1191Comments (67)http%3A%2F%2Fdealbreaker.com%2F2009%2F10%2Fcaption-contest-thursday%2FCaption+Contest+Thursday2009-10-22+21%3A18%3A51Bess+Levinhttp%3A%2F%2Fwp.dealbreaker.com%2F2009%2F10%2Fcaption-contest-thursday%2F

1. 1
   Posted by guest | October 22, 2009 at 4:20 PM

   fuck/marry/kill: shia/jeffrey chiang/guy with ‘stache

2. 2
   Posted by guest | October 22, 2009 at 4:21 PM

   El Homo Grande

3. 3
   Posted by guest | October 22, 2009 at 4:21 PM

   again with the gucci loafers?!

4. 4
   Posted by guest | October 22, 2009 at 4:22 PM

   Here is my Michael Douglas impression -> “Hey, I’m Michael Douglas, I’m old and like Diet Coke”

5. 5
   Posted by guest | October 22, 2009 at 4:24 PM

   Was he just kneed in the groin? Is he gonna puke?

6. 6
   Posted by NakedShort | October 22, 2009 at 4:24 PM

   Is he wearing a lesbian tuxedo? Sure looks like it to me

7. 7
   Posted by guest | October 22, 2009 at 4:24 PM

   “and then I jizzed – in my pants”

8. 8
   Posted by guest | October 22, 2009 at 4:24 PM

   “We’re coming to the edge,
   running on the water,
   coming through the fog,
   your sons and daughters.
   Let the river run,
   let all the dreamers
   wake the nation.
   Come, the New Jerusalem.”

9. 9
   Posted by guest | October 22, 2009 at 4:25 PM

   http://www.cnn.com/2009/CRIME/10/22/madoff.lawsuit/index.html
   You guys are slippin…..how has this not made DB yet???

10. 10
    Posted by Investorcluzo | October 22, 2009 at 4:26 PM

    any banker worth his weight in salt owns more than one pair of gucci loafers! wtf, can we get someone in wardrobe to get this guy a pair tods??? and diet coke, this is the age of red bull…

11. 11
    Posted by guest | October 22, 2009 at 4:27 PM

    The moose was not the only thing that got fisted on the RBC trading floor

12. 12
    Posted by Bess Levin | October 22, 2009 at 4:30 PM

    @9 right? we are slipping so fucking hard.
    http://dealbreaker.com/2009/10/bernie-madoffs-ponzi-scheme-wa.php

13. 13
    Posted by guest | October 22, 2009 at 4:30 PM

    Need to get away real quick. That fat guy is fixated on my cute ass.

14. 14
    Posted by guest | October 22, 2009 at 4:31 PM

    “Eh- finally, I’ve bee compounding all afternoon” (insert flatulence noise)

15. 15
    Posted by guest | October 22, 2009 at 4:31 PM

    where’s the tray of coffee? fail.

16. 16
    Posted by guest | October 22, 2009 at 4:31 PM

    That’s what you mean by ‘naked short’?

17. 17
    Posted by guest | October 22, 2009 at 4:32 PM

    Looks like he’s cramping up after too much sauteed spinich and is going to spend the next 45 minutes on the can, if he makes it.

18. 18
    Posted by guest | October 22, 2009 at 4:35 PM

    @9 FAIL.

19. 19
    Posted by guest | October 22, 2009 at 4:36 PM

    Shia Labouf departing Money Never Sleeps set with a boner.

20. 20
    Posted by guest | October 22, 2009 at 4:36 PM

    wtf is a lesbian tuxedo?

21. 21
    Posted by guest | October 22, 2009 at 4:38 PM

    kinda related, but signs say that shia’s filming at 45th st, metlife building from today till monday.

22. 22
    Posted by guest | October 22, 2009 at 4:39 PM

    Caption:
    I’ll be damned. Catherine Zeta Jones was right. If you fart at the same time as you hop and land on one foot it does sound like the first note of the Harvard “Fight Song”….

23. 23
    Posted by guest | October 22, 2009 at 4:39 PM

    I’ve shared gabagool with Charlie Gasparino, I’ve spotted for Charlie Gasparino at the gym, you kid are no Charlie Gasparino.

24. 24
    Posted by guest | October 22, 2009 at 4:42 PM

    think I jizzed my pants …. and it came out of …. my ass! … oh no … oh yes …

25. 25
    Posted by Investorcluzo | October 22, 2009 at 4:42 PM

    @9 = EPIC FAIL (tard)
    - not the penn all caps guy

26. 26
    Posted by Becky Boot Fan | October 22, 2009 at 4:42 PM

    He must be on his way to an intervention…empty Diet Coke can filled with boxed wine.
    -Mac – Sheriff of Paddy’s Pub

27. 27
    Posted by NakedShort | October 22, 2009 at 4:44 PM

    @22 a lesbian tuxedo is when a person wears a denim jacket with jeans or another denim type slack. Also called ODing (Over Deniming)

28. 28
    Posted by MikeInValdosta | October 22, 2009 at 4:44 PM

    Should have used more lube

29. 29
    Posted by guest | October 22, 2009 at 4:45 PM

    Yes, that’s to correct your posture. Soon you’ll have a mighty hump! Now…you really are my son. This calls for a celebration: let’s fire some employees.

30. 30
    Posted by guest | October 22, 2009 at 4:45 PM

    TMZ reports:
    “while crossing Madison Ave KD Lang enjoyed a Diet Coke”

31. 31
    Posted by guest | October 22, 2009 at 4:47 PM

    Is that a $10 or a $100?

32. 32
    Posted by highlyconfident | October 22, 2009 at 4:51 PM

    @31 Wow a Bob Mackie!

33. 33
    Posted by guest | October 22, 2009 at 4:52 PM

    Six months earlier:
    “Great news for you kid Oliver Stone says you’ve got the part but there’s a minor condition. You ever swallow a condom full of blow? How about a dozen of them?”

34. 34
    Posted by guest | October 22, 2009 at 4:53 PM

    WIN!
    http://news.yahoo.com/s/ap/20091022/ap_on_fe_st/us_lounge_chair_dwi;_ylt=Avw.Qkq7sXIrij7pwQE8Xl7tiBIF;_ylu=X3oDMTJrZzU2djdsBGFzc2V0A2FwLzIwMDkxMDIyL3VzX2xvdW5nZV9jaGFpcl9kd2kEY3BvcwMxBHBvcwMxBHNlYwN5bl90b3Bfc3RvcnkEc2xrA2Ftb3Rvcml6ZWRsYQ

35. 35
    Posted by guest | October 22, 2009 at 4:53 PM

    Six months earlier:
    “Great news for you kid Oliver Stone says you’ve got the part but there’s a minor condition. You ever swallow a condom full of blow? How about a dozen of them?”

36. 36
    Posted by guest | October 22, 2009 at 4:54 PM

    Six months earlier:
    “Great news for you kid Oliver Stone says you’ve got the part but there’s a minor condition. You ever swallow a condom full of blow? How about a dozen of them?”

37. 37
    Posted by guest | October 22, 2009 at 4:54 PM

    @29 thats a Canadian Tuxedo

38. 38
    Posted by Anal_yst | October 22, 2009 at 4:55 PM

    This kid ever see the inside of a gym, or a woman? Doubtful.
    Also, get another pair of shoes, wtf?

39. 39
    Posted by guest | October 22, 2009 at 4:57 PM

    His clothes are too small and the shoes are beat!!

40. 40
    Posted by guest | October 22, 2009 at 4:57 PM

    Shia Labeouf, spotted on the set of his new movie, Wall Street 2, practicing for the ass-pounding Hollywood critics are going to give his performance.

41. 41
    Posted by seeblog | October 22, 2009 at 4:59 PM

    Oh .. Mr.Stone wants it now … got to bend down so that he can have it his way…. quick before he cums !!!

42. 42
    Posted by guest | October 22, 2009 at 5:01 PM

    @29 thats a Canadian Tuxedo

43. 43
    Posted by guest | October 22, 2009 at 5:01 PM

    If I could be like that
    I’d give anything
    Just to live one day
    In those shoes.
    If I could be like that, what would I do?

44. 44
    Posted by guest | October 22, 2009 at 5:02 PM

    Mexican: You ever get your shit pushed in esse’?
    Shia: No
    … 30 minutes later, picture of Shia is above

45. 45
    Posted by guest | October 22, 2009 at 5:06 PM

    @28/BBF
    Let’s pop off that shirt, Shia.
    -Dennis

46. 46
    Posted by The Guest | October 22, 2009 at 5:13 PM

    Oy veh! My aching sphincter.

47. 47
    Posted by Seaman Bodine II | October 22, 2009 at 5:17 PM

    That bear behind La Boof is definitely hoping to get some.

48. 48
    Posted by highlyconfident | October 22, 2009 at 5:26 PM

    Donnie’s Discount Dildo Emporium: We’ll lay a hurtin’ for certain!

49. 49
    Posted by guest | October 22, 2009 at 5:27 PM

    Is that a cock which I see before me?

50. 50
    Posted by jaxter | October 22, 2009 at 5:40 PM

    just because Mr. Douglas wraps it in bacon doesn’t make it a danger dog!

51. 51
    Posted by guest | October 22, 2009 at 5:54 PM

    I just found out i’m one of the top 25 earners at Bof A
    Oy vey

52. 52
    Posted by Last Man Standing | October 22, 2009 at 6:41 PM

    can’t wardrobe get him another pair of shoes?

53. 53
    Posted by guest | October 22, 2009 at 6:45 PM

    I told him my hemorrhoid is flaring up. He still went pretty hard at it.
    Now I can’t even walk straight.

54. 54
    Posted by guest | October 22, 2009 at 6:59 PM

    “Goddam – 8 takes for the Jimmy Cayne fluffer scene”

55. 55
    Posted by guest | October 22, 2009 at 7:46 PM

    You must be this short to ride the magic tea cups

56. 56
    Posted by Mortimer Duke | October 22, 2009 at 8:13 PM

    Lemmiwinks, you must find your way out of this place or you will surely die.

57. 57
    Posted by guest | October 22, 2009 at 8:36 PM

    Is that a penny?

58. 58
    Posted by Finnegan | October 22, 2009 at 9:24 PM

    Coke announces heavier can.

59. 59
    Posted by guest | October 23, 2009 at 12:20 AM

    like 60 and 61

60. 60
    Posted by now on buyside | October 23, 2009 at 8:22 AM

    “Why couldn’t they use the stunt double for the vending machine challenge scene?”

61. 61
    Posted by guest | October 23, 2009 at 9:19 AM

    Damn prairie dog. I’ll set you free in five minutes so back in the hole.

62. 62
    Posted by Yumm | October 23, 2009 at 9:38 AM

    Oh, no!! That load is coming back up my throat.

63. 63
    Posted by guest | October 23, 2009 at 10:56 AM

    “You can’t come in here with a suit like that”

64. 64
    Posted by Apollo | October 23, 2009 at 11:23 AM

    “Announcing ‘Coke Negative’- burns fat – now with more Ex Lax!”
    “side effects include bloody underwear, vomiting, dizziness and death”

65. 65
    Posted by guest | October 23, 2009 at 11:52 AM

    Oops, I should have gotten a bigger dildo.

66. 66
    Posted by JC | October 23, 2009 at 12:48 PM

    Oh I just sharted

67. 67
    Posted by DOS | October 23, 2009 at 1:10 PM

    @22 A lesbian tuxedo is a dyke’s uniform…think Ellen D. and Fran Leibowitz.