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31 comments to “Hugh Hefner Picks Finds New Love!”

  1. 1

    He is ridiculous.

  2. 2

    This is some sick shit. I mean, enough is enough. Its not attractive anymore. Its just weird.

  3. 3

    Looks like his great-great-granddaughter.

  4. 4

    I feel sorry for him.

  5. 5

    Crystal come to me :)

  6. sevgi says – reply to this


    this man is sick!! he has a new wife every day…. just look at him in his grandpa-pants hahahaha…. how old is that girl Anna, like 16??? at least chrystal looks like a woman….. sigh…….. some weird fucked up situation….

  7. 7

    He's such a fucking joke and any young, blond who hooks up with him is nothing more than a GOLD DIGGIN' TRAMP!

  8. 8

    Ladies… Get some self respect and quit throwing yourselves at this crusty, old man. Seriously, how gross!

  9. 9

    LOL! I love how the two hoes are holding him up like the corpse in Weekend at Bernies!

  10. 10


  11. 11

    nasty old man ha ha he is soooooooooo old and is 1 step closer to hell ha ha and this whores that are after fame and his money is just sad lol

  12. 12

    what will all these vacuous blondes do for a living when Hef kicks the bucket?

  13. lolli says – reply to this


    why can't you put the quote sign around the word love. the man is repugnant.

  14. 14

    so nice of them to carry bodybags, for just in case…

  15. 15

    Aww you guys are just jealous ;)

  16. sevgi says – reply to this


    Re: MK Ultra-Fierce Illuminati Puppet – whahahhahahahaaa jealous of what?????????????? that crumpy old man???

  17. 17

    These women are nothing but prostitutes. How can they allow that man to climb on them AWWWW. He's old and not just old but crusty old. I worked in an old folks home and cannot imagine dating a 85 year old when I was 23. This shows how vile these women are. Even Holly. nasty fools they are.

  18. 18

    climbing aboard a mass of wrinkley saggy skin must make her mother proud and her dad fuckin crazy

  19. 19

    hey crack whores suck dick for a nickle bag why not hef for a place to live

  20. 20

    that is disgusting. This old geezer need to act his age… the gf looks brainless.

  21. 21

    This guy still has a libido? … rofl ;D

  22. 22

    Love ? What love ? That old whore can't give up his pimp image and that's all. Pathetic really. We all know that he hasn't had an erection since Madonna was still a virgin.

  23. 23

    Has this man ever considered therapy? Can he be alone from a woman for more than 3 seconds?

  24. 24

    I would wonder, without him having money, how long would those women stay around. Seems to me, that Crystal did not have second thoughts, she woke up

  25. 25

    a long string of interchangeable bleached blond boob enhanced bimbos…….
    when Hef finally dies and if his daughter gets control of everything-including the playboy mansion–do you think she will continue to support them?
    will she have to in order to have celebs over partying to keep playboy in the news?
    actually surprised that the magazine has so far survived the internet accessibility of porn etc. and after Hef is gone maybe it will fall by the wayside…
    maybe when the guys say they buy it for the articles they really mean that…………..NOT!!!!

  26. 26

    Gross ole toad. It makes me sick to see this geriatric perv with girls barely out of their teens. They want fame and fortune and he wants eternal youth. Neither will get it.

  27. 27

    Proof positive: expensive handbags equal class! Maybe his last 19 year old girlfriend will bury him in a Vuitton suitcase.

  28. 28

    Looks like each girl is scrambling to get the last days of his life so they can get the inheritance. lol, how trampy.

  29. 29

    I just went to wiki and Hef is 85, yes 85 years old. He is almost 86 years old! The girl on the left does look like his great-great-granddaughter! Loved the grandpa jeans comment! I don't think his daughter will continue to have young women coming over and supporting them throwing parties. Hopefully, not! What a horrible business to be associated with!

  30. 30

    Well he did trade up the other one is alot cuter !

  31. 31

    Re: *Sloane – Have you ever read the articles?? They're actually REALLY good. It may be one of the most entertaining magazines out there, to tell you the truth. My fiance and have a subscription to Playboy. Yes, he looks at the pictures, but he reads the articles, too. Don't get me wrong- the pictures are still his favorite (BY FAR!), but it's not the only part of the magazine that he cares about.