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Behind The Awkwardness

Cool Ray

“My parents had a traveling puppet show that my sister and I grew up performing in from ages 8-18. This is one of our promotional pictures of us with a puppet we worked together, named… Cool Ray. YES. Kids could buy a picture for $ .25. And did. I’m on the left, apparently sporting the same hair as the puppet.”

(submitted by Amanda)

A Family Tradition

“Every year my mom thinks of a theme and has my siblings dress up to go see Santa. This year was mischievous elves. My parents started doing foster care when I was in 3rd grade, that’s why there’s more kids in a couple pics. I think I was in 5th grade when my mom started the themes with Santa. She would have us go to the Santa in the Mall, which was extremely embarrassing some years, but now looking back its definitely one of my favorite memories. Once you turn 18 or move out, you don’t have to do it. The most recent on is of my brothers.”

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Marking His Territory

“This picture was taken in July 2012 for my daughter’s 3 month photos. We decided to let the dog join us, and my daughter was supposed to rest on the his side, but it looks like the he’s about to pee on her. My son is just miserable, and his popped Polo collar makes him look like he has stud earrings.”

(submitted by Hillary) 

Learning To Sew

“When our mom finds a hobby it quickly turns into a torture technique for the rest of us – from making us look like Rabbidiots to “custom” silk underwear – each week holds new stitching surprises for the whole family.”

(submitted by Sam)

The Irritated Four

“It was the hottest day of the year, and car ride to Olan Mills was without air conditioning and Mom, Grandma, my cousins and myself were all crammed in the car together.  On the way Mom got pulled over for having a broken tail light.  Needless to say by the time we got there everyone was already over it.  Those dresses were hot and itchy, and even time our photographer was ready to shoot, someone started crying or had to go to the bathroom.  I’m the one on the far right with the face.  I still make that face to this day when irritated!”

(submitted by Rachael)

No, It’s Not A Wig

“This is what happens when your mother chops off your beautiful, long, thick, Crystal-Gayle-length hair the day before school photos in Grade 2.  She curled it under every morning.  Success was not having to break out the Aloe Vera for the accidental forehead burns from the curling iron. My hair rivals one of the stooges but it’s meticulous, I give her that. She must have forgotten to do laundry in her haste and put me in some costume that would rival Liberace’s stage clothes. And check out the glasses.  Didn’t realize I was cross eyed until this picture surfaced 33 years later.

(submitted by Krista in Canada)

Benjamin Button

“I don’t know what is worse… the bowl cut, the glasses, the ultra tight pants, the giant belt or the fact that I was off by at least 2 buttons.”

(submitted by Wayne)

The Santa Standoff

“My son had a complete change of heart when it was his turn. No amount of pleading or bribing worked. I was pretty horrified at his behavior, but something told me to order the print and I’m so glad I did. P.S. The teacher/mom in me came made an appearance. After a serious conversation in the mall chairs, we got in line to do it again and he was a happy and willing participant!”

(submitted by Nicole) 

Winter Wonderland

“The setting of this Christmas photo explains a lot about my childhood.”

(via source)

TBD

“My parents made 200 Christmas Cards right before my girlfriend and I broke up. Sent them anyways.”

(via source)