Behind The Awkwardness

Behind the Awkwardness: Simon Says

“This is my stepdad, Simon, doing a handstand on a trash bin while wearing leopard-print Speedos. I have a friend in England who collects pictures of people in/on trash bins and so we took this for him. The speedo & handstand were Simon’s ideas.”

“Simon doing a faceplant on a trash bin, shortly after doing the handstand.”

(submitted by Heather)

In Behind The Awkwardness • August 10th, 2010 • 90 Comments »

Behind The Awkwardness: Twins

“Im the cute little kid in the back. I was about 4 years old and for some reason me and my identical twin brother got the bright idea that it would be fun to go outside and take a whiz on the street. When we came back inside the house, my mom asked us where we went, and we told her. Then my dad got a brighter idea, went and grabbed the camera, and made us go stand in front of our puddles.”

(submitted by Juanster)

In Behind The Awkwardness • August 1st, 2010 • 66 Comments »

Behind The Awkwardness: The Winged Warrior

Help Bill recapture the awkwardness of his youth:

“My parents cursed me with this hat (and wardrobe, and throwing skills). It stayed with me through a good part of my awkward years, but I’m happy to report I did end up with a wife and kids so the damage wasn’t permanent. I feel it is my duty to submit this photo, and confess that I have grown nostalgic for the hat. I’ve looked over the years, and Cosmic Caps apparently is long out of business, and ebay is a bust (why anyone would keep one I have no idea). My goal is to find one and send it to my dad who bought the cap for me such that he “could find me in a crowd.”  Then maybe I could pass one on to my poor son. Anyway – if you have any idea where I can find one, please let me know.”

(submitted by Bill)

In Behind The Awkwardness • July 26th, 2010 • 120 Comments »

Behind The Awkwardness: Mountain High

“I don’t know whether it was due to the above ground nuclear tests of that era, or what, but a lot of family photos from the 60′s looked like stills from bad late night sci-fi movies.I am only four years old here, and already irreconcilably weird.”

(submitted by Leigh)

In Behind The Awkwardness • July 19th, 2010 • 88 Comments »

Behind The Awkwardness: Tarzan

“This is a photo my my two oldest sisters at a theme park in California posing for a pic with a actor who had just performed in a stage show. Apparently, he likes how my sister’s sweater fits.”

(submitted by Deborah)

In Behind The Awkwardness • July 13th, 2010 • 67 Comments »