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Behind The Awkwardness

Bedfellows

“This is a photo of my mom, my brother, and my sister-in-law with her priceless facial expression. We were on a mini-vacation to the lake. I’m not saying my mom intrudes on their marriage but… she is in bed with them.”

(submitted by Stephanie)

Baby’s Breath

“Being nine years old can be an awkward age but when you have a perm it can double your awkwardness. At the time, I figured being in a wedding would raise my level of coolness. Unfortunately, if I would have know baby’s breath would have been incorporated into my dreadful perm I may have not been so enthusiastic. Also, lets not forget about the radical twist bangs that so elegantly frame the faces of two bridesmaids. And last but not least, the color of the dresses; EGGPLANT? I know my grandmother made every dress in this photo and they were made beautifully but NO loving hard work of any grandmother will take away from the awkwardness of this photo.”

(submitted by Casey)

P.O.W.

“I have no idea why I am holding a knife or have a grenade strapped to my waist, but since I’m crying I can pretty much guarantee my older brother had something to do with it.”

(submitted by Marcy)

Your Dress is Calling

“This is a photo of me – my friends thought this was worth sharing with the site as I’ve become infamous for the phone dress. I don’t know what my mother was thinking, but I think it was, “One day, my daughter’s friends are really going to enjoy making fun of this.”

(submitted by Priscilla)

Over Capacity

“This is a photo of me (in the yellow suit) and my friend Melissa hanging out in a kiddie pool with the three very elderly, very large women-all sisters-who lived next door to me. They were always referred to as ‘the Old Ladies’ and would babysit me sometimes. I don’t know why my parents didn’t stop this from happening. Perhaps they knew the photo would haunt me the rest of my life.”

(submitted by Maggy)

My Favorite Martian 2

“This photo was taken around 1999. I was studying at the School of Art and the teacher wanted us to create a story based on photos. Some students went to the countryside, others to the sea… I was too busy paying attention to my teenage hormones and I ran out of time to do my homework, so I decided it’d be a good idea just taking some pictures of myself in my bath dressed as… God knows! There are a few more with bizarre outfits, but I think this is probably the worst of all.”

(submitted by Veronica in the UK)

Overfrown

“This is my kindergarten school picture. I was four, and apparently hated taking pictures. The arm you see on the left is my mother’s, to ensure I would stay put while they took the picture.”

(submitted by Rachel)

Tune In

“Is this a promotional photo for a new ABC show about a dysfunctional family from the 90s? No, it’s my family! I always felt like my family was the real life version of Malcolm In The Middle, and this picture from Christmas ’99 is photographic proof. PS, I’m the one in the middle. Believe it or not, I actually requested my mom make me that outfit. Viva la purple sweatsuits.”

(submitted by Lauryn)

First Day

“It was the first day of school in 1989. Dan had an incident blowing up his bike tire and had to wear an eye patch, Andy is all kinds of nervous, and Joe is proudly saluting in wet pants.”

(submitted by Martha)

Spotty

“Just found this gem today. Apparently my mother thought it was appropriate to take me to a rave in a dalmation outfit. Needless to say, I was not happy.”

(submitted by Nicholas)