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Behind The Awkwardness


“This is the way my mother found my sister sleeping. In her pajamas she has a puppet, a stuffed monkey, a stuffed seal, two blankets, and a watch.”

(submitted by Devon)

‘Til Death

“Yes, this is my engagement picture. We thought it would be cute meaning ’til death do us part, but everyone thought it meant our love was already dead.”

(Photographer:Jack Carey, Edited by Robin Simpson )


“My father was taking the photo. Mom was holding me the first time around. Second time not so much.”

(submitted by Sean)

Feeling Groovy

“My “Far-Out” mama apparently thought all of us wearing tie-dye and making our hair as feathered as possible would make the perfect family photo. Please keep in mind this was taken in 1992, when neither tie-dye nor blue eyeliner were in fashion… Thanks Mom!”

(submitted by Hilary)

World’s Best Dad

“Here is a picture I drew for my dad when I was 8 years old back in the day (1999). I have no idea why I decided to draw a devilish pig, with flames bursting in the background, because he is a good guy. Hmmm, if that’s my dad, I wonder what that makes me?”

(submitted by Adam)

Cone Of Silence

“Yes, this is my family. I am the smallest conehead. In a brilliant wave of genius, my mother thought she had come to the ultimate family Halloween costume. She found these smelly, rubber coneheads at a some long forgotten costume shop. We were all a little uncomfortable with it, but with only a few short days until Halloween complete with invite to yearly Halloween party, where were constantly berated and ridiculed for our costumes by this bougie family who seemingly had NO END to there arsenal of elaborate Halloween costume ideas.  So, we went to the party, and after a few dull roars from the crowd of party-goers, the bougie family swooped in to steal our thunder donned as the ENTIRE cast of the Never Ending Story…yep… even Valkor.”

(submitted by Maggie)

The Unintentional Shining Reproduction

“We were touring our new house while it was under construction in 1989. I was 4. My parents were taking pictures of various rooms and I was wandering. Then this happened in a hallway.”

(submitted by Austin)


“In an odd turn of events, we chose to celebrate Easter at the most appropriate time. Please note the stockings.”

(submitted by Theresa)

Banana Split

“My grandmother owns a store in the town I grew up in and every year she enters a float, representing the store, into the summer parade. Of course, this meant that I had to be on every one, usually in some ridiculous costume. I think that this was by far the most embarrassing year though. I’m the waving cherry on the far right and my cousin, on the far left, took the smarter approach and didn’t show his face for the entire parade.”

(submitted by Treg)

A Little Higher

“In my own defense, my son didn’t actually hit the tree branch, though I have no answer for why he isn’t wearing pants.”

(submitted by Anthony)