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Behind The Awkwardness

The Remarriage

This is me, in the awful probably homemade dress with my Dorothy Hamill haircut, the day my mom and stepfather got married. Clearly, I am thrilled. And so is my brother.”

(submitted by MeLaina)

The Pincher

“This is my dear friend. She had never been on a cruise before, and didn’t realize that they took your picture when you got out at each port. Naturally, since we had a 7:30 am excursion, she was a little disoriented when she was greeted with flashbulbs. Imagine her surprise when she saw this photo and realized that this lovely Sombrero wearing guy was getting a little souvenir for himself.”

(submitted by Amber)

Small Wonder

“This is a photo of me and the robot I made when I was in the 3rd grade. Who knew I could create a great work of engineering at such as young age? This photo is just one example of the intense awkward stage I went through – please note: lack of smile, random lawnchair in the obvious cold weather, bright blue glasses…and yeah, that robot.”

(submitted by Katy)

The Throne

“My uncle decided that my grandfather spent too much time in the bathroom. For Christmas, he got him a padded toilet seat so he would be more comfortable. Super awkward.”

(submitted by Kelley)

Party Favors

“This is my Great-Aunt, who went to my cousin’s wedding in that pastel track suit with the purse around her neck. This picture was taken right after she was told she could take home the champagne glasses. She fit as many as she could in her hands, but made sure she had room for the leftover champagne.”

(submitted by Jen)

The Hangover

It was my 1st birthday and apparently, while my mom brought guests to the door, I licked all the liquor glasses empty. After returning, she saw me falling backwards and passing out. The ambulance medic told her that I had consumed too much alcohol and sat me on the throne. Not too much has changed since then.”

(submitted by Beatrice)

The Patriot

“My grandfather is the star of many awkward family photos. Here, he poses pantsless, with a pair of kettlebells, artistically composed at his feet to highlight his lack of pants and booty short spandex. The  flag in the background pretty much says it all: this is AMERICA.”

(submitted by Hannah)

You’ll Shoot Your Eye Out, Kid

This is my brother and I. I was around nine and he is about 6. Pink shirts and suspenders really? I look like a cross between Ralphie from Christmas Story and a young Larry King.”

-Jeremy

The Space Between

“My brother was fussing the whole portrait session, and my parents were getting frustrated as they were just trying to get one decent photo of the family. Finally, they threw their arms in the air and told him to sit where he pleased. It was my brother’s decision to sit off to the side. As you can see from my smirk, I wasn’t upset about it. Considering how odd the picture turned out, I’m surprised my family selected to hang it in our home for all these years.”

(submitted by Yuri)