Epic NYE Hookup Fail

Posted on February 14th, 2010


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Submitted by Jason D.

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  • 147 Comments on “Epic NYE Hookup Fail”

    1. blargh! says:

      hahahahahahahahahahahaha owned!

    2. Chaotic Theory says:

      He’s pissed cause he got rejected by a dude in a dress.

    3. grunt says:

      Thanks god for the internet!!!

    4. Jack says:

      Does the she look like he or is it just me?

    5. HeartbreakPrincess says:

      For a second I was like “He got something on his hand” then i saw the last picture…He must have been pretty wasted.

    6. DAMAGER says:

      damn… it sure sucks to find out ur new GF has a dick…

    7. james says:

      did he died? (of aids)

      • jpimp says:

        i think it burns when he pee’s and maybe a couple of times during the year herpes will pop out of the upper lip to say HI and also contracted genital warts on the ass. im not a doctor but that is my diagnosis

    8. jpimp says:

      stop making fun of the guy. can’t you see his heart was broken LOL. he must have been pretty fucked up. u could tell that was a tranny from a mile away

    9. Eurogay says:

      Hey, it’s Daniel!

    10. Lloyd says:

      Ok, now I’ll lose weight, because I won’t be hungry for several days.

    11. MetaCarpal says:

      Paging Admiral Ackbar

    12. PornStar Marc says:

      He was fingering asshole the whole night thinking things were going so well. Then he ran into the balls…

    13. Chris says:

      HAHAHAAHAAH i didnt realize there were more pictures.. i saw the first top 2 and was like.. i dont get it? i assumed it was something in the background as usuall on this site… till i scrolled down and saw the next.. and the next.. and BAM! HOLY SHIT!! ITS A MAN!!! HAHAHAHAHA sucks for that guy.. at least his friend stopped him

    14. President Rome says:

      So that’s what making out with Dee Snider is like. Nasty.

    15. neto says:

      MAXIMUM OWNAGE

    16. Dan says:

      hahahaa this is priceless. Note to dude who got pwned watch the first Crocidile Dundee

    17. TomAss says:

      ROFL!
      now THAT is an Epic Fail

    18. Who cares says:

      EPIC FAIL

    19. santori22 says:

      OMG….. that poor poor poor GUY….. here we see the horrible after effects of alcohol overload …. BLURRED VISION and IMPARIED JUDGEMENT….. didnt he feel the scratches from the she/him’s ‘stache?….. THANK GOD FOR GOOD FRENS.. EPIC FRIEND WIN!!!!

    20. IHAVEaFANCYpenis says:

      Isn’t that EuropeGuy? So that means that it must be militaryminded85 kissing him. Right?

    21. Maxxis says:

      Aww hell, at some point we’ve all been so fucked up we kissed a tranny and didn’t know it.
      Happened to me before…

    22. Nax says:

      TRANNY WIN! :D

    23. pisstank says:

      eeewwwww. A) he must have been pretty messed up! B) id be kicking my friends asses if they didnt stop me from being that messed up and doing something like that, on the other hand…. i wouldnt stop my friends from doing that, id take pics and post them too :)

    24. gio says:

      lmao, his face was priceless. A mixture of disgust, shame, suprise, anger and instant depression hahaha. Its great that we have the internet. We have witnessed so many people’s lowest points haha.

    25. Zed says:

      HAHAHAHAHA!!! It’s a man man!! Yeah baby yeah!!!

    26. Dyquen says:

      I saw this Shit comin’ from the first pic but His face is priceless. This Is EPIC!!!

    27. caos says:

      BEVI DE MENO

      i suggest no more drink!

    28. A says:

      You people are all ignorant idiots. a) I’m sure half of you would not have pegged this woman as trans if you hadn’t seen her on a website like this. b) The guy was clearly enjoying himself until his douchebag friend decided to make a skeptical of it all. c) Your use of terms in this stream makes it obvious that you’ve never bothered to educate yourself about anything other than your own pathetically narrow world views.

      Besides, I’m sure none of you assholes knows how to please a woman anyway. She’s lucky she got away.

      • Dyquen says:

        OOOOOKAY im gonna take a wild guess and say you must be the tranny. Also YOU educate yourself and know the BIG difference between “skeptical” and “SPECTACLE”. comments here are meant as jokes, to be funny, you know the thing that evades you. Quit being Europeguy and Daniel’s gloryhole bitch and grow a funny bone. life is short crack a smile.

      • gio says:

        well said dyo

      • dan says:

        Uh.. A fist off She is a HE no matter what HE dresses in or portrays Himself to be XY=Male. Second any real male would be right to be pissed and his friends did the right thing in stopping this debauchery. The fact that you are incensed indicates to me that you are jealous of the dude in the Pic and would have liked to hook up with the pseudo chimera. And if your defination of pleasing a “woman” is giving HIM a handjob or blow job then you are correct none of us here except for the real women ou know the ones with two XX chrosomoes know how to please a MAN, we unlike you enjoy a woman. So now go back in your PC hidey hole and have dreams to Dee Snyder ass pounding you just the way you like it.

      • Dyquen says:

        Pseudo Chimera, Hahahahahaha classic. Dude i agree, if your chromosome read XY no matter how good a plastic surgeon trannies get they are still wolf in sheep’s clothing. MAURY POVICH YOU SON OF A BITCH you fucked up one to many guy with your “Guess the tranny from woman Games”.

      • Bob Fairlane says:

        This is why people hate queers.

      • TriggerHappyGirl says:

        FUCKING BUZZKILLS!

    29. 2lolo says:

      SHE LOOKS LIKE A HE…… OR A HESHE????

    30. zero mc fail says:

      last pic . . . guy over heshe’s shoulder “mehhhh” hahaha also note how the target’s face goes from lust to extreme displeasure. very funny.

      • Dyquen says:

        No amount of detergent and bleach will wash away the memories and the special moments your friends constantly bring this up… “dude remember that time you kissed and felt up a Tranny?” or “you know how i know your gay?… you tongued and ass fingered a tranny”.

    31. The One and Only says:

      WOW. EPIC OWNAGE!

    32. Slingeraap9 says:

      The face of te guy next to the tranny at the last picture is priceless

    33. Bailey says:

      paging doctor faggot. Doctor Faggot

    34. six says:

      TWO ways to spot a tranny the hands and the adams apple

    35. Delicious says:

      Go out for some drinks with your buddies: $20
      Club entry fee: $25
      Some more drinks with your buddies inside the club: $30
      Get shitfaced, start making out with ‘She/He-ra, Princess of the Universe’, touch its furry balls and make such an idiot out of yourself that you got 1372 fails and counting: well, that’s priceless!

    36. Florian LG says:

      God bless the Internet

    37. Susanoo says:

      what if they did not stopped him? that would be a bigger FAILURE.

    38. r3x says:

      pwnd!!!!! the victim looks like nick diaz haahahahhaa tijuana revolucion blvd shit!!

    39. JC says:

      Duuude looks like a laaady!

      Great now I have that song stuck in my head ‘__’

    40. LOLWUT says:

      Beer: $4.31
      Getting laid with a tranny: $1.23
      Friends face expression in last picture: Priceless.
      :]

    41. BALU says:

      the sensation of dicks awakening at the same time will hunt his nights the rest of his life…

    42. CHUCK says:

      Ok Ive had Blurred vision while drunk but never enough not to tell the difference between a dude and a chick hahaha idiot

    43. six says:

      gotta wonder who had the bigger dick??

    44. dul says:

      ahhahahahahhahhha, now you know why thhe blond girls are really dangerous¡¡¡ they have dick.

    45. E-asy says:

      Could he have stuck his fingers any further up that guys but crack. In defense for him, maybe he had really low standards. REEAAALLY LOW!!! I hope he washed his hands afterward.

    46. E-asy says:

      That was sh!tty comment. I don’t want to make an a$$ out of myself. It was just a guys crack I mean wise crack. WTF!!! What do you mean when you say F@ck the Sh!t out of me?

    47. Santos says:

      Wow, this has GOT to be the most Epic one yet!

    48. Delicious says:

      Gladiator? Nah, Gladheatehim.

    49. Rolly says:

      aaaa trap xD

    50. verita says:

      Even if “she” was really a “she”, this would also qualify for a drunken hookup fail.

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