20 Awkward Family Photos That Will Bring Back Memories

No matter how cool you think you were as a kid, there is no doubt you went through an awkward phase. Maybe it was your choice of clothing or the way you cut your hair, but there was a point in your younger life you wished didn’t exist. But thanks to photography, and in particular your parents, these awkward moments still exist. What’s more, some of them include your family, making for some hilarious but awkward family photos. 

You might want to hide these photos forever, but they are a funny reminder of how times have changed. From color-coordinated clothing to your goth stage to the period of time you wore braces, these embarrassing moments caught on camera will last a lifetime. And there’s no better way to get over your cringy teen photos than by embracing them. 

So we have collected some of the best awkward family photos floating around the internet for you to enjoy. Hopefully, for your sake, none of them are of you!

20 Awkward Family Photos That Will Bring Back Memories

1. Brother/Sister Love

Imagine if your mom decided to get professional photos of you and your sibling and they turned out like this? This photo is the definition of what an awkward family photo looks like. 

2. Baby in the Sink

Not entirely sure why there is a fat baby in the sink, but guessing he is getting a wash? Very strange indeed. 

3. Kill Scene

This awkward family photo is meant to be a celebration of the lovely couple’s soon-to-be-born child. Instead, it’s a murder scene with a wolf eating a lizard. 

4. No Blowdryers Were Harmed in the Making of This Hair

It doesn’t get any more 80s than this family photo that proves how much everyone loved big hair. 

5. Mo Hawk City

Picture day at school can go one of either two ways. It’s plain to see which way it went in this awkward photo. The kid’s mo hawk is taller than his actual head!

6. Relax

Another great example of 80s fashion. The dad has the outfit down pat with the speed dealer sunnies, “Relax” t-shirt, and “New York” printed three-quarter pants. A fantastic awkward vacation photo. 

7. Family Dinner in Texas 

This family portrait isn’t exactly going according to plan. While the three adults are all smiling at the camera, one of the kids is crying and the other is taking a drink from a large alcoholic beverage. 

8. Pee Wee Herman Fan

This young kid is dressed for a safari with his good friend Pee Wee Herman. A very awkward photo but funny nonetheless. 

9. Long Live the Mullet

Almost everyone had a mullet at some stage as a kid, but this one is very impressive. It almost looks like it’s been blow-dried to puff it out. 

10. Family Album Cover

This black and white photoshoot looks like an album cover for some sort of 80s post-punk band. 

11. Summer of 85

This photo would make a great greeting card. Big perms, chains, and 80s threads all combine for an awkward moment that will live on forever. 

12. Playing the Flute and Doing the Splits

Not sure if this is an awkward photo or an amazing one. Playing the flute while doing the splits is pretty impressive. This little girl would be an internet sensation if this picture was taken today. 

13. Wedding Photo Ruined

It’s your big day and you are having photos taken and then some half-naked fat bloke walks past just as the photographer takes a picture. What are the odds? While annoying, it did result in this funny family picture. The bloke could not give two fucks. 

14. Uncle Michael

This hilarious photo features a family member by the name of “Uncle Michael.” Wearing a red and black balaclava, he is posing shirtless with his two nieces. It doesn’t really make any sense and is one of those awkward family pics you probably don’t want to be sharing with friends and family. 

15. So Good It Features Two Photos

One of the hallmarks of awkward photos from the 80s was those pictures that featured two images. One is a prominent portrait, while the other is a faded image of the subject’s head. This is a perfect example of that type of crazy photo that was all the rage back then. 

16. Pissing in the Wind

Picture-perfect moments don’t come much more iconic than this image. While the happy family is all smiles in the pool, looks like little Johnny has other things on his mind as he takes a leak in the background. Hilarious. 

17. Please Behave

When the oldest son is trying his best to keep his siblings in line it can result in some funny photos like these. 

18. Not Impressed

This happy family photo didn’t exactly turn out the way the parents imagined after the daughter rolled her eyes right as the photographer went click. An unfortunate moment that makes for a great awkward family photo. 

19. Everybody Was Kung-Fu Fighting

This family does everything together, including taking Taekwondo lessons and then having their photo taken after. This is one family you don’t want to mess with. 

20. Photoshop and MS Paint

How good is this awkward family photo? The dad was photoshopped in and then the sister’s Aracnaphobia t-shirt was whited out using MS Paint because the mom thought it was offensive. Gold.