Skip to content

Behind The Awkwardness

Vacuum Boy

“As a child, my boyfriend loved appliances and in his eyes, all other appliances paled in comparison to the vacuum cleaner. When he was around five, his mom took him to a photography studio to get his portrait taken. He asked the photographers if they had any vacuums he could take a picture with. They found one in a broom closet and brought it out for him… the rest is history.”

(submitted by Joanna)

Journey To The Center Of The Earth

“My class we had to do a project where we were a living museum. Somehow, my ‘exhibit’ was the Earth itself. This was the end result, and I’m so proud of this picture I have it framed in my apartment to confuse guests.”

(submitted by Katie)


“This is a photo of me from when I played basketball in second grade. My mom liked to put my hair in bows to match my uniform and I had really bad eye sight.”

(submitted by Kaylee)

Rabbit Trick

“This is a photo of me and my cousin about ten years ago. I was about eleven, a giant awkward thing who had yet to get braces. For some reason, while walking around at the mall my mother and aunt spontaneously thought it would be a grand idea to force us to get easter pictures. The “photographer” put us in half a bunny carcass and bunny ears, and voila!”

(submitted by Solanah)

The Hangover

“I was a rebellious kid growing up. The night before this photo– I had stayed out late and had been drinking. When my mother saw me, she made us all wear sunglasses to hide the fact that I was so hungover.”

(submitted by Ryan)


“This a wonderful picture of my husband when he had a patch over his left eye. He told me that his dad made him pose forever to take a picture, and my husband, fed up trying to get the right pose for him decided to grab the first “flower” he saw. I guess that his right eye wasn’t that good either because, that flower was basically thistle, which is considered one of the ugliest weeds in Spain.”

(submitted by Eli)


“My brother must have just turned 14 or 15 which apparently means that there is no party anymore. Instead he was stuck with an undecorated cake and a chicken pox/calamine lotion covered little sister to take his picture with. Clearly, neither one of us was very happy about it.”

(submitted by Jamie)

The Waiting Game

“This is a photo of my wife in the late 80’s with her father waiting for her prom date to pick her up. As you can see by the photo, she wasn’t very happy posing for a pic with shirtless dad.”

(submitted by Tim)

Cape Fear

“A photo of my grandmother and I, wearing the awful cape my mother made me and insisted I wear every Yuletide for years!”

(submitted by Amanda)

She Bangs

“The day before school pictures 1984 my mom was complaining that I wore black too often (all the time). So after making myself beautiful on school picture day I grabbed an old white sweater vest out of her closet and wore it to school. She still was not pleased with my school photos. Wonder why?”

(submitted by Mara)