Christmas

Oh Shirt - Behind The Awkwardness

Oh Shirt

“I can’t remember the holiday, but my grandparents gave me a shirt & my sister money!!!??? You can see my enthusiasm!”

(submitted by Leah)

The Anniversary Party - Behind The Awkwardness

The Anniversary Party

“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)

Tune In - Behind The Awkwardness

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)

All Lit Up - Christmas

All Lit Up

Their holiday cheer is electric.

(submitted by Nicole)

Hot Tub Time Machine - Christmas

Hot Tub Time Machine

They send their warmest regards.

(submitted by Frankie)

Wunderbras - Behind The Awkwardness

Wunderbras

“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.”

(submitted by Tara)

Last Supper - Christmas

Last Supper

And you’ll be playing the role of Judas.

(submitted by Robert)

Cape Fear - Behind The Awkwardness

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)

The Merriest - Christmas

The Merriest

Don’t be afraid to oversell it.

(submitted by Beau)

Lighten Up - Christmas

Lighten Up

She already had the ornament, so why not.

(submitted by Evan)