Awkward Office Photo Contest

Congratulations to Mara and her department for showing true dedication to their craft by dressing up as a bar graph for Halloween and winning the Awkward Office Contest, a package of Horrible Bosses-inspired prizes (including movie passes, official t-shirts, and a desktop beverage dispenser) as well as the brand new Awkward Family Photos board game!

Honorable mention goes out to Janine, whose inspiring beats and rhymes almost won her the title.

Thanks to all of our nominees and the whole AFP community for submitting so many amazing photos (see all the submissions here) and don’t forget to check out HORRIBLE BOSSES now playing in theaters!

*Warner Bros. Entertainment Inc. and its parents, affiliates and subsidiaries are not responsible for the promotion, administration or execution of this Contest.

Setting The Bar

“For Halloween one year, my department put together a costume as a bar graph (yes, we’re a bit nerdy).”

Submitted by Mara

Lose Yourself

“In an effort to raise morale and to just generally have a good time one summer, I had a rap off with a 16-year-old work term student working in the building. I won.”

Submitted by Janine


“I have the vacuum. My co-worker has just dumped the waste cartridge from the printer. When it hit the floor it exploded and completely enveloped her with a fine powder of cyan, magenta, yellow and black toner.”

Submitted by Cathy

Bigger Love

“Our Boss had us all dress up like polygamists for halloween. AWKWARD! Especially since it was a collections office, we had customers coming in all day.”

Submitted by Jessalynn

Last Man Standing

“My mom’s favorite holiday is Halloween. She loves coming up with crazy costume ideas and then creating them from scratch. The hospital she worked for often had costume contests among the departments. One year, she got the crazy idea of having the only male in her department dress up as Snow White and the rest as the seven dwarfs. Needless to say, they won that year!”

Submitted by Brillana

That’s All, Folks!

“This is a picture of a music ensemble with whom I worked for six years, travelling around Canada & the US playing concerts for schools and adults. (I’m the handsome guy on the far right) Taking this picture was itself an awkward experience. We’re all of different heights and somebody had the brilliant idea to shoot us individually and then photoshop us in this weird pose WITH OUR HEADS AT THE SAME LEVEL. To add even more awkwardness, the chosen background is quite hideous as it has nothing to do with the rather random colour schemes of our solid colour jackets combined with whatever you call that thing the woman is wearing at the front. It all makes me think we’re doing a LOONEY TUNES cartoon”

Submitted by Ben

Thanks for the Mammaries

“Nothing good can come from a going away party when the cake is a “booby cake” and the gift is a pair of Valentine boxer shorts signed by the staff. The text on the cake read, ‘Thanks For The Mammaries!'”

Submitted by Charlie

The Band

“An album picture for my Uncle’s band.”

Submitted by Dalton

Don’t Mind Me Doing This

“At the time, I was Corie’s assistant and I was organizing her computer tower’s wires in the most awkward fashion possible. With my dreads and my extreme attempt to be unnoticed as I crawled across her desk, I believe I was successful.”

Submitted by Cheyenne

Casual Friday

“Ahhh, the good old days when you could hire a stripper to come to the office to dance for the boss.”

Submitted by Don