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Trying to look cool FAIL


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» 405 Failures in Communication

  1. arimareiji says:

    wow

  2. Boxed Lunch Brigade says:

    Don’t mind the nudists in the background…

  3. flamebeast says:

    naked fail.

  4. Mr-Juul says:

    WTF?!

  5. Floppy Catfish says:

    hahahahahaha

  6. Markov Chain says:

    DOUCHEBAGGERY!!!

  7. the TX says:

    Dammit, I was about to post ‘first’ for the first time ever on an ICHC site, but there was a comment already posted by the time I’d clicked to make a post.
    *cries*

  8. dave says:

    k.

    the chick in the front looks dumb with such a short haircut. what is she trying to be rit or sinead o’connor?

    and the chick in the back has the hairiest boobs i’ve ever seen. eva

  9. Arrian says:

    Maybe it’s the beginning of homemade porn…

  10. DrB says:

    and?…Who doesn’t get around with their kit off at home??

    • Wormulon says:

      this is true, but their seems to be somebody else to the right of him having a good ol’ chat and a cup of tea

      • Ryannon says:

        It’s a Marine recruiter and naked dad is trying to get the best deal for his son knowing the recruiter will agree to anything in order to get away from naked dad’s nakedness.

  11. Smiley says:

    Wow indeed. Naked or swimsuit?

  12. aj says:

    i don’t know if i’d use the word ‘cool’

  13. RealTime says:

    Ha! Cade look, you’re famous!!! (for all the wrong reasons…)

  14. Ben says:

    Ugly Naked Guy ftw!

  15. grannycatflap says:

    The fail is that he’s drinking water not beer naked on the couch

  16. steve says:

    he looks so stupid. like paris hilton….
    maybe he wants to be like her?!

  17. Ricks says:

    Apparently, adding naked dudes means there IS a way to look more like a complete tool.

  18. BuzzKill says:

    Even without the naked guy in the background this is a fail. Naked guy win, stupid sunglasses and popped collar fail.

  19. steve says:

    I think he is farting while taking the picture… that could explain this stupid look….

    • Tianashen says:

      Nah… he’s obviously mimicking Zoolander… early though… this boy can’t even turn left yet. Go play with gasoline! ;)

  20. Tianashen says:

    The picture right before this? Hairy man on the couch was wearing that bright pink floral robe slung over the chair…..

    Now sit back, ladies and gentleman, and see what the catching mit will be used for!!!

  21. Mookie says:

    Rico Suave, totalmente.

  22. Arrian says:

    It reminds me of the Tiananmen Square video…

  23. wolfgangmunzerl2 says:

    Lemon Party…
    NOOOOOOOOOOOOOOOOOOOOOOOOOOOOOOOOOOOOO!

  24. Jujupiter says:

    Even without that guy behind, it’s still a “trying to look cool fail”!

  25. ryannon says:

    He had a checklist before taking this picture.
    Cool shades – check
    Popped collar – check
    HS Baseball glove on desk indicating I am still in HS – check
    Sister/mom at table licking her knee – check
    Dad naked on couch – check
    *
    Alright, let’s make camera magic in 3, 2, 1

  26. Retaba says:

    Family meeting in 3..2..1..

  27. steve says:

    I swear the guy in the background is photoshopped!

  28. SomeGeek says:

    L.

    M.

    F.

    A.

    O.

  29. titaniumspork19 says:

    WHERE?!! 8D

  30. Sakhalinskii says:

    I find the threat of barely concealed testicles compliments his choice of sunglasses quite nicely.

  31. steelwizard says:

    Epic Fail

  32. JasonK says:

    The guy in the front wants to be cool. The nudist in the back is cool. Penis out ftw!

  33. itsacrazyasian says:

    next thing you”ll realize is he’ll be on one of the Proactive commericals… Good candidate though.

  34. M says:

    This guy reaks of total douchbagness, actually should be nominated for the biggest douch in the world award.

  35. Blue2thFairy says:

    Taking Failblog Pictures 101:

    Put collar up on light purple dork shirt….Check
    Put on Dollar store “sun” glasses….Check
    Strike my best “I’m too cool for this shirt and glasses” pose….Check
    Make sure dad is naked in the background….Check!

    Snap away.

  36. Cuisine! says:

    I like that nobody noticed the nudist. Because this picture would TOTALLY be on here just because of the guys silly glasses. Nope not the guy the arrow’s pointing at! :D

  37. Ryannon says:

    Christopher, is that you in the chair next to the table talking to naked dad? Those look like either mailman pants or Marines dress blues but we can’t see the red stripe.

    • Christopher says:

      That’s…. actually a couch, Ry. I was actually sitting next to him trying to get him to understand that refinancing the house to pay for his laser hair removal was in his best interest.

  38. BondFan4518 says:

    Is it me or did that nude guy just move slowly towards the camera?
    Because if he did…

  39. ubr says:

    has anyone ever seen the site hotchickswithdouchebags.com ? this guy would fit right on the front page… except for that chick in the back isn’t that hot… but he’s definitely a douche…

  40. steve says:

    the guy also photoshopped his wiener….

  41. Blåbär says:

    Haha AWFUL!!!

  42. I actually view this as a win – a win for trying to look VERY GAY. To add to the factors contributing to the win: the nude old guy in the chair over his left shoulder. SCORE!

  43. pepe says:

    que tio más ajjjjqueroso!

  44. grym says:

    the worrying thing is the “lotion” bottles on the table…
    douche’d better evac on the double, lest he becomes a psycho douche.

  45. Adam says:

    LOL – Probably Armenian..

  46. Bod says:

    How has nobody noticed that there are two naked people on the couch?
    The leg on top does not belong to papa.

  47. ohsleeper says:

    -eurotrash sunglasses: 20 dollars
    -douchey demeaner: 70 dollars and a trip to Lacoste
    -one week in a rental trailer: 150 dollars
    -grandpa having nekkid time on the sofa: priceless

  48. She says:

    What is with sis giving herself a pedicure in the background? What was this guy thinking?!

  49. Ant says:

    It would be a FAIL even WITHOUT the naked guy behind him.

    It’s just a “Trying to look cool FAIL” anyway.

  50. pootpoot says:

    He wouldn’t look cool even without the naked man in the background.

  51. MadTurki says:

    The guy’s a douch-bag even if there wasn’t a naked man in the room :P … which is wierd

  52. Sppomonkey says:

    Yeah…. kinda hard to look cool when you appear to be on the verge of crying. the popped collar and women’s glasses further detract from any possibility of looking cool.

    Although I guess I’d look sad too if trying to look cool while a naked or near-naked man sat nearby…

  53. T.K. says:

    Is it weird to anyone besides me that there happens to be a naked man in the room with a kid being a complete douche and some girl reading the newspaper? What is the relation between the three? I just find that a little bizarre.

  54. Mike says:

    O_O……well i have nothing more to say…then…ugh…eww..(walks away from pc)

  55. Fis6 says:

    Gaaaaay

  56. Cam says:

    I was laughing so hard…Until I saw the guy in the background…Then I was rofling…

  57. whatsthatsmell says:

    I hope the FNG (Fat Naked Guy) uses that baseball glove wisely.

  58. toga town says:

    new this kid in high school, haha wow. So may be one of the better things that has happened to him

  59. Fail.. says:

    LOSER

  60. Tracy says:

    I think this family are in a vacation condo. Probably florida or the southern east coast from the looks of the furniture, the hotel style phone, etc.

    Dad in the background sure does look nekkid, but is probably is wearing a banana hammock. He likes it because he thinks he’s thrillin all the ladies down at the beach when he struts by showing off his package.

    The Jersey Guido Douche boy has just gotten himself all dressed up (yes, popped collar is all dressed up in Jersey) after taking a bath in Acqua Di Gio and is now photographing himself to put on his myspace just before he goes out clubbing on his fake ID, which will fool no one, but will still get him in because he’s a tourist with cash to spend.

    The little sister sitting at the table is painting her toenails and pretending she’s not related to those two unnatural freaks of nature who are getting all the attention in this pic. She’ll be in therapy three years from now, but it doesn’t matter. It’s hopeless.

  61. umm...oops says:

    myspace pic…

  62. Alex says:

    which is the fail?
    the glasses or the naked guy?

  63. Claudia says:

    HAHHHH what a douche xDD

  64. rat says:

    PHOTOSHOP

    he obviously took that pic himself. how would he not have seen his naked dad in the background?

  65. rat says:

    photoshop

  66. Jojo says:

    um ambient nudity is WAY COOL!

  67. cvk says:

    …and what’s with the girl’s leg on the left? Is that some kind of yoga pose?

  68. Shortee says:

    How do you think he got the money for the sunglasses?

  69. arthur says:

    u know, this is probably this guys myspace default pic. and he probably got like a hundred comments pointing out the fat naked guy.
    hahaha. ubbber fail

  70. Lummox JR says:

    The women’s sunglasses trump the background nudity. Both are laughably at odds with the earnest “I’m so cool” look on his face. Anyone can fail to notice (or think to care about) the background of their photo, but the kind of idiot who mistakes the wrong gender’s accessories for flashy attire is bound to forever be a loser. Bonus points that they’re not just any women’s glasses–they’re middle-aged cigarette hag sunglasses that snuck out of a time warp from the 1970s. No number of bloated nudists could ever compete with that.

    If he takes that look clubbing I at least hope be brings the matching duffel purse. Otherwise he’ll just look stupid.

  71. Eat My Short Dick says:

    Not even the popped collar can make up for that

  72. Ultimadonut says:

    Is this where the Vicar Potato jokes started? :D

  73. elo says:

    This would be a fail even if there wasn’t a gross naked guy in the background.

  74. Dieguillo_O says:

    masculinity FAIL.

  75. SeekayofRome says:

    Trying to look cool fail; Censorship win.

  76. Hauntzor says:

    HOLY SHIT!!! How did you get that picture of my dad???

  77. Jonas says:

    iiiiiiiiiiew

  78. Jim says:

    Wow. A double fail! A naked guy behind a guy who thinks he’s cool, but failed worse than my fiance’s brother! Seriously though, all sunglasses of that kind need to be destroyed, for the simple fact that they only say “I have far more money than brains.”

  79. TheNakedMan says:

    The naked man is the one who’s looking cool. :) )

    Guy’s shades < The Naked Man.

  80. Predictable says:

    Wow, he doesn’t even need the naked fat guy in the background. His face in combination with that uber gay glasses are enough to make him a hughe FAIL!

  81. krazedkroat360l says:

    AM I THE ONLY ONE THAT CAN SEE THERE IS A NAKED MAN IN THE BACK LMAO.
    LOL

  82. Michelle says:

    Poor guy…. He was just trying to look cool! LOL!!!!!!!!!!!!!!!!!! XD

  83. fake name says:

    indeed, ’twas a fail. a fail like never before

  84. Daniel says:

    I think he looks pretty cool….i have a pair of sunglasses just like that….and my Dad sits around nude all day since the layoff…it doesnt bother me or my sister at all….

  85. EpicFailGuy says:

    HAHAHA! rickrolled!

  86. Really??? says:

    there’s a naked guy behind him i wonder what’s he’s looking “cool” for or who, anyway …

  87. Mazjinga says:

    GROSS

  88. Trutru says:

    AAAAAHAHAHAHAHAHAHAHAHAHHAHAHAHAHAHAHAHAHAHAHAHAHAHAHAHAHAHAHAHAHHAHAHAHAHAHAHAHAHA CANT STOP LAUGHING! AHHAHA MAJOR FAIL

  89. Remilo says:

    what does that girl in the background have. It doesn’t look appropriate.

  90. brewer says:

    lol. its Chirdo…. lol. OWNED BITCH!

  91. John says:

    I bet he was thinking of joining the sis

  92. jamjam says:

    lolz….
    he evan looks embarresed in the photo… look how red he is!

  93. What Name? says:

    O_O

  94. miyu says:

    O.o …i am now disturbed.

  95. alyssa says:

    that is NOT cool..

  96. shrrreeeeeee says:

    thinking is not needed when naked.

  97. topaz says:

    so there is a naked guy in the background of this pic

  98. wowow says:

    what a tool.

  99. Chacarron says:

    Has Anyone Else Noticed The Naked Guy In The Backround??

  100. Chacarron says:

    Has Anyone Else Noticed The Naked Guy?

  101. Chomskylicious says:

    Somebody has to model those safety goggles.

  102. shlong master says:

    i have naked men in my house all the time

  103. shlong master says:

    hey thats me

  104. n00b pwner says:

    his dads a nudist? but still a fail.

  105. IrisHrAge says:

    super douche


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