The Anniversary Party

The Anniversary Party - Behind The Awkwardness

“For my parents 20th anniversary, my mom decided to dress up in her wedding dress and get our family Christmas photos done in front of the place they were married. I’m the girl bending over trying to hold down my brother who wanted to get away for obvious reasons. Needless to say, it was not everything my mom had hoped for.”

(submitted by Shea)

In Behind The Awkwardness • August 22nd, 2013 • 13 Comments »

Tune In

Tune In - Behind The Awkwardness

“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)

In Behind The Awkwardness • August 12th, 2013 • Add A Comment »

All Lit Up

All Lit Up - Christmas

Their holiday cheer is electric.

(submitted by Nicole)

In Christmas • August 9th, 2013 • 4 Comments »

Hot Tub Time Machine

Hot Tub Time Machine - Christmas

They send their warmest regards.

(submitted by Frankie)

In Christmas • July 15th, 2013 • 18 Comments »


Wunderbras - Behind The Awkwardness

“When I was a kid, my mom, who is a seamstress, would make funky gifts every year for Christmas. Some time in the late 80s, she got her hands on some giant men’s underwear and made sports bra’s out of them. Hence, my two aunts and grandma modeling them on Christmas Eve. This is just one of many awkward Christmas eve photos.”

In Behind The Awkwardness • May 6th, 2013 • 9 Comments »

Last Supper

Last Supper - Christmas

And you’ll be playing the role of Judas.

(submitted by Robert)

In Christmas • April 24th, 2013 • 23 Comments »

Cape Fear

Cape Fear - Behind The Awkwardness

“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)

In Behind The Awkwardness • January 25th, 2013 • 16 Comments »
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