Ho Ho Halloween

October 16th, 2014

Ho Ho Halloween - Halloween

“This is from 1988 I believe, I would have been 5.  While other little girls were dressing up as princesses, witches, or something cute, my mother decided to dress me as Santa Claus!  Because what 5 year old little girl wouldn’t want to be Santa for Halloween?  My sister was a duck, my mother convinced her she was dressed as Howard the Duck (I was so jealous!). Another one of my sisters is a dog, and my oldest sister was a fashionable 80′s fashionista (lucky!). That’s my mom in the picture, proudly showing off her misfit kids!”

(submitted by Jamie)

In the Dog House

October 15th, 2014

In the Dog House - Behind The Awkwardness

“This was for a school contest my sister was competing in. The prompt was “what if…” and she thought it would be fun to reverse the role of dog and master. I remember needing to pee so badly in that kennel.”

(submitted by Caroline)

• In Behind The Awkwardness1 Comment »

When Wedding Gifts Attack

October 15th, 2014

When Wedding Gifts Attack - Wedding

“My wife wasn’t too excited about our wedding gifts…”

(via The Meta Picture)

• In Wedding19 Comments »


October 14th, 2014

Mummified - Behind The Awkwardness

“My dad was a history enthusiast. My mom a nurse. On a dark and stormy night they joined together and this is what happened.”

(submitted by Caroline)

The Boy In The Yellow Shirt

October 14th, 2014

The Boy In The Yellow Shirt - School Photos

His ghosted image refused to be upstaged.

(submitted by Mike)


October 14th, 2014

Ostrichphobia - Vacation

Prepare to be smiled to death.

(via Sarah)

• In Vacation2 Comments »

I Want Your Sax

October 14th, 2014

I Want Your Sax - Co-Workers & Teams

They just slipped into something more comfortable.

(via reddit)

View Mobile Site
spread the awkwardness