Hugh Hefner loves fake boobs and isn’t tired of seeing his 20-something girlfriend naked

Hugh Hefner has an interview with the NY Post in advance of a new documentary that’s coming out about him called Hugh Hefner: Playboy, Activist and Rebel. It highlights Hefner’s role in the civil rights movement, no joke, and the way he used his influence to champion liberal causes and sexual liberation. At 83, Hef is still going strong and he’s still speaking out. He tells the Post that he likes fake breasts and thinks they serve a purpose and he likes having a committed girlfriend. Funny how he never mentions that he gets older but his girlfriends stay on the early side of 20.

*Have you become desensitized to seeing women naked?
I guess I got used to it over the years, yes. I think that it never really loses its magic, if it’s the right girl. I have always been essentially a tradition-bound romantic. I’ve never really lost that.

* Is there a woman over 70 you’d consider dating?
[Laughs] Well, if there was, it’s the one that’s sitting right across from me, Mary O’Connor. She’s my secretary, and she’s the wonder of my life…

*are fake breasts going out of style?
I see no evidence of it. I think, quite frankly, it’s nicer if you’re well-endowed, but if you come up lacking in that department, one understands that that’s what cosmetic surgery exists for.

* Has there been a time since you started your empire when you couldn’t score with women?

[From The NY Post via Huffington Post]

It’s one thing to say seeing a naked young woman “never really loses its magic,” but it’s quite another when the woman is your wife of several decades. To be fair to Hef, he might still be with Holly if she decided to stick around. I appreciate how Hef is kind of an unapologetic skeeze but still manages to treat women with respect. He’s a very old guy, and he’s not giving up his ways although he has “settled down” somewhat with his latest co-ed, 24 year-old Crystal Harris. When I hear this guy talk about seeing women naked I just can’t help but imagine the scene that Kendra Wilkinson described in her book about how she had her first group sex session with Hef. Women were hopping on and off him, presumably without a condom, and she was all of 18 at the time. The Shannon Twins, He may behave like a gentleman in one respect but in another respect he’s a dirty old man. At least he’s not a hypocrite about it.

Crystal Harris and Hugh Hefner are shown on 5/15/10. They’re also shown at a party at the Playboy Mansion on 6/26/10 with Anna Berglund. Credit:

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23 Responses to “Hugh Hefner loves fake boobs and isn’t tired of seeing his 20-something girlfriend naked”

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  1. Amy says:

    I kinda like Hef too. He may screw a lot of women (god I hope he uses condoms) but at least he doesn’t pretend that he’s anything that he’s not. BTW, how cute would it be if he married his secretary in the end?

  2. manda says:

    Think you mean Holly! Bridget was never the number one girlfriend

  3. Celebitchy says:

    Manda I did mean Holly! I can’t believe I got that confused. I will fix it, thanks.

  4. hanh says:

    I think his secretary is already married. I’m sure he’ll dump this new girlfriend for another as soon as she gets too old. I”m also sure she’ll disappear as soon as she gets a better offer elsewhere.

    It is really sad that the women only sleep with him to get ahead and he has no problem with it. That’s not really much of a committed loving relationship. I think really only Holly was the one that was delusional enough to believe their love was the real thing.

  5. tiki says:

    good thing for hef that the ladies love his fake erections. isn’t it sweet how everything works out?

  6. sapphire says:


  7. Rosanna says:

    He dumps them when they start wanting to have kids, in case you didn’t notice. It’s not a matter of age. It just happens that 20-something don’t want kids.

  8. Kitten says:

    Ewwwwwwwwwwwwwwwwwwww! I hate myself so much for reading this. So much for lunch :(

  9. debbie says:

    Grandpa and his granddaughter.

  10. xxodettexx says:

    i’m with kitten, so much for lunch today!! ick nast!

  11. Kim says:

    Sexual liberation my ass! Hef is in la la land if he thinks he has done anything to promote sexual liberation for women. He has set us back to the dark ages with his horny old man who couldnt get laid unless rich & famous lifestyle. He is soooooo cheap and gross- YOU COULDNT PAY ME. I dont think Hugh realizes many girls wouldnt pose for Playboy for a trillion dollars. I think he thinks all women desire to be Playmates when majority of respectable women out there would NEVER have anything to do with him or his porn rag. Hence why you dont see to many Oscar winners posing for Playboy – some prob have but most female celebs with REAL talent wouldnt be caught dead in Playboy.

  12. MaiGirl says:

    I’m with you, Kim. I can’t believe how many people find him harmless, or even worse, charming. He hasn’t done anything for anyone but himself and the sad plastic bimbos that glom onto him like barnacles.

  13. mrsodie2 says:

    Viagra and 20 women desperate for fame spending a minute each bouncing on the end of his johnson is a “tradition bound romantic”? Okay…

    One of the only good things about the fact that I’m going to Hell when I die is that I get to watch “Hef” writhing in agony on the tip of a pitchfork for all eternity. Hopefully above a grotto of boiling oil. Scumbag, dirty pimp pervert.

  14. Tiffany says:

    Yes, people think that he is a skeeze but he does not deny it or put out another image and hide his true colors. I watched his E! True Hollywood story a couple of years ago and I was shocked about his civil rights involvement, but after watching it all, was not all that surprised at it. Not a fan of the children he dates but respects that he is open with who he is and does not care what others have to say.

  15. Paula says:

    Hef’s demand that his girlfriends be monogamous while he is not is a double standard and arguably hypocritical since it reflects traditional sexual mores that Hef supposedly rejects. Shortly after moving out of the mansion, Kendra explained an interviewer how she had to sneak out of the house just to have sex. Since they’re all consenting adults, they can do whatever they want, but Hef’s not the revolutionary he makes himself out to be.

  16. Leticia says:

    @Kim, you are so right!

  17. Mistral says:

    NASTY. I wouldn’t bang him for anything. Hef is such a hypocrite. There is nothing feminist about his version of the sexual revolution. It’s all about getting guys laid/sexually satisfied. I doubt his shrivel-cock really gets any girls off.

  18. Andrea says:

    I think it’s strange that no one’s ever questioned him as to why they have photos of the centerfolds when they were in second or third grade in the spread. Seems kind of creepy to me…

  19. Truthzbetta says:

    Kim and Maigirl

    Couldn’t possibly agree w/ you more.

  20. j. ferber says:

    His story is like a twisted Twilight Zone episode. Title: Arrested Development. Young man wants his dream girl, but she keeps getting too old, thus, she is perpetually young through replacement. In his eyes, she IS the same woman. In horror stories, he’d have killed the older ones, but since this is real life (truly?), they get to age past his abandonment in various states of poverty/wealth (depending on how “smart” they were in their “prime.”) If this is ANYONE’S idea of sexual liberation (apart from Mr. Arrested Development himself), they can bite me.

  21. crab says:

    I’m still trying to get over last week’s post by kendra saying all the girls were taking turns jumping on and off his penis! Ick!!!

  22. grant says:

    Cristal is a beautiful young woman. Nearly ideal woman.

  23. Franz says:

    I don’t watch playboy models anymore. Since I’m 15 i prefer real natural beauty.
    Fake will always be fake.
    Can’t stand fake lips, boobs, nails or personnality.

    (( Hopefully there are some tumblr sites like or that can help me…))
    Cute, charming, naive beauty… that’s what we men like!

    Hope it’ll be an eye opening for you too guys… ;)