Sexy Fail

Posted on November 30th, 2009


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Submitted by Gina L.

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  • 67 Comments on “Sexy Fail”

    1. Dude.. says:

      I think Im mentally scared 4 life..

    2. BarnYardPimp says:

      Holy shit…..Ronald McDonald dont have nothing on that stanky hoe. Like Earl Shieb did this makeover…..”I’ll paint any car for 99.95″

    3. maximus says:

      hhhhmmmmmmm….quick lock the door…lets shot this thing!

    4. V says:

      Fuckin’ Clown Town! Look, its a douchebag sandwich.

    5. morbo says:

      oh my jeez.. wtf

    6. remainfailing says:

      Those are three dudes! OK three dude douchebags

    7. Pete says:

      A mexican and a puerto-rican and a black walk in front of a camera…fuck-it you don’t need a joke for this pic!

    8. Youth in Asia says:

      Oh look! It’s james and Daniel and their favorite transvestite cholo prostitute!

      • james says:

        :D looool i think the left guy is you lol…and the whore is your sister..and the other guy is Gaystar Mac lol xD

      • c@sPeR says:

        james thats your woman right in the middle. i told you, you were gay

      • PornStar Marc says:

        Youth in Asia nailed it. Just like homos Daniel and James took turns on that tranny. They then proceeded to chili dog “her.” That was followed by a Monroe transfer from James to Daniel. The night ended in a circle jerk and rusty trombones.

      • Tom says:

        LOL, I was going to say that. Tranny? I think so.

    9. Kingpin1194 says:

      thats not a FAIL thats what chola’s do youtube how to be a chola, and you’ll see

    10. neodox says:

      Uh… No. Maybe aiming for chola, but no.

    11. CornMcKobbler says:

      “Her” eyebrows look like two brown sperms that someone drew on as a joke while she was drunk.
      (I use “her” loosely because I’m not entirely convinced it has a vagina)

    12. Dyquen says:

      Holy shit Chulo Guidos.

    13. JeV says:

      the arched left ‘eyebrow’ really completes this picture…

    14. Samantha says:

      WTF IS THAT MAN??

    15. stillfailing says:

      That Fail right above the head of the “tranny” never looked more right on the money. What a fail! Who fails more the tranny or the losers hanging out and having their picture taken with it? But I guess they all “got some” that day.

    16. petara says:

      Seriously? I’m not a violent person, but for the record, I would really like to beat the shit out of those three with a blunt object.

    17. fuckmook says:

      2 fags and a tranny

    18. Jimbob says:

      WTF? Lee’s press on Brows?

    19. KanKan says:

      Is it safe to come out? Has the troll returned to it’s hole beneath the bridge?

    20. Hitman Hires says:

      On the next “Making of the Band 7: Diddy’s Rejects”.. Diddy learns some disturbing news about one of his contestants. With the elimination round coming tonight it’s time to separate the men from the boys.. or something like that. FAIL!!

    21. Sunshine Vondea says:

      epic fail presents next seasons cast of jersey shores

    22. militaryminded85 says:

      you have got to admit tho some tranny’s look convincing like daniel and james lol

    23. RSE says:

      Tranny or no, the biggest, most epic fail in this picture is the breaking of 2 cardinal lipstick rules. Rule #1: the lip liner goes on the outer part of the lips…it’s not for drawing the lips you WISH you had on your pre-existing features. Rule #2: the lipliner should at least SOMEWHAT resemble the color and darkness of the lipstick used in conjunction. You’re not supposed to take your makeup tips from Bratz dolls! Frankly, I expect more from my trannies, I couldn’t be friends with her.

    24. waltb says:

      solo wtf are u doing there

    25. Felipe04 says:

      lol makeup fail. and eyebrow fail

    26. GodsSon says:

      mexicans and permanent markers

    27. lee davis says:

      nasty clown mexican bitch…..fuckin mexicans….nasty…

    28. DildoDoucheBag says:

      i put a mexican up my dick hole

    29. Diana says:

      say no to sharpies

    30. Syrun says:

      rofl wth????
      i have nothing else to say, but girls, this is what not knowing to use makeup does to you.

    31. YouAreReported says:

      I’m thinking he/she got eyebrow/sharpie tips from @mrbradshaw!

    32. molly says:

      lmao … wow people suck

    33. Kaykay says:

      oh, oh god. please, my eyes. oh!

    34. i says:

      QUICK SOMEONE CALL THE BORDER CONTROL!!

    35. WTF MOMENTS says:

      The funny thing is my aunt wear’s her “lipstick” like that on her lips lmao…

    36. Constanze says:

      Dude wtf mexican chicks are so stupid they are always doing that shit fucking gross ass bitches

    37. Haha says:

      This is the reason why Men love Asian Women, xDD

    38. some_guy says:

      ALL YA NIGGAS ARE STUPID AS FUCK THAT “FEMALE” IS A GUY

    39. mullins says:

      i think the fella on the left must have fucked the fella on the right to produce the abortion in the middle!!!

    40. Rayna says:

      shes pretty decent looking… if she had eyebrows and washed off all that shit on her face. thats if this is woman, which in that case im not really sure

    41. sashathumper1983 says:

      i would expect the tranny to have better makeup skills!

    42. ChristiaCharna says:

      THATS A DUDE!!!

    43. dude What? says:

      man sandwich fail

    44. Debi Thompson says:

      I’d sue the tattoo place big time!

    45. pooped,YOUR,PANTies says:

      ok I have a few questions for the people that left the comments:
      1:Which one is fake?
      2:Which one works at strip club?
      3:Which one is dumb?
      4:Which one looks more like the situation?
      5:Which one looks like they have a job?
      6:Which one looks the ugliest?
      7:Which one looks the gayest?…. don’t answer that
      8:Which one looks like clown?
      9:Which one looks the cutest?
      10:Which one looks like a douche bag? hardest one of all

    46. Nikky says:

      She looka like a man!! Lol o Yuck

    47. AB says:

      I seriously don’t know what he/she was thinking when he/she did her/his makeup that morning. They WILL take away her/his drag card.

    48. LP says:

      I click to see this fail and then I notice the advertisement over the picture and it’s not part of the picture! All I could think was that it was meant to be over this picture:
      http://i291.photobucket.com/albums/ll286/poptartpsycho18/Doublefail.jpg


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