baby poop portrait

Little Squirt

“The photographer captures the exact moment Dad feels the shot while Mom just smiles for the camera…. now this is an awkward announcement photo!”

(submitted by Donald)

old school portrait

Lady With an Ermine

“I don’t know if this image quite qualifies for the site, as it is a masterpiece that I managed to defile in photoshop, but it IS awkward. And my dog counts as family… It came about when I looked at my dachshund-mix, Wesser, and thought- with love- “sometimes that boy looks like a weasel”. With that, DaVinci’s “Lady with an Ermine” immediately popped into my head and a scheme was born. The best part is, family and friends not only applauded my mangling of the masterwork, but are now requesting their own! Which, I think, speaks volumes to the familial awkwardness from which this sprang.”

(submitted by Holly)

funny band kid

Into The Woods

“In the truest sense of the term, this is an awkward family photo. Circa 1984. Failing to capture the spirit of my role in the North Stafford High School marching band, dad thought it made sense to stage a photo of me in my uniform … in the woods … in a chair that just happened to be there … and without my sax. Instead, it looks like I am the young regent of Sherwood Forest, perhaps its constable, given the bobby hat.”

(submitted by Chris)

awkward sister picture

Hey, Let’s Pose With a Tree

“One day my sister and I were taking a walk when she suddenly said ‘Hey, lets go take pictures with the trees.'”

(submitted by Samantha)

ocean fail

The Evolution of a Wavecrush

This family is about to receive a surprise.

Read More

denim family picture

Days of Denim

“This is my family around 1995 or so. The height of Ck1 and denim themed family photos apparently. That’s me smashing my ribs and gripping on for dear life while I had to hold my serious face pose.”

(submitted by Lindsay)