As previously mentioned, Ashley Dupré has a spread (and the cover) in the latest issue of Playboy. The Village Voice‘s Foster Kamer obtained some shots from the mag, and we’ve placed a couple after the jump. Why? Not for gratuitous nudity of course but because one of the questions constantly raised when we speak of the noted hooker fucker’s time with AD is “$2,000?” Really? According to the lady of the hour, she’s worth every penny, being “very good” at fornicating. Unfortunately, to date, no one’s stepped up to the plate to verify that claim. Leaving us no other choice than to evaluate whether or not she’s worth 2 g’s a pop than on the basis of a) her rack and b) willingness to stick stuff (for instance, a whip) in her mouth. (And though it should go without saying but since some of you are special: NSFW. Unless you work at, like a bondage wholesaler, or a boob factory, in which case, proceed.)

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Comments (95)

  1. Posted by Anonymous | April 14, 2010 at 4:24 PM

    A classic butterface.

  2. Posted by guest | April 14, 2010 at 4:25 PM

    Nice napkins.

  3. Posted by Anonymous | April 14, 2010 at 4:25 PM

    Nice tits.

  4. Posted by guest | April 14, 2010 at 4:27 PM

    V for vajazzle.

    Those are old and fake.

    - guy who used to say those tit’s will never get old.

  5. Posted by Investorcluzo | April 14, 2010 at 4:27 PM

    those t*ts will never get old…you really get us bessy!

  6. Posted by Anonymous | April 14, 2010 at 4:28 PM

    She has a blue vagina?

    -Forehead slapper

  7. Posted by anon | April 14, 2010 at 4:29 PM

    Agreed at @1. Don’t trust Playboys airbrushing. She was on Howard Stern and the pics of her there with a simple digital camera show that she isn’t spectacular.

    Noted hooker fucker – cha ching!

  8. Posted by Anonymous | April 14, 2010 at 4:29 PM

    This is the third entry on Dealbreaker that has made me jerk off.

  9. Posted by Bess Levin | April 14, 2010 at 4:30 PM

    @8 was monday’s to the trashed credit suisse cubicle I hope?

  10. Posted by Anonymous | April 14, 2010 at 4:31 PM

    Does she have instructions tatooed above her vajayjay? Or maybe a saftey warning — Slippery when wet? Abandon hope all ye who enter?

  11. Posted by Jerry Cruncher | April 14, 2010 at 4:32 PM

    Why spend 2Gs when it is available for free every Thursday night in Hoboken?

  12. Posted by Anonymous | April 14, 2010 at 4:32 PM

    skeet skeet skeet

  13. Posted by Effective Date | April 14, 2010 at 4:33 PM

    I am so happy right now

  14. Posted by Silda | April 14, 2010 at 4:33 PM

    Thats my fucking coat you whore.

  15. Posted by Bess Levin | April 14, 2010 at 4:33 PM

    @10 it’s says “Tutela Valui,” which is Latin for “wrong side”

  16. Posted by Anonymous | April 14, 2010 at 4:35 PM

    Can’t tell if they are built for speed or for comfort

  17. Posted by Dave Patterson | April 14, 2010 at 4:35 PM

    I wonder if I can fuck her and get myself out of this damn office…

  18. Posted by anon | April 14, 2010 at 4:36 PM

    @10-13…i don’t know ALL OF YOU FTW! I’m fucking falling out of my chair.

  19. Posted by Anonymous | April 14, 2010 at 4:36 PM

    too much JO, couldn’t C

  20. Posted by Anonymous | April 14, 2010 at 4:38 PM

    She has the body of Mrs. Loeb.

  21. Posted by Anonymous | April 14, 2010 at 4:39 PM

    She is not really my type.

    -Dennis Kneale

  22. Posted by Anonymous | April 14, 2010 at 4:40 PM

    @15/Bess — you sure about that translation? I thought it was “this side up” — she’s a big missionary fan.

    10

  23. Posted by Anonymous | April 14, 2010 at 4:41 PM

    @20 wrong, loeb’s wife as no tits.

  24. Posted by anon | April 14, 2010 at 4:41 PM

    Bess – please confirm since you or VV edited it:

    1) Landing strip
    2) V cut
    3) Planet of the apes
    4) Buckwheat leg locked
    5) Pastrami flaps (and I’m talking thick Katz’s style)

  25. Posted by Anonymous | April 14, 2010 at 4:42 PM

    BL@15 I don’t know which I want to fuck more, your V or your brain.

  26. Posted by Anonymous | April 14, 2010 at 4:42 PM

    @24 6) wizard sleeves

  27. Posted by Anonymous | April 14, 2010 at 4:43 PM

    Is that real fur?

  28. Posted by Anonymous | April 14, 2010 at 4:44 PM

    @27 — can’t tell, it’s blocked by a blue V

  29. Posted by Anonymous | April 14, 2010 at 4:46 PM

    Blue vaginas are very rare.

    -Porker Stansberry

  30. Posted by guest | April 14, 2010 at 4:49 PM

    @22 Mulge hircum. Mater Bess semper certa est.
    -keeping Latin alive on DealBreaker

  31. Posted by Anonymous | April 14, 2010 at 4:50 PM

    @28 caused me to laugh out loud and then the #2 oil traders over there stared at me.

  32. Posted by Doode | April 14, 2010 at 4:51 PM

    @1 – 100%. I cannot believe people would pay for her at all. There are a tonn better out there (as per CNBC special).

  33. Posted by Pfluger the Barbarian | April 14, 2010 at 4:51 PM

    Just damn!

    I go out for a few hours and look what I missed!!!!

  34. Posted by Tito | April 14, 2010 at 4:53 PM

    Perhaps the tat translates to ‘A Whale’s Vagina’

  35. Posted by Canadian Banker | April 14, 2010 at 4:54 PM

    @24 that is fucking gold.

  36. Posted by Anonymous | April 14, 2010 at 4:55 PM

    @34 — looks too long to be “San Diego”

  37. Posted by anon | April 14, 2010 at 4:58 PM
  38. Posted by volatilitysmile | April 14, 2010 at 5:01 PM

    @8 – you are either too discerning, or not an avid DB reader / master baiter.

  39. Posted by Anonymous | April 14, 2010 at 5:04 PM

    Kouwe: ‘uh Bess, can we, uh, segue this into a second post about Matthew Fox? According to my women’s intuition, tons of DB readers often wonder what it would be like to be shipwrecked on a deserted island alone with Matty Fox!!’

    Bess: ‘Go blow a Godzilla, you shitwad….’

  40. Posted by Anonymous | April 14, 2010 at 5:10 PM
  41. Posted by volatilitysmile | April 14, 2010 at 5:10 PM

    @ 39 – Kouwe: ‘uh Bess, the only thing I have left is my journalistic integrity…” Bess: (interrupts him) ‘Shurrrup and find me some Avatar meets L&O SVU pictures. I said NOW!’

  42. Posted by the jackal | April 14, 2010 at 5:13 PM

    i think she’s one of those girls that looked better dressed than nude.

    i wouldn’t pay 2Gs for banging… unless we can get a midget or a donkey involved in the whole story.

  43. Posted by Anonymous | April 14, 2010 at 5:14 PM

    The girls all get prettier at closing time.

  44. Posted by render unto caesar | April 14, 2010 at 5:19 PM

    valui = 1st person singular, perfect indicative active of “valere” (to be healthy/well/strong)

    tutela = nominative or ablative singular of “tutela” (guardianship or protector, as context dictates)

    Thus, if tutela is indeed ablative, the sentence could be tranlated:

    “I have been well thanks to/because of/by means of my protector.”

    Again, context would dictate the precise meaning, but there is no context here. I have supplied “my” in order for the sentence to make a little more sense in English.

    Carry on.

  45. Posted by The Kernel | April 14, 2010 at 5:21 PM

    Her box looks like a Double D and I bet it tastes like one.
    Elliot is such a KFC eater.

  46. Posted by Anonymous | April 14, 2010 at 5:29 PM

    @44,

    Thanks Robert Langdon.

    Let me unobfuscate your astutute translation for the layman. The Latin phrase reads in colloquial terms the following:

    “My pimp Willy looks out for me.”

    -Big Willy

  47. Posted by guest | April 14, 2010 at 5:32 PM

    @44 please see comment #30.

  48. Posted by volatilitysmile | April 14, 2010 at 5:33 PM

    @46 – noooooooo! Bu then I thought for the longes time that ‘caveat emptor’ translates into ‘empty cavity’, so…

  49. Posted by Tax Chick | April 14, 2010 at 5:35 PM

    @24 – based on the link #40 provided, looks like thick pepperoni wedges. Something looks off. But then again, I don’t spend my days staring at twats.

  50. Posted by Braverman | April 14, 2010 at 5:38 PM

    @9 Bess FTW

  51. Posted by Braverman | April 14, 2010 at 5:39 PM

    Sadly, I’ve paid more for less. Just sayin’.

  52. Posted by volatilitysmile | April 14, 2010 at 5:39 PM

    could be vaguely translated as ‘safe as protected’ or ‘protection makes me/us safe’ – the later obv. a wink to ES and his ilk’s ways.

  53. Posted by Pussy Tat Translator | April 14, 2010 at 5:41 PM

    I have been called in on several of these questions and out of respect for Bess will not charge for my service this time-
    Translation- “Sell by 2/22/08″

  54. Posted by SEC Worker | April 14, 2010 at 5:43 PM

    @49 i do!!!

  55. Posted by Anonymous | April 14, 2010 at 5:45 PM

    I heard she sold the space and there is an ad there for the Sham Wow.

  56. Posted by Anonymous | April 14, 2010 at 5:48 PM

    I would pay her no more than $510 to finger my ass for half an hour.

  57. Posted by the jackal | April 14, 2010 at 5:48 PM

    @51, i knew a guy – ex BearSterns – who went to Tens, on 19th street and 5th ave, and spent USD4K on 2 30min sessions in the champagne room with a siberian stripper. unfortunately, he was drunk that night and barely remembers flashes of the girl stripping.

    to people like that, 2Gs is a bargain.

  58. Posted by Anonymous | April 14, 2010 at 5:52 PM

    @57 seriously you need new friends

    but so do i, whats this guys doing tonight?

    - guy who drinks too much, likes strippers and never pays or remembers things.

  59. Posted by MD | April 14, 2010 at 6:00 PM

    airbrush….there is a nasty photo of her on jersey shore last year where those tits are a drooping way lower than these….with a bikini top

  60. Posted by Anonymous | April 14, 2010 at 6:08 PM

    @59 she is a whore. Actually a fucking dirty whore. Of course her tits droop, i’m sure her pussy stinks like central park during the PR parade. Her ass is dirty and i’m sure she has herpes. On the other hand, I hear she can suck a golf ball through a garden hose and totally hates war.

    maybe she ca nbecome miss Nebraska

  61. Posted by Investorcluzo | April 14, 2010 at 6:15 PM

    having now “studied” the pics (hat tip @40), I have to say: “airbrushing is a powerful drug!” call me crazy, but does she look like snooky in the [11-med/] pic? someone back me up on this one…

  62. Posted by Anonymous | April 14, 2010 at 6:34 PM

    I have bigger titties

    - Blarney Fwank

  63. Posted by Sidney | April 14, 2010 at 7:31 PM

    I’d hit it and quit it

  64. Posted by Anonymous | April 14, 2010 at 7:55 PM
  65. Posted by Anonymous | April 14, 2010 at 8:21 PM

    I wish you could airbrush real life…

  66. Posted by Anonymous | April 14, 2010 at 9:17 PM

    Anybody know when her new release is coming out?

  67. Posted by Tito | April 14, 2010 at 9:47 PM

    I hereby nominate @66 for comment of the day.

  68. Posted by Anonymous | April 14, 2010 at 10:09 PM

    ho.lee.shit – bess, appreciate the NSFW warning but didn’t realize i would be loading topless AD shots after the jump – are some (hopefully my) HR dept OK with titty shots as long as the vag gets censored with a “V”?

    -guy who opened this page at work and is now toast

  69. Posted by Bess Levin | April 14, 2010 at 10:15 PM

    @68 please tell me you’re kidding about a) not knowing what what was coming after the jump (given the NSFW tag and the fact that I said it was going to be a playboy spread) and b) that you got in trouble?

    if no, email me and I’ll speak to your HR person. It will be fine.

  70. Posted by Anonymous | April 14, 2010 at 10:21 PM

    @68 – I hope you burn for your stupidity.

    -Dylan Ratigan

  71. Posted by Anonymous | April 14, 2010 at 10:36 PM

    i hit it, but danny was better

    -raj raj

  72. Posted by Anonymous | April 14, 2010 at 10:39 PM

    @69/bess: a) fair enough ; b) i should be fine (i’m one of the KEY operations clerks at my firm) and doubt my IT will check.

  73. Posted by scared | April 14, 2010 at 11:01 PM

    i would not touch it with gasbags cock

  74. Posted by Last Man Standing | April 14, 2010 at 11:02 PM

    great posts today Bess. great comments and threads everyone. this is the dealbreaker i remember from the days before the site got technically screwed up when they had to add the twitter, facebook and AdultFriendFinder feeds.
    Way to go Bess.
    And we all do appreciate you piping in o the thread to clarify yourself and/or castrate someone.
    yours,
    LMS

  75. Posted by Anonymous | April 14, 2010 at 11:20 PM

    Bitches,
    is her hair real?

    D Donald

  76. Posted by Anonymous | April 15, 2010 at 12:27 AM

    @75, you didn’t notice the blue v?

  77. Posted by guest | April 15, 2010 at 3:13 AM

    I’ve got $2,000 for a roll with Bess….any time….any place….

  78. Posted by Roman | April 15, 2010 at 9:05 AM

    Would pay a penny above $1500 for her.

  79. Posted by Anonymous | April 15, 2010 at 9:17 AM

    $230 to let be smack her in the face with my cock for 15 mins. Not a penny more.

    Moosecock Jones

  80. Posted by Howardstern | April 15, 2010 at 9:40 AM

    But she wouold fuck JD for 5k?

  81. Posted by Jazzman | April 15, 2010 at 12:40 PM

    @11 – I’d like to hire you for my kids Bar Mitzvah.

  82. Posted by Obama writes like a retard | April 15, 2010 at 2:33 PM

    I’m sorry Bess, but those are some nice natural tits. Somewhat of a buttaface, but with those tits I’d peg her at about $600 an hour, not $2,000, but God bless the girl for getting the best price for those babies.

  83. Posted by Obama writes like a retard | April 15, 2010 at 2:36 PM

    Btw, Bess. Do some real reporting and find out how much they paid her for those tit shots. My guess: $50k

  84. Posted by Hedgehogging | April 15, 2010 at 8:38 PM

    The V has no fur???? At $2,000, I’ll go short!!!

  85. Posted by TGFBV | April 15, 2010 at 9:20 PM

    Can she do seven Double Downs in a half hour? Maybe she could do two at a time.

  86. Posted by Anonymous | April 16, 2010 at 4:20 AM

    A date at Denny’s tops. Her thighs look like CSX cars.

  87. Posted by Richard Grubman from Boston | April 17, 2010 at 12:43 PM

    I am such as badass & love to fight valet guys.

    AD, I would love to fuck you. 2g’s….lets make it 20

  88. Posted by Fixed Income | April 18, 2010 at 1:00 AM

    I’ll give her bonus points for the grooming but she is yet another example why tattoos are a fucking stupid idea. As she is clearly comfortable with the whore concept, shouldn’t she be paid for the ink she wears instead of being yet another idiot who never took latin or chinese but feels the need have the language or characters put on her skin?

    – Fixed Income

  89. Posted by JJJ | April 19, 2010 at 7:27 PM

    She was worth career suicide

    Eliot

  90. Posted by Anonymous | April 19, 2010 at 8:00 PM

    Playboy has really gone downhill since Hef died.

  91. Posted by Anon. | April 19, 2010 at 8:00 PM

    #1. in my opinion the legality of prostitution is complicated

    #2. in my opinion any comments disparaging AD’s attractiveness are way off base; she’s cute

    #3. the “likes” notwithstanding I find her to be articulate; that attribute enhances her attractiveness

    I’m long AD. Wait. That’s not exactly what I mean. Well, kinda.

    #4. Goldman looks bad and the structure of the Abacus CDO was off-market. That’s why, in my opinion, the Vampire Squid will be assessed a fine larger than the market expects but the gold-plated scrots will modify internal policy and will continue to operate as one of the best shops on the street.

  92. Posted by Anonymous | April 19, 2010 at 8:53 PM

    Bess when are you going to do your playboy spread?

  93. Posted by Student_Driver | April 19, 2010 at 10:16 PM

    AD’s tattoo… Veni, Veni, Veni
    (apologies to Julis Caesar)

  94. Posted by Anonymous | April 20, 2010 at 6:54 PM

    @93 FTW. Salve, Student_Driver

  95. Posted by Bristol Airport Hotels | April 19, 2012 at 2:11 AM

    Gdr2kP Really informative blog.Much thanks again. Much obliged.

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