Awkward Office Photo Contest

August 31st, 2010

They may not be blood related, but that doesn’t mean they aren’t family. Inspired by The Office: Season Six (9/7 on Blu-ray & DVD), we are proud to announce our first official “Awkward Office Photo Contest,” a tribute to our awkward home away from home. We want you to send in your most cringeworthy office pics, whether it’s posing in the cubicle, in the parking lot, or in clown makeup at the annual corporate retreat. Even if your workplace isn’t technically an office, we want to see pics of you and your co-workers doing what you do best… making each other uncomfortable. Winning submission takes over the homepage 9/15 and receives a signed copy of the Awkward Family Photos book!

Enter the contest here. Check out submissions here.

55 Responses to “Awkward Office Photo Contest”

  1. Joey says:

    Ok. so the links to the Awkward office photo contest don’t work, and I can no longer enter new pics? How disappointing!

  2. serah says:

    HAHAHA * look at grumpy gus, smack dab in the middle of the back row :D

    also- kudos to the fashionista who decided to pair MICKEY with that outfit .. way to be a trend setter, girl

  3. Tony says:

    insane clown posse….family edition

  4. chris says:

    I really want to know what this is from.

  5. Alan says:

    “Ok,the photographer has to leave soon,so,quit clowning around”

  6. Chewy says:

    These are the parents of the Insane Clown Posse….

  7. CarrieM says:

    Maybe I’m an idiot. I thought they really were Barnum & Bailey clowns. The matching outfits wouldn’t really make sense, but they wouldn’t make sense anyway. Red plaid?

  8. Stacia says:

    Don’t bother, they’re here.

  9. Heather says:

    The clown in the back row third from the left looks like he was completely wasted when he put on his makeup…what’s going on with that clown face anyway?!

  10. Swimming against the tide says:

    I never realized there was so many ways to do “creepy”!

  11. Kim says:

    Ok, what Scottish Klan is this? I think the plaid is awkward also. Is it the MacClownigans?

  12. JerseyPam says:

    I like the brother’s hat and makeup. He’s rocking his suit, totally stylin.

  13. Brick says:

    Gathering of the Juggalos!!

  14. Sunny says:

    What’s up with the clown in the back row, second to last? Looks like she didn’t want to paint her fact, so she put on a mask instead. Either way, her expression creeps me out.

  15. Again says:

    The clown on the far right is kinda hot…

  16. SmartAzz says:

    Wow this is super creepy ! They are good sports to put up with going to a weekend retreat and putting up with this nonsense….
    The only good thing I think came out of the weekend is…At least they saved on Gasoline, because they fit all 15 of them in one “Clown Car” :)

  17. Goofball says:

    The big clown in the back middle, reminds me of the drunken clown in Uncle Buck !!!

  18. Don says:

    The singer Judy Collins would love this picture. She now knows where they are…

  19. JerseyPam says:

    The people wearing the hats seem the happiest. They’re probably the upper echelon.

  20. MeToo says:

    I once told my boss that if I ever had to go on a corporate retreat, to just fire me right there. I would rather be homeless and eating my meals from dumpsters than be subjected to this. Corporate retreat is an oxymoron created by sadists.

  21. carol says:

    It was the lady with just the painted eyebrows who said, “Okay everybody, lets all paint our faces white tomorrow and embellish with clown faces. See who can look the silliest!”

  22. Bongo Boy says:

    Looks like they could only afford black, white, red and blue clown make-up. :>(

  23. Whoa says:

    All right, who’s the clown that thought this was a good idea? Anyone? Anyone?

  24. adfogg says:

    Now I’ll never get to sleep tonight…..

  25. Laura says:

    I’m pretty sure the one with the mustache was in my dream last night…

  26. Stacia says:

    I can’t even comment on the make up because I am so distracted by the moose knuckle front and center.

  27. Lisa says:

    Hey, if anyone can pull this look off, it’s a bunch of circus employees! Let’s just hope that one of me and my office mates in Santa hats never surfaces…

  28. Davey says:

    Looks like the clown in the white pants (surrounded by lady clowns) has a rubber chicken shoved down his fashionable trousers.

  29. MissWillow says:

    … I like the one lady who thought that full face paint was just too much .. and opted for just eyebrows instead..

    • Sara says:

      She didn’t feel the need to wear the full uniform either. She must be middle management.

      • Binkymae says:

        Well the guy in the white shoes must own the school because he is not wearing the required school uniform at all. And he is also holding the elbow of nice gams gal…playa!

  30. Snowrider says:

    The clown in the front row, second from the right has nice legs. Trust me, I’m an engineer. Strange, but somehow clowns aren’t so scary anymore….

  31. Merv says:

    When your boss is a juggalo, you kind of have to be one too.

  32. RICHARD says:

    White face paint awkward – nah. White shoes, now THAT’S awkward! And on another note: Men – when will we learn to keep our legs together unless the package is for sale? And whats with the shirt lapels? Wow.

  33. Iris says:

    Creepiest AFP ever!

  34. Vanessa says:

    That is really creepy!!! I won’t sleep well tonight lol

  35. Stacey says:

    This is why people are scared of clowns!!
    OMG the guy in the middle with the huge collar, brown shoes, and blue socks — he wore those without dressing like a clown — he could scare the bejeeuz out of anyone!!

  36. LuLu says:

    When did Barnum and Bailey start a flight attendant service?

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