter of this book is rated PG. She might regret it soon, this is how the nightmares start.

The pelican lifted its beak to object, but she quickly silenced him, “No! Listen to me!” We couldn’t make out what else she said but it’s pretty clear that the pelican wouldn’t be soaring close to humans or their drones in the future.

Everyone was eager to try on their piece from the handmade collection, even the oldest kid – they were mismatched, yet warm, outfits. Plus, the clothes probably made it easier to keep track of them when they went out.