Hugh Hefner: I missed a bullet
July 20th, 2011
04:02 PM ET

Hugh Hefner: I missed a bullet

Looks like hindsight really is 20/20.

It's been a bit of time now since perpetual playboy Hugh Hefner was jilted by his much younger fiancee, Crystal Harris, and now he says he "missed a bullet" with the scrapped nuptials.

Hef told "Entertainment Tonight" that he is "doing very, very well under the circumstances."

"As Holly [Madison, his ex-girlfriend] observed, she suggested that I missed a bullet, and I think it's probably true," he said.

Hefner, who is as well known for his bevy of decades younger girlfriends as he is for founding Playboy magazine, said he was marrying  "to give her that sense of security."

As for reports that another man might have been involved, Hef said, "In retrospect there is something to all of this that we don't know that will come to light in time."

So will 85-year-old Hefner, who has been married twice before, consider taking another trip down the aisle with anyone else? Don't bet your sweet bunny tail on it.

"Quite frankly, I don't know what I was really thinking," he said. "I think my natural state is single. I've tried marriage twice, not successfully. These were not the happiest time of my life."

Tune in: Hefner’s ex-fiance Crystal Harris will be on The Joy Behar Show to tell her side of the story on Monday, July 25.


soundoff (288 Responses)
  1. Hugh is a huge cheater....

    not for me

    May 7, 2013 at 7:42 am | Report abuse |
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    May 7, 2013 at 7:16 am | Report abuse |
  3. Andre

    Felicitations, c'est un blog super!

    September 1, 2011 at 10:59 am | Report abuse |
  4. Wildone

    Hef needs to use his head........not that one, the one between his shoulders. He's nothing but a dirty old man with lots of money. If he wasn't rich he'd be nothing but a nasty old character like Aqualung.

    August 19, 2011 at 2:45 pm | Report abuse |
  5. Steve

    TIME FOR TRUTH!! Hef's legal team asked Crystal to sign a pre-nup that removed her as the heir to the Playboy mansion, the magazine and most of Hef's fortune. SHE BAILED!!!

    August 10, 2011 at 1:51 pm | Report abuse |
  6. tomJohnson

    Hef is senile unfortunately and the goods don't get up anymore, but he still craves companionship of pretty women and they are willing to be his friend. Its not that big of a deal and there are worse things going on in the world. Let the old guy enjoy himself.

    August 7, 2011 at 10:34 am | Report abuse |
  7. artguy

    Hef used to be cool, now he's a fool.

    July 28, 2011 at 2:44 pm | Report abuse |
  8. hilly

    I don't know who has the bigger ick factor,the old guy...or the farm girls that screw him...

    July 26, 2011 at 4:36 pm | Report abuse |
  9. Reed

    Crystal Harris will tell her side of the story: Heck, I can tell it to you now. $$$$$$$$

    July 26, 2011 at 1:23 am | Report abuse |
  10. RDRD

    Dodged a bullet? I think he dodged a CANON ! !

    July 25, 2011 at 3:30 pm | Report abuse |
  11. Spellcheck

    Before you post any more ridiculous comments please learn to spell first.

    July 25, 2011 at 7:20 am | Report abuse |
  12. dodged

    You dodged a bullet ..............missed?????What are you British?

    July 22, 2011 at 12:39 pm | Report abuse |
  13. Not so Old Lady

    Find someone your own age...

    July 22, 2011 at 12:39 am | Report abuse |
  14. barbara

    He should have married Holly..... he still should marry Holly.... she really loves him.

    July 21, 2011 at 7:23 pm | Report abuse |
  15. CandyIsDandy

    If you want to find out a little about Hef, you should read Linda Lovelace's autobiography.

    July 21, 2011 at 12:39 pm | Report abuse |
  16. Lori

    It is so incredibly sad that this old man doesn't realise that if it weren't for his fame and fortune, NONE of these young girls would want a thing to do with him. He really doesn't realise how pathetic his life is when it comes to someone who loves and cares for him. He's nothing more than a stepping stone for young "wanna be famous and rich" girls. So, so sad!

    July 21, 2011 at 12:16 pm | Report abuse |
  17. Dyler Turden

    How sad that, at his age, he is still so insecure that he has to sling mud because he got dumped...

    July 21, 2011 at 12:16 pm | Report abuse |
  18. Ralph in Orange Park, FL

    Why buy a cow when you are rich enough to buy all the milk you want?

    July 21, 2011 at 12:13 pm | Report abuse |
  19. Anon

    Hey ladies, imagine this cadaverous old lecher's cold hands all over you.

    July 21, 2011 at 12:08 pm | Report abuse |
  20. JoyA

    The fact that they are both so eager to blab to the world about this only demonstrates how sleazy both of them are.

    July 21, 2011 at 11:52 am | Report abuse |
  21. sandra

    Hef is a gross dirty old man who dosen't deserve the time of day. Without money no girl would look att him twice.

    July 21, 2011 at 11:37 am | Report abuse |
  22. notborncynical

    Anyone want to place any bets on whether Hugh uses Viagra?

    July 21, 2011 at 11:25 am | Report abuse |
  23. Follow the light already...

    I used to admire 'Hef' for having that Dino-Sinatra, Mad Men era classic cool. Unfortunately those days are long gone and Mr. Hefner looks like a silly pair of leathery grey bagpipes, gallivanting around with embryos. His actions truly beg the question, "is it better to burn out or fade away?" Even Larry Flynt is cooler (and richer) than Hefner, and he drives a wheelchair and poops in sack. Don't fear the reaper you Geritol popping, Depends wearing, Ben-Gay smelling old coot!

    July 21, 2011 at 10:41 am | Report abuse |
  24. hero

    That old buzzard needs to grow up and treat people with respect. Just because he has money doesn't mean it's right to exploit people the way he does.

    July 21, 2011 at 10:36 am | Report abuse |
  25. Beach828

    If he is still able to bump he is still able to hump the bunny!!

    July 21, 2011 at 10:32 am | Report abuse |
  26. Beach828

    I wonder due to his status and wealth does he have the means to keep them quiet, you know all that nagging and complaining about everything under the sun. He probably has several bedrooms, send the little wife to bed and then he can sleep in a separate bedroom with access to the bunny nest. What happens when the current Mrs Hefner gets old, does he go check out the current bunny hutches for a new one?

    July 21, 2011 at 10:31 am | Report abuse |
  27. Beach828

    Hugh Hefner is still having fun while in his 80s, live long Hugh Hefner!

    July 21, 2011 at 10:27 am | Report abuse |
    • slow learner?

      I am sure that the exploitation of young women has been more work than fun for many years for Hefner.

      July 21, 2011 at 10:50 am | Report abuse |
  28. peter

    I think this guy is a tosser, go out with someone your own age dirty old man..

    July 21, 2011 at 10:27 am | Report abuse |
    • Slow learner?

      Girls don't like guys their own age because of the immature terms they use, like tosser.

      July 21, 2011 at 10:41 am | Report abuse |
  29. joe

    You wish you could be as good looking at 85, you'll probably be taking a dirt nap way before then.

    July 21, 2011 at 10:23 am | Report abuse |
  30. slow learner?

    85 years of mutual exploitation has finally taught Hef that young girls are unreliable?

    July 21, 2011 at 10:23 am | Report abuse |
  31. Beach828

    Most all women are psycho anyway, he probably noticed problems with her and bailed before it was too late.

    July 21, 2011 at 10:23 am | Report abuse |
  32. Summer819

    Eww. Eww. And eww. Nice cover up for being jilted, Hef.

    July 21, 2011 at 10:18 am | Report abuse |
  33. Sebastian Van Goober

    Im so glad Hef dumped her.

    July 21, 2011 at 10:13 am | Report abuse |
  34. monicme

    Holly meant that Chrystal dodged a bullet not you, grandpa

    July 21, 2011 at 10:09 am | Report abuse |
  35. heidi

    Looks like SHE missed the bullet to me...

    July 21, 2011 at 9:58 am | Report abuse |
  36. somebody

    yuck. He's so old and decrepit. It's time to retire Hugh and go to an old folks home. Date women your age not your great great great great granddaughters. You're disgusting.

    July 21, 2011 at 9:52 am | Report abuse |
  37. old enough

    Let's be honest ... Hef always has been, and always will be, in love with Barbi Benton. He would take her back in a heartbeat if given the chance. She was the great love of his life.

    July 21, 2011 at 9:51 am | Report abuse |
  38. ANN west

    Hef is finished! This chick would rather sell the engagement story than have to stomach being with him. I knew at some point hef would be to gross to boink

    July 21, 2011 at 9:41 am | Report abuse |
    • KeepingItUp

      You seem to be a turning green with envy. Green is NOT your color, dearie.

      July 21, 2011 at 10:05 am | Report abuse |
  39. George

    Hef needs a wife as much as we need more heat in the Midwest.

    July 21, 2011 at 9:40 am | Report abuse |
    • VoraciousReader

      Sadly, that comment applies to millions of men who have shown themselves incapable of becoming decent, faithful husbands.

      July 21, 2011 at 9:49 am | Report abuse |
  40. VoraciousReader

    Hugh Hefner. What's not to love? Talk about a self-made American icon.

    July 21, 2011 at 9:39 am | Report abuse |
  41. anotherolderguido

    Rock out Hef, its your life and a million guys would trade places with you. You still rule whats really cool.

    July 21, 2011 at 9:37 am | Report abuse |
    • TonySoprano

      Here, here! Well stated, Guido. Hef has been one of the world's Kings of Cool for better than a half century. How many self-made dudes can you say that about? In terms of cool, he has outlived many other icons and stayed relevant. Elvis, the Beatles, and the Stones are also-rans, comparatively speaking. Keep it up, Hef (OK, there was a pun intended.)

      July 21, 2011 at 10:10 am | Report abuse |
  42. seriously

    What Hef needs is Jesus Christ. He needs salvation and forgivness from his sins..and a Lord who will guide him in eternal matters. soon his life will be over, and all the wasted time, energy and effort of butts boobs, and girley parties will all be invain. Prayin for you Hef.

    July 21, 2011 at 9:28 am | Report abuse |
    • VoraciousReader

      So, what sins has Mr. Hefner commiiited? Did he become too wealthy for your tastes? If that's a sin, then you'd better pray fervently for the likes of Rupert Murdoch and the corrupt politicians who are destroying this country. Please don't pray for him. He's a rational humanist who outgrew the need for religion decades ago.

      July 21, 2011 at 9:45 am | Report abuse |
    • boocat

      Get real!!!!

      July 21, 2011 at 11:03 am | Report abuse |
  43. JackTaraz

    The bullet that was dodged was his Daughter, Christie, and his other kids. Hef was going to marry that Bimbo without a PRE NUP!!!!! She would have cleaned his clock, as he lives in California. She would have gotten HALF of his estate!!!! YIKES!!!

    July 21, 2011 at 9:20 am | Report abuse |
  44. HughWorstEnemy

    The only "bullet" elderly Hefner missed was the one from his own gun. Hugh – GROW UP. You had a great run. Now fade out with some dignity. Dating and "falling in love" with twenty-something Gold Diggers is pathetic. You look pathetic. Marrying a twenty-something-year old leads us to believe you are suffering from Dementia. Grow up baby. You're mortal. Your time is nearly up. Act like a man and handle it every one else. Write an auto-biography or something. Pass the business torch. Keep busy. But, please, stop thinking young tail thinks you're attractive and loveable. You're not dude. You're getting played. Wake up... reflect on your amazing life and smile. Just do it with some grace and dignity.

    July 21, 2011 at 9:13 am | Report abuse |
  45. Smoke on the HotDog

    "As for reports that another man might have been involved, Hef said,"

    Hef is gay? I never knew that! So all those girls were T Girls? Amazing what a little surgery or tucking that thing away can do!!

    July 21, 2011 at 9:00 am | Report abuse |
  46. Matthew Poston

    The other man involved was none other then professional wreslter, and wwe hall of fame inductee ABDULLAH THE BUTCHER. I have been told that there are some really interesting videos of the almost mrs. heffner and ABDULLAH floating around, and whenthey actually do surface peopel will be shocked!!1

    July 21, 2011 at 8:48 am | Report abuse |
  47. Sandy

    Will there ever come a time that Hef will wonder what lies ahead of him in his afterlife?I would drop to my knees and beg for forgiveness!

    July 21, 2011 at 8:37 am | Report abuse |
  48. huh

    Why in god's name would this man ever get married? That would be like Tom Brady quitting football to be a commentator.

    July 21, 2011 at 8:32 am | Report abuse |
  49. citizenUSA

    Yaeh, he may have "missed a bullit" but she missed having an 85 year old piece of sausage waved at her.

    July 21, 2011 at 8:22 am | Report abuse |
  50. John Spurlock

    I doubt Hugh will be alone and suffering for long.

    As for the Bimbo...

    Personally, I hope she winds up selling fries and Mickey D's.

    July 21, 2011 at 8:21 am | Report abuse |
  51. rashid

    Hef is fantastic. Smart, hard working, inovative, aware, loves life and this country. When the book on him is written, the world will realize what a great human he was. The babes? Ya, why not.

    July 21, 2011 at 8:09 am | Report abuse |
  52. BigNutz

    I love all the haters! Ladies, keep in mind, EVERY guy in this world would live like Hef if given the opportunity. Any that say they wouldn't are lying, in denial, or are gay. I love my wife, but she isn't stupid. She knows that Hef is my hero (Not only cause of the chics, the whole Esquire thing too). I'm not stupid either, if she had the opportunity to "enjoy" the company of unlimited young "Brad Pitt" look-alikes, who am I to stop her?!?!?!

    July 21, 2011 at 7:52 am | Report abuse |
  53. joe gidstock

    I think all of you should get a life, you obviously have time on your hand and are not getting any. What are Hef and his harem to you? Do you really want to live in a a society where a bunch of people still living in their mom's basements (and using her net connection and her old computer) decide what an old man can do with his money/leathery todger?

    Hahahahahahahhhhhh......

    What will you do if mom dies and leaves her house to someone else?

    July 21, 2011 at 7:48 am | Report abuse |
  54. sparky

    How disconnected can one be?......dude, she was gonna marry you for money and fame alone. SHE had a sudden attack of integrity and dodged the bullet.

    July 21, 2011 at 7:35 am | Report abuse |
  55. Intrepid

    Where is Jack Kavorkian when we need him most? Stop giving the dirty old man bandwidth, CNN

    July 21, 2011 at 7:31 am | Report abuse |
  56. hello

    Hef,s mother should have swallowed. I'm 44 and WOULD NEVER AND HAVE NEVER GAVE 1 MINUTE OF THOUGHT to be with this loozer. I'm indeopendent with brains. Money means nothing! These young girls r dumb as a box of rocks. I have brains and looks. Don't need a shriveled up man for his money. Its all fake and unrealistic guys gets some brains pleeez. We need more men in this world with brains!!!!

    July 21, 2011 at 7:28 am | Report abuse |
    • heffforreal

      If you really have brains, like you say, how come you can't spell, or don't know how to use spell check you moron.

      July 21, 2011 at 8:50 am | Report abuse |
  57. Ken

    Hefny.... You fall in your own trap. Playboy's women are NOT women to get married by definition. Then again why a good woman will marry a playboy? It's sad to be around so many women but not a good one.

    July 21, 2011 at 7:26 am | Report abuse |
  58. paepae boy

    Oh yeah I'm a 33 yr old guy brn hair blue eyes 6'3 any older women I'm the dallas,tx area wanna hook up? Older I mean 40-60 yrs old.

    July 21, 2011 at 5:48 am | Report abuse |
    • heffforreal

      What's the matter papae boy, are you mom and sister both gone for a few days?

      July 21, 2011 at 8:52 am | Report abuse |
  59. Name*scrapy

    The younger the couple ... the tighter the squiz. Hef, keep rocking them hommie !!

    July 21, 2011 at 5:34 am | Report abuse |
  60. paepae boy

    I think your all missing the point. And this comment is for all the ladies who think they are going to "run" things. The women her hangs with prove on thing absolutely, that men have always and will always be right about women. Women are good for 2 things, that thing between their legs and the fun bags hanging off their chest THAT'S ALL! If she can also make a good meatloaf and a keylime pie well that's just and added bonus, cuz after all the best cooks are even ( say it together girls) M.E.N! So let's review the facts ladies. 1. You'll never rule the world and 2. Your only good for 1 (one) thing and it ain't politics.

    July 21, 2011 at 5:30 am | Report abuse |
  61. drew

    she left him because she was told that when hugh dies the mansion doesn't go to her it belongs to playboy corp

    July 21, 2011 at 5:19 am | Report abuse |
  62. cherry

    I think as long as the women he has wants to be there then we shouldn't say anything hef is a real nice guy so what if he has money those woman want hef and as long as they are satisfy I say hoorah hef keep it up I hope when I'm 85 I will still be wanting men you go hef and thank God you missed the bullet

    July 21, 2011 at 4:02 am | Report abuse |
  63. mejazzbo

    You definitely dodged a bullet, Hef! How does any ditz deserve to inherit the empire you built. Just do 'em and forget 'em. They aren't worthy!

    July 21, 2011 at 3:17 am | Report abuse |
  64. Neo

    Come on people; look at Hef, tons of girls come and go for pass decades but he was rich and he still rich. That means he ain't a fool, would u agree?

    July 21, 2011 at 3:12 am | Report abuse |
  65. Kanoodle

    Hef should go on a date with Betty White

    July 21, 2011 at 3:08 am | Report abuse |
  66. inkyy wit a pinkyy

    No more nice Inkyy!!! I'm over the edge.

    July 21, 2011 at 2:41 am | Report abuse |
  67. inkyy wit a pinkyy

    I can be a hoe Fred,but in the end i still remember that i am graduating to be a Neurologist soon. So ha. You a whole flunk dunk and i just inked on you. I have what u call brains so i can do whatever and whomever i please. I didn't ask for your comentary.

    July 21, 2011 at 2:23 am | Report abuse |
  68. LEB

    Hugh Hefner gets uppity because he suspects his fiance was cheating? He, the one who had 3 girlfriends on a reality show and reportedly keeps a constant harem of "girlfriends" for his entertainment? You've got to be kidding me.

    July 21, 2011 at 2:19 am | Report abuse |
  69. inkyy wit a pinkyy

    How nice of u KC. U seem very down to earth and sure of yourself. Great reading what u said. Until then, outta here

    July 21, 2011 at 2:06 am | Report abuse |
  70. Machine Eagle

    There are two kinds of men who wouldn't admit to wanting to trade places with Hugh Hefner: liars and gays.

    July 21, 2011 at 2:06 am | Report abuse |
  71. inkyy wit a pinkyy

    We do rule the world. Women are united and we are taking men down to their knees. Check me :^)

    July 21, 2011 at 1:54 am | Report abuse |
  72. inkyy wit a pinkyy

    Sorry it was KC not JC and i hope ur a guy. And as for "Church" who thinks Hugh Hefner is a God, u are a disgrace to all people and even to God. For u to compare someone else to God is outragous. U owe God an apology!!

    July 21, 2011 at 1:46 am | Report abuse |
  73. inkyy wit a pinkyy

    Ever since i heard of a Playboy Bunny, i always wanted to B one. I just think about Kendra and how she was one. I love it. Hell , i don't have to buy my own house and everything's handed to me. I just wish Hef was someone else. Maybe if he were the guy who plays as House on the show HOUSE. Or if he was Omar Epps from "Love and Basketball." Yea i like that better. I don't know about u ,but i'm attracted to older guys. And JC don't worry about being a virgin, come to New Orleans and i change all of that for u. =~}

    July 21, 2011 at 1:38 am | Report abuse |
    • KC

      Gee, what glorious aspirations you have. What an an addition to the gene pool you are!

      July 21, 2011 at 1:46 am | Report abuse |
  74. john999y

    oh, hefner, you missed bullet? Don't worry. I have one just for you.

    July 21, 2011 at 1:03 am | Report abuse |
  75. charlie crack

    Oh @Ms fernace (blushing). No you dint'....that's f'n hilarious....i might p!ss my drawls....lmao....holy balls batman....whew!

    July 21, 2011 at 12:35 am | Report abuse |
  76. Brian

    Hefner is nothing but a sack of that brown sticky stuff. What a worthless excuse for a human being. I wonder if his mother had any live ones.

    July 21, 2011 at 12:34 am | Report abuse |
  77. Frida

    1.800.who.Gives a damn...about this old man & his stable of pathetic females??

    July 21, 2011 at 12:19 am | Report abuse |
  78. oldboldgold

    Well, I'm a dinosaur myself at 57... but I have never thought Hugh Hefner had an ounce of attractiveness in him. He did need to make a lot of money so he could at least pay for his ho brigade. Works for all of them, looks like to me. The ho gets her $ and Hugh pretends he's hot.... NOT.

    July 21, 2011 at 12:10 am | Report abuse |
  79. John

    We get to comment on this subject but not important issues???????????

    Why??????
    Demand a say on important topics

    July 21, 2011 at 12:07 am | Report abuse |
  80. QuietStormX

    I think he did dodge a bullet with that girl that didn't look interesting when I saw her on the Bunny TV show. I'm sure there is another man in the picture, and maybe she didn't really want to hurt Hef?

    July 20, 2011 at 11:50 pm | Report abuse |
  81. SS

    He can dodge bullets, but not the grim reaper.

    July 20, 2011 at 11:49 pm | Report abuse |
  82. Alex

    If he really believed that he would have said "i dodged a bullet" not "i missed a bullet"
    He would have rather her marry him and been quiet and die a "married" man.

    July 20, 2011 at 11:47 pm | Report abuse |
  83. Name*JD

    Hef is still the uber MAC daddy. I only wish I had the charisma and the money to have women fall all over me. But being a regular guy, in the working world, I don't see that happening in my lifetime. How depressing.

    July 20, 2011 at 11:26 pm | Report abuse |
  84. EmeraldCity

    I remember what it was like to be 22. And the kind of guys that I was interested in. How can these young girls go for someone SO much older than themselves? I would've gotten sick at the thought of being with someone like this when I was in my 20s. 30 something, even 40 something. Hef's age? No way.

    July 20, 2011 at 11:26 pm | Report abuse |
  85. cyndi

    What a pathetic, shriveled up piece of garbage...he may have dodged a bullet, but SHE escaped a fate no woman should have to endure! Even a gold digger deserves better than Hef!

    July 20, 2011 at 11:11 pm | Report abuse |
  86. Not.A.Bullet

    He dodged a booby trap. Not a bullet. Bullet has male connotations. I don't think Hugh was dating a man. Booby trap sounds more appropriate.

    July 20, 2011 at 11:01 pm | Report abuse |
  87. jfciii70

    Dodged a bullet? Whatever ya prune. Follo-Me dot com

    July 20, 2011 at 11:01 pm | Report abuse |
  88. @j '-ng

    Good riddance Hugh Hefner. You old wrinkled mysoginist. Why would she want you?

    July 20, 2011 at 10:50 pm | Report abuse |
  89. Expertia

    Simply put - he gives his girls lots of money. That explains everything.

    July 20, 2011 at 10:46 pm | Report abuse |
    • Paganguy

      It is not the money, it is the celbrity status and name recognition. Money will follow those things.

      July 20, 2011 at 11:16 pm | Report abuse |
  90. Slim

    I don't mind saying that I'm jealous.

    July 20, 2011 at 10:45 pm | Report abuse |
  91. Chris

    To me, Hefner is nothing but a dirty old man. Unable or unwilling to date women of his own age he picks young girls young enough to be his grand-daughter. Why any young woman would even consider getting involved with a man like Hefner boggles my mind. Only thing I can think of is money, certainly not for his looks or personality. I heard Hugh Hefner's ego is only second to the size of Mt. Rushmore but it must be even worse to look at oneself in the mirror and really believe you are God's gift to women or should I say young girls.

    July 20, 2011 at 10:37 pm | Report abuse |
  92. Jon KIng

    Pretty standard stuff, ugly rich guy pays for damaged young women to be with him. Lets not make the guy out to be anything special. Pretty standard stuff for ugly rich guys.

    July 20, 2011 at 10:33 pm | Report abuse |
  93. Joe

    You my friend are amazing you can do it all anyone would be happy to.be who you are so glad you have made playboy.

    July 20, 2011 at 10:30 pm | Report abuse |
  94. brokenteeth

    Huh?

    July 20, 2011 at 10:27 pm | Report abuse |
  95. brento

    Its DODGED a bullet. Jeez.

    July 20, 2011 at 10:26 pm | Report abuse |
  96. heather

    I think he has a really low self esteem because he needs a beauty by his side to make people envy him and he thinks that the only way he can get that is money. it's very sad actually i am 46 and wonder why so many guys attracted to me are in their 20's. i am not a babysitter. yeesh!.

    July 20, 2011 at 10:14 pm | Report abuse |
  97. alvinjh

    he "missed a bullet" huh? Never heard it put that way. The bullet missed him makes more sense..but..perhaps he meant what he said. If so–he should not give up so easily. He should catch that bullet!

    July 20, 2011 at 9:44 pm | Report abuse |
  98. fernace

    Hillarious comments peeps, & since I was 1'st I 'm gonna go again! Hef is a bit over the top, but as a woman half his age I 've started to wonder about my old age & I find it encouraging to know life & even s.e.x. continues! Don't y'all!? Or will you be satisfied that the world tells you to drink your prune juice & go to sleep (alone) at 7pm? I, for1 will not! I love hearing Betty White saying she dates & has a s.e.x.life! Enjoying that part of life doesn't mean they're pervs, just cause they're in their 80's! I plan to live to 120:) & keep "doin' it well" all the way!Lol! I'm single & most of my dudes in the last 10 years have been younger than me, but I'd give an older dude some play if he looked good & kept some viagra in his pocket! So that means You Hugh Hefner! Give me a call @ 555-1234!!Lol!

    July 20, 2011 at 9:39 pm | Report abuse |
  99. Kathy

    "The ones we hate last forever....".

    July 20, 2011 at 9:13 pm | Report abuse |
  100. mjh

    the next HEFNER will be sure to polish the skills of hue; now let a person who gave the MEN AROUND THE WORLD a reason to get up the next day; his time his space; like all of us DONT JUDGE TILL YOU WALKED IN HIS SHOES HIPPACRITS!

    July 20, 2011 at 9:10 pm | Report abuse |
    • YouCan'tSpell

      Hippacrits?? Seriously? Even with the auto-spell checker you couldn't get it correct? Oh, that is sad.

      July 20, 2011 at 9:19 pm | Report abuse |
  101. Lovin'Life!

    Go to youtube and search on "Joe Rogan Hugh Hefner" – Joe sums it up just right. WARNING: foul language, so don't play near kids.

    July 20, 2011 at 9:07 pm | Report abuse |
  102. Burbank

    Considering Hef's age, I'll bet there have been a lot of missing bullets!

    July 20, 2011 at 8:53 pm | Report abuse |
  103. mjh

    mr. hefner from one successful american to another NOTHING VENTURERED NOTHING GAINED you made the PLAYBOY BUNNYan AMERICAN ICON "HATS OFF TO YOU" FEMALES AROUND THE WORLD!

    July 20, 2011 at 8:42 pm | Report abuse |
  104. chip

    Heff you are just a bit on the senior citizen side.I thought that whole thing was just way out there.It just don't seem right from any angle.

    July 20, 2011 at 8:36 pm | Report abuse |
  105. Rob

    This is going to sound odd, but I really pity Hef. I don't think he'll ever experience what it's like to grow old with some that's really in love with him. Most of the women in his life are in love with his lifestyle, and probably don't even know what the real Hef is like. Where some people see a rich life, I see a lonely isolated life.

    July 20, 2011 at 8:29 pm | Report abuse |
    • myway

      You're right. That sounds odd. Hef is old enough to know he's got no one to blame but himself. That's why he imagines he dodged a bullit. What he really meant is, he sobered up and realized how silly the whole thing was.

      July 20, 2011 at 9:08 pm | Report abuse |
    • Kathy

      Oh yeah, his lifestyle! LOL! They're totally in love with his life$$$tyle

      July 20, 2011 at 9:15 pm | Report abuse |
    • Mary

      Don't kid yourself. Hef has been lovin' his lifestyle since Playboy first started in the fifties. He would hate the lifestyle you are referring to – he would feel sorry for YOU. Like Hef said, during his 2 marriages that was his hardest time.

      July 20, 2011 at 11:39 pm | Report abuse |
    • Rob

      Mary, most bachelors that end up swinging for most of their adult life wish they had a companion when they get older in life. Yes he probably had one helluva ride when he was more able bodied, but right now he's just a shell of a character waiting to die, alone.

      July 21, 2011 at 3:14 am | Report abuse |
  106. dixiejon

    "I might get to heaven if I get too old to chase women" Mohammed Ali

    July 20, 2011 at 8:13 pm | Report abuse |
  107. bluemax77

    He may have missed the bullet but he won’t miss the Reaper...!!

    July 20, 2011 at 8:10 pm | Report abuse |
  108. Marko

    "Quite frankly, I don't know what I was really thinking," he said. "I think my natural state is single. I've tried marriage twice, not successfully. These were not the happiest time of my life."

    Good self-evaluation Mr. Hefner. I cannot be critical. I learned a similar lesson. This shows me that life is an ongoing evolving process, and that life is not over until it is over.
    ...and then maybe then some :) If you are good.

    July 20, 2011 at 8:06 pm | Report abuse |
  109. AJ

    I don't know which is sadder: An old man like Hef who is incapable of having a mature relationship with a woman close to his age, or a young woman who will do anything with any old guy who has money.

    July 20, 2011 at 8:06 pm | Report abuse |
  110. Bob

    The same cannot be said of Larry Flynt.

    July 20, 2011 at 8:05 pm | Report abuse |
  111. jenjen

    you got it hef! no need to live the rest of your life with a choke chain on. enjoy & God bless......

    July 20, 2011 at 8:04 pm | Report abuse |
  112. Raven

    Put a Stacked blonde next to a Ferrari, and pick. Believe me, in the long run the car is cheaper....

    July 20, 2011 at 7:43 pm | Report abuse |
  113. Miranda Dickerson

    Hugh Hefner looks likes he is going to die any time now, he is too old than mother earth.

    July 20, 2011 at 7:38 pm | Report abuse |
  114. BBee

    Thank god he's shooting blanks imagine what a baby of his would look and act like.

    July 20, 2011 at 7:37 pm | Report abuse |
  115. ELMO RIFFCAN

    By the way I've been married 4 times.

    July 20, 2011 at 7:36 pm | Report abuse |
  116. to all the bimbos in Hollywood

    to all the young bimbos with fake parts and colored hair in Hollywood, how about getting a real job for a change and stop being a gold diggers, how can you kiss this ugly looking man Hugh Hefner, even when he was young he was still ugly.

    July 20, 2011 at 7:36 pm | Report abuse |
    • myway

      Are you from Planet Hollywood? Gold diggers are everywhere not just in Hollywood, CA. If it was up to me, they'd all move there. Besides, they're not all bimbo's. If a guy like Hef almost fell for one of them, who is the real bimbo?

      July 20, 2011 at 9:03 pm | Report abuse |
    • Kathy

      Um, hello? There's no market without a customer, pal. Do you really think Hef imagines these women are screwing him for love? Wow! I have some real estate I want to show you... in Florida... a great investment....

      July 20, 2011 at 9:17 pm | Report abuse |
  117. Maria

    Dodged a bullet,yea right. Stop whining. You made your bed, did you think you would not spend your dotage a sad and foolish old clown who thinks he still has game. Too bad you have never experienced the love of a woman. You got played you old fool. What a joke, he better off single. Noooo, remember there are so many women who can't wait to fall in love with your half dead carcass, why deprive them. You have been used as a bank for so many women why stop now. You give every man hope that he will be just like you. To have an endless variety of women flocking to admire their manhood. Of course they will need millions to do it.

    July 20, 2011 at 7:35 pm | Report abuse |
  118. ELMO RIFFCAN

    I would love to be in his shoes right now,beautiful women,photo shoots,fold outs...surgery on my back and neck to become whole again. When you get old stuff stops working and all you have are memories when you could do a lot. Yea, wishing I was Hugh is every old mans dream.

    July 20, 2011 at 7:35 pm | Report abuse |
  119. Lennie Ross

    Yeah I can't ever imagine Hef getting married. But then again, at this age, and since he's only courting women 1/4th his age, who would wanna marry him!? Seems like there's a few eager, sad women out there who jump at the opportunity.

    Lennie Ross

    http://lennierosswrites.com

    July 20, 2011 at 7:33 pm | Report abuse |
  120. dora

    Who does he think he is talking to? She missed the bullet, not him. He wanted a cheap nurse to pass the bed pan etc. Now he sqeezes every bit of publicity out he can get . Some greedy people never get enough. Reality check for Heff.

    July 20, 2011 at 7:33 pm | Report abuse |
  121. LaShaneeqwaBabyMama

    HE missed a bullet, and SHE missed being stuck with someone that's probably shooting blanks.

    July 20, 2011 at 7:21 pm | Report abuse |
  122. Al ~ Sin Diego

    Oh come on....who in their right mind is going to feel sorry for this dude.....shake it off, and shake your crank, and MOVE ON....

    July 20, 2011 at 7:17 pm | Report abuse |
  123. Emily

    Hef is a God!!!!

    July 20, 2011 at 7:13 pm | Report abuse |
  124. myway

    Must be a slow news day if this nonsense makes the top of the most popular news story list. If Hef thinks he needs to get married to a 25 yr old gold digger, what he was demonstrating his whole life was a giant charade anyway. Get real, the man has lost his marbles. Maybe we'll all get like that at 85. I pray not.

    July 20, 2011 at 7:11 pm | Report abuse |
  125. WILLIEWONKA

    I wonder who the bigger clown is, Hef or The Donald? Is Hef running for office?

    July 20, 2011 at 6:54 pm | Report abuse |
    • myway

      Common! No contest. Anyone named Donald has got to be the worst. We got Trump and Rumsfeld, 2 of the biggest looney toons coming accross the stage in recent memory. Hef is a boy scout by comparison.

      July 20, 2011 at 7:20 pm | Report abuse |
  126. WILLIEWONKA

    'Ol Hef missed his bedpan

    July 20, 2011 at 6:52 pm | Report abuse |
  127. WILLIEWONKA

    Hef, there's no fool like an old fool.

    July 20, 2011 at 6:50 pm | Report abuse |
  128. digirootune

    Hugh Hefner: I missed a bullet

    I wish I could the same, my friend.

    -Larry Flint

    July 20, 2011 at 6:49 pm | Report abuse |
  129. Skinning Rabbits

    Having worked at Playboy for over 16 years, it is safe to say this entire runaway bride business was a well scripted pre-planned PR event derived to help distract from the state of the brand. (Keep in mind, all this run-around is a great lead up to the debut of ABC's new t.v drama, 'The Playboy Club'). There was no pre-nup, but I bet my bunny ears there certainly was a contract with Crystal to play along. Did you know that all of Hef's "girlfriends" are contractually obligated to have blonde hair for as long as their contract is valid, even if no longer playing the role of girlfriend? Amazing, huh?

    July 20, 2011 at 6:48 pm | Report abuse |
  130. Nancee

    Old fool.

    July 20, 2011 at 6:44 pm | Report abuse |
  131. Ted

    I actually admire her.It shows she is not just after his money like the others.

    July 20, 2011 at 6:44 pm | Report abuse |
  132. Scott

    I know Hef and he is by far the most generous and kind person you could meet. He is beyond nice and created an empire...it's jealousy we see in most of these posts If he likes young women, guess what you upset women, all all do.

    July 20, 2011 at 6:40 pm | Report abuse |
    • Mary

      I totally agree with you, even though I have never met Hef. He treats his women wonderfully.

      July 20, 2011 at 11:28 pm | Report abuse |
    • Phil

      Hef does remind me of an old school gentleman and i see nothing to indicate that he mistreats women. But come on . What kind of woman wants a man 60 years her senior? Only reason I can think of is money....Come on Hugh, your starting to sound like a desperate old man.....

      July 21, 2011 at 10:55 am | Report abuse |
  133. CTexas

    No need to get married... If you're Hef!

    July 20, 2011 at 6:39 pm | Report abuse |
  134. Kevin

    He is just trying to make himself feel better for getting dumped. I have nothing against the Hef. Just telling it how I see it.

    July 20, 2011 at 6:33 pm | Report abuse |
  135. UthemanHef

    Hef just beg Holly to come back and just date her alone for a while. She is the absolute coolest ever, and she just wants you to try monogamy with her for a bit. You've tried everything else, why not that? She's smart, hot, SO super nice and she digs you, not just your $. But yeah, marriage is for young fools with little prospects of ever making a lot of money.

    July 20, 2011 at 6:30 pm | Report abuse |
  136. gaucho420

    This is still news?

    July 20, 2011 at 6:28 pm | Report abuse |
  137. cora

    Hugh hefner ur old need to give it a rest and can't u c they using u for ur money get it togather before its 2 late.....

    July 20, 2011 at 6:24 pm | Report abuse |
    • Beverly Murphy

      Men are not the only ones that are incapable of being a decent spouse. Who are some people that think a man should not enjoy his life as he pleases and what he can afford. I also think men and women should be able to have as many spouses as they choose government should not control this. As long as everyone is of age, than it's their business. Don't like it? than don't read it, watch it, or wack off to it behind closed doors than act holyer than thou.

      July 21, 2011 at 10:01 am | Report abuse |
    • Ronron

      Yes they is using you fo you money Hef.

      July 21, 2011 at 10:26 am | Report abuse |
  138. Duffman

    Obviously she didn't like the prenup

    July 20, 2011 at 6:24 pm | Report abuse |
  139. jk

    Please!!! Missed a bullelt? No woman would look at him once (let alone twice) if it weren't for his billions. Picture him penniless, standing on a street corner....any takers?

    July 20, 2011 at 6:23 pm | Report abuse |
  140. Aaron

    Imagine these women hanging around an 80 yr old geezer and contemplating marryin' him...

    Way too many women willing to marry "their" pimp.

    July 20, 2011 at 6:23 pm | Report abuse |
  141. Deb

    Oh good grief I thought is said Hefner "missed the toilet."

    July 20, 2011 at 6:22 pm | Report abuse |
  142. woody

    HOW DO U DO ...U KNOW...URE 84 ,,,JUST SAY,N

    July 20, 2011 at 6:22 pm | Report abuse |
  143. Bill brasky

    All these women are beards. He has Rock Hudson written all over him.

    July 20, 2011 at 6:18 pm | Report abuse |
  144. KK

    We all know she was marrying for LOVE.

    July 20, 2011 at 6:16 pm | Report abuse |
  145. Mitri

    I am still fukin virgin

    July 20, 2011 at 6:00 pm | Report abuse |
  146. monkey_trash

    Hef ur a G !

    July 20, 2011 at 5:56 pm | Report abuse |
  147. pippa's american boyfriend

    Women are so cranky when they get old. I'd keep trading for younger if I had the money they love so much.

    July 20, 2011 at 5:47 pm | Report abuse |
  148. Church

    Hey, Brian and other haters, before “Saint Hef” published Playboy, we were still in the Dark Ages of the Victorian Era. His personal life is of no consequence compared to the honesty he brought to the world which at the time was so repressed that women and their bodies were taboo.
    Thanks, Hef, with all my heart.

    July 20, 2011 at 5:41 pm | Report abuse |
  149. portalpunk

    Hefner is God!

    July 20, 2011 at 5:41 pm | Report abuse |
  150. Carmen

    IT'S AMAZING THAT NONE OF THE WOMEN HE HAS BEEN WITH DON'T HAVE A DISEASE OF SOME SORT!! HE IS A NASTY OLD MAN AND SHOULD BE DRINKING HIS PRUNE JUICE!! NASTY!!!!

    July 20, 2011 at 5:25 pm | Report abuse |
    • SAWolf

      Got news for you, My last gig as a Medical Technologist(generalist) , on days scheduled I was a working clinical microbiologist, 65% of Americans between 16-24 have at least 1 STD and most DO NOT KNOW IT. Its depressing when finding leukocyte esterase in a 13 year old girl,s urine , doing the required microscopy, and finding the nasties(microbiological parasites) swimming around.

      July 20, 2011 at 10:42 pm | Report abuse |
  151. Paris Hilton's OBGYN

    Yeah...he didn't have s3x with paris hilton.

    July 20, 2011 at 5:18 pm | Report abuse |
  152. ladylike

    We have to remind ourselves that Hugh Hefner is Not the average man of 85. He is the ultimate Playboy Playa. I can easily believe that Hef being 85 is not the Usual 85-year- old fossil (sorry) that you would know to be 85. This man has lived well and has been treated well for over 50 years with a variety of women, and he has lived quietly while doing it until (in) recent years. I do not believe that any of us on these pages would have thought that Hugh Hefner was going to check out at closing time, with an 83-year-old Bengay-liniment wearing gray-headed granny by his side!

    July 20, 2011 at 5:16 pm | Report abuse |
    • DeAguaDulce

      Which only proves what a sad and pathetic life he's lived. Anyone at that age who is still holding on to a 15 year old boy's fantasy life, is just sad. Sure he has money - and a horde of sycophants using hom and spending it for him. Nice life.

      July 20, 2011 at 5:21 pm | Report abuse |
  153. Bookenz

    It just proves that with age does not necessarily come wisdom.

    July 20, 2011 at 5:13 pm | Report abuse |
  154. Brian

    It would be hard to find anyone more useless to society than Hugh Hefner.

    July 20, 2011 at 5:09 pm | Report abuse |
  155. sirmixalot

    this was ALL a publicity stunt. she wanted to be a famous singer & he said we'll stage a fake wedding & then you drop out at the last minute & it will make news headlines

    July 20, 2011 at 5:05 pm | Report abuse |
    • lornee

      Probably pretty close to the truth.
      No matter why the kids are willing to marry him, or profess to, Hef has been getting the young ladies all his life.
      Whenever anyone says "You da man", I think of Hef.

      July 20, 2011 at 5:57 pm | Report abuse |
  156. Truth-Bomb Thrower

    Actually, if I remember correctly, SHE did the dodging. I've often wandered if Hefner is the only person in the universe who actually believes that all of these young women are at his side for any reason other than money and fame. What an old fool.

    July 20, 2011 at 5:03 pm | Report abuse |
  157. jujubeans

    Sure he's old and creepy, but he still gets to boink hot twentysomethings whenever he likes.

    July 20, 2011 at 5:02 pm | Report abuse |
    • Phil

      I think I could say with 100% confidence that these twentysomethings he is boinking would most definitely turn the lights off.....

      July 21, 2011 at 10:48 am | Report abuse |
  158. JJDLS

    I think Crystal is the one who dodged the bullet! good for her that she wised up and didn't marry this disgusting pervert.

    July 20, 2011 at 4:57 pm | Report abuse |
    • Suze83468

      she wised up when she found out she signed a prenup and all she was gonna get was a kick in the tush on her way out the door

      July 20, 2011 at 5:28 pm | Report abuse |
    • lornee

      Rumour has it that Hef refused to sign the prenup because she wanted a DNR clause.

      July 20, 2011 at 6:00 pm | Report abuse |
  159. Pedro

    i want to smell hef's finger

    July 20, 2011 at 4:51 pm | Report abuse |
  160. Calling BS

    I agree with DaveNYUSA, Hef, you've become a creepy old guy. A few years ago i ithought that you'd be sensable and keep a low dignafied profile...I 'd hoped so. Well at leeast you'll go with a smile on your face. Glad I don't have daughthers though, I'd hate to find out one or both where hanging out with you unless she was your nurse.

    July 20, 2011 at 4:50 pm | Report abuse |
  161. Chuckster

    At least he keeps Viagra in business.

    July 20, 2011 at 4:49 pm | Report abuse |
  162. jujubeans

    Why would he want to marry at his age? All he wants is a different woman every night. He wasn't marrying for love. Just keep popping your Viagra, Hef, if she dies, she dies.

    July 20, 2011 at 4:45 pm | Report abuse |
  163. Scott

    Women are a headache. His life with women may seem great but I venture to guess he has had it's fair share of problems with them too. And this story doesn't even come close to a problem in my mind. Not sure why it is getting attention. Maybe people are bored like me from time to time and just write about it. Ok, I've bored myself to sleep. Good-night !

    July 20, 2011 at 4:44 pm | Report abuse |
  164. oldgoat

    Hey! Where is your Captain's cap?

    July 20, 2011 at 4:43 pm | Report abuse |
  165. CindeeBee

    Hef, you sir are a poo head for wanting to marry this broad.

    July 20, 2011 at 4:43 pm | Report abuse |
  166. David

    His natural state is single? At 85, his natural state is precarious.

    July 20, 2011 at 4:43 pm | Report abuse |
  167. Dennis Rodstroker

    I like the smell of beer farts.

    July 20, 2011 at 4:42 pm | Report abuse |
  168. The Dude

    Seriously, Hef is the man!! He can do whatever he wants. Anyone who trashes Hef is jealous (and so am I).

    July 20, 2011 at 4:40 pm | Report abuse |
    • jujubeans

      Yeah, he's 85 years old. Just keep it up as long as you can. (Litterally and figuratively).

      July 20, 2011 at 4:47 pm | Report abuse |
    • freewilly

      You are so right. The man is a God. Playboy is a major part of our American culture. Any one who bad's mouths Hef is jealous and spends more time writing comments then getting .....They won't be playing "are you lonely tonight" at Hef's place. When I grow old I want to be a "Sugar Daddy" too.

      July 20, 2011 at 5:02 pm | Report abuse |
    • Josie

      @jujubeans its amazing that he can still get "it" up.

      July 20, 2011 at 5:10 pm | Report abuse |
    • DeAguaDulce

      Free willy: Since you are spending time blogging, I'm sure it's safe to assume that you aren't getting.... LOL

      July 20, 2011 at 5:18 pm | Report abuse |
    • jeff

      Josie...where have you been? They have drugs for that now...and have for sometime. Perhaps you should get out a bit more.

      July 20, 2011 at 6:09 pm | Report abuse |
    • heffan

      Let's see. He's 85, been porking stacked blondes most of his life and has naked babes running around his mansion. Sorry, but I fail to see anything I object to.

      July 20, 2011 at 7:11 pm | Report abuse |
    • G

      Your "hero", does boys and girls, just so you know, by his own admission. His story is that he doesn't love the boys, he just does them.

      July 20, 2011 at 8:00 pm | Report abuse |
    • Josie

      Yeah i know, but he's so close to 90 and drugs like that can only do so much. But good on him if he can stay solid as a rock.

      July 21, 2011 at 12:00 am | Report abuse |
    • Josie

      Or put a cowboy hat on it.

      July 21, 2011 at 12:58 am | Report abuse |
  169. JoeShmoe

    It's time to get a grip on reality sir and realize that you are a well advanced senior. As such you should be enjoying a meal of bland oatmeal with a side of prune juice. The leathery old poker between your legs needs to retire. Besides, isn't Viagra bad after a while? Consuming it with such frequency? I don't think it's healthy.

    July 20, 2011 at 4:36 pm | Report abuse |
    • lornee

      Joe- Do I detect just a shmidge of jealousy/envy from you and many others here for ol' uncle Hef.
      Hef, keep up (or try to ) the good work.

      July 20, 2011 at 5:52 pm | Report abuse |
    • KC

      Agreed Joe–he is a creepy old dude!

      July 20, 2011 at 6:03 pm | Report abuse |
    • Ellie

      Was a real NERD in high school ( Steinmetz) ... still is ... just rich now and creepier.

      July 20, 2011 at 6:50 pm | Report abuse |
    • JoeShmoe

      @lornee – Being jealous of a 85+ year old man who is attracted by brain-dead women is not my hobby. If you are one of the fools that envy that man then I feel sorry for you... sucks to not have any goals in life :-S

      July 20, 2011 at 11:09 pm | Report abuse |
    • Jo An

      You nailedit!!!!!

      July 21, 2011 at 1:36 am | Report abuse |
    • Tia

      Joe, if you actually had a life you wouldn't feel the need to spout criticism about what Hugh Hefner does with his life and his money. Stop being jealous and bitter than at 85-year old can get laid and you can't.

      July 21, 2011 at 9:06 am | Report abuse |
    • JoeShmoe Of The Female VERSION!

      @Tia – Don't you have something else better to do than to come on here making remarks that make no sense? Aren't you playing pot calling the kettle black? Sounds like someone perhaps has issues herself? LOL! BTW – Who says that I am jealous of that prune? Once again... I don't consider air heads and plastic-filled bodies to be attractive AND It's REALLY tough to be jealous of an 85 year old MAN when one is a 30 year old woman! LMAO... touché eh?

      July 21, 2011 at 9:56 am | Report abuse |
    • @ JoeShmoe

      So, Joe is a tranny. Interesting...

      ... if you're referring the commenter's goals, to be honest, your goals are as clear cut as the commenter's are since you're both on here. If you're referring to Hugh's goals... well he's already achieved them.

      July 21, 2011 at 1:57 pm | Report abuse |
  170. DaveNYUSA

    Uhm, you mean DODGED a bullet, Hef?
    You have gotten WAY TOO WEIRD AND CREEPY.

    July 20, 2011 at 4:36 pm | Report abuse |
    • JoeShmoe

      Consider where he got the advise from... not too much going on upstairs in that blonde's head.

      July 20, 2011 at 4:40 pm | Report abuse |
    • Chris

      He didnt say missed, a reported asked if he "missed" a bullet. It wasnt his words. READ

      July 20, 2011 at 4:43 pm | Report abuse |
    • hahahahahaha

      If Hef Dodged a bullet, than Crystal Harris must have been throwing it with her bare hands, because at Hef's age, I doubt he can move that fast.

      July 21, 2011 at 5:10 am | Report abuse |
  171. keith

    give it up already – you run a damn prison of sorts already with the girls you let live there (curfew, etc) so let the girls that live there live in freedom.

    July 20, 2011 at 4:35 pm | Report abuse |
    • AH

      Tell that to all the bunnies running around his property!

      July 20, 2011 at 7:37 pm | Report abuse |
    • Tia

      keith, are you implying that the women living there are too stupid to leave if they don't like the rules?

      July 21, 2011 at 9:04 am | Report abuse |
  172. Eirca

    Missed a bullet? Get a life Mr. Hefner. This is 2011, not 1965. Women don't need you anymore. They are self-made now. Time to turn in the package and drink a hot toddie. Bye-bye. Women will be ruling the world next buddy. Goodnight Hef.

    July 20, 2011 at 4:30 pm | Report abuse |
    • Nick

      If you think a woman like Crystal Harris will be ruling the world then I'm really questioning our future.

      July 20, 2011 at 4:40 pm | Report abuse |
    • Chris

      HAHAHA RIIIIGHT!!! You are delusional if you think the women just hang out with him because hes fun or has a good personality......

      July 20, 2011 at 4:40 pm | Report abuse |
    • Joe the Taxpayer

      If women don't need him then why is the mansion constantly packed with Playboy bunnies and models?

      July 20, 2011 at 4:45 pm | Report abuse |
    • LAme

      We dont need you Eirca! "Get a life" Please! your life will only be a minuscule fraction of his.

      July 20, 2011 at 4:58 pm | Report abuse |
    • Kristal

      just b glad hef u have money with money comes the power with power come the women u were never ever hef anything special 2 look at as a matter of fact u were not even good looking but money took care of everything and come on get real there young vibrant women u old fool stop making yourself look like a dirty old man and act your age

      July 20, 2011 at 5:01 pm | Report abuse |
    • dude

      Kristal, If people should act there age then tell Cher to act hers and put some clothes on. So should Betty White. I mean she is a dinosaur and by your ideation she should be in a home by now. Don't be jealous of his money any woman could have done the same thing at that time and probably would have made more money but they didn't.

      July 20, 2011 at 5:10 pm | Report abuse |
    • Chris

      @Kristal
      You may want to invest in a new keyboard as yours seems to be missing some very important keys such as the comma, period, and shift just to name a few.

      July 20, 2011 at 5:20 pm | Report abuse |
    • Fins4ever

      Who let you out of your room? Is your homework done? No milk and cookies until you finish level 1 "Learning Cooking and Cleaning Skills to Please Your Man" class.

      We all know the women at the mansions are self made alright. lol They are made as much or as little as Hef decides. They are all prone to sleeping in the street if Hef decides to take their key away to the front door. Now, back to your room and take that top off. lol

      July 20, 2011 at 5:35 pm | Report abuse |
    • Ricky

      Sounds like you need to know your place and get back in the kitchen!!!!!

      July 20, 2011 at 6:28 pm | Report abuse |
    • avis

      Don't want Sarah Palin to rule !!!

      July 20, 2011 at 6:31 pm | Report abuse |
    • Barbara

      think you should write the book "goodnite hef"....I'll help!

      July 20, 2011 at 7:10 pm | Report abuse |
    • Marlye

      It's more like she missed an old decrepit rusty bullet. Yuck!! 85 year old wang! Nasty!

      July 20, 2011 at 7:47 pm | Report abuse |
    • joeinsense

      your intention may have been right, but trust me you fell way off the mark with the last statement.

      July 20, 2011 at 8:53 pm | Report abuse |
    • Donovan

      Did you really tell Hef to get a life? He has had an incredible life and sorry but women won't be ruling the world anytime soon.

      July 21, 2011 at 1:42 am | Report abuse |
    • Scared of Women Ruling

      @ Eirca – "Women will be ruling the world next buddy." LMAO!!!! LMAO!!! LMAO!!!

      Thank You! I needed a good laugh this morning. Just a few questions to confirm your theory...

      Please answer these "Yes" or "No".

      Do you shave your legs, arms and/or privates?
      Do you spend + $25 on make-up each month?
      Do you wear high heels even if they hurt your feet?
      Have you learned to sew and cook?
      Ever heard of the Glass Ceiling?

      If you answered "Yes" to 3 or more of these questions, you are a woman who is imprisoned by the oppinions of men. Is that someone who will be ruling soon or even someone who you would want to rule?

      Face it. Until women do these things PURELY for themselves the truth is they are doing it for men.

      July 21, 2011 at 8:52 am | Report abuse |
    • Tia

      What do you care what Hugh does? He certainly doesn't need to listen to jealous little yapping dogs such as you posting your "advice" on the internet. If you actually had a life, what Hugh Hefner does or doesn't do wouldn't bother you.

      July 21, 2011 at 9:02 am | Report abuse |
    • Mackey

      Isn't the expression, "...just dodged a bullet?"

      July 21, 2011 at 9:55 am | Report abuse |
  173. Hoofleau

    I would think that at some point he would become bored and just want to sit back and and quit being the rich monkey on a string.

    July 20, 2011 at 4:29 pm | Report abuse |
  174. fernace

    Of course his "natural state" is single! What else can it be, living with "a bevy" of young women, which would've continued after the wedding! Frankly, I think he was just looking for something to do after his "girls next door" moved out, whether from boredom or PR reasons! Crystal Harris was most likely promoting her "career" as a singer. I keep telling Hef, to shock the world by hooking up with me, a Brunette who's Over 40! That might be too much for him though, might send him over the edge, altogether! But it would be "different"! Don't laugh, I'm serious!!:)

    July 20, 2011 at 4:22 pm | Report abuse |
    • Vumba

      Jimmymax my boy you haven't lived until you get a 40 something tiger in the sack with you. Thank God it isn't all firm, you need something to hang on to. That's right, you just hang on and enjoy the moment, a woman over 40 knows what she wants and you just better be ready to provide it!

      July 20, 2011 at 5:11 pm | Report abuse |
    • BadgeBunny

      Fernace, that is hilarious. And I agree. You wanna good woman, hook up with a brunette. Were more exotic anyway.

      July 20, 2011 at 5:24 pm | Report abuse |
    • lornee

      Fernace- How much are you over 40?
      If less than 5 years please call me @555-1234 immediately.

      July 20, 2011 at 5:46 pm | Report abuse |
    • willie

      In all my years I've never seen Hef with a real woman, just young bimbos with fake parts and colored hair. I think a natural, mature woman would kill him. I fell sorry for men who only partake in unripened women, they don't know what they are missing! As for you fernace, I'm sure you could do better than that wrinkled up old pruneface.

      July 20, 2011 at 5:51 pm | Report abuse |
    • an ugly old man

      lets face it , this man is the ugliest and oldest man live, the is a walking dinosours, and it is so gross that young women will even get close to him, I guess money makes an ugly man look atractive.

      July 20, 2011 at 7:32 pm | Report abuse |
    • Lovin'Life!

      Vumba is right. I'm 44 (but I look 35) and hooked up with a 42 year old woman (5'7, 115lbs, brunette) last weekend (I just got divorced and it's been ages since I had any. Anyhow, like Vumba said, it was awesome because she knew what to do, there was no worry of unwanted pregnancy, and when it was over she texted me saying, "That was fun...we should do that again sometime". No clingly 20 year old to worry about...there are A LOT of smoking hot 40+ women out there (several in my gym). When you're 20, 40 sounds old, but when you're in your 40's, you'll realize that's when the fun begins. Now if you'll excuse, I need to go send a txt message. :)

      July 20, 2011 at 9:04 pm | Report abuse |
    • Blonde

      Badgebunny: "hook up with a brunette. Were more exotic anyway."

      Hey, Badge, when you say "were," do you mean "we're"? The apostrophe makes a difference! Crucialy (even, and especially, for an 85-year-old).

      July 20, 2011 at 9:39 pm | Report abuse |
    • Rey

      Hey "Blonde"... Did you mean "Crucially"? The second 'L' makes a difference!

      July 20, 2011 at 10:43 pm | Report abuse |
    • trace

      Hey Lovin'Life, "no worry of unwanted pregnancy"? If a 42-year-old woman is already in menopause, or even close to it, she needs to get her hormone levels checked!

      July 20, 2011 at 10:50 pm | Report abuse |
    • Mike

      I'm 42. I've had older, I've had much younger. As far as I have seen, the enjoyment I (and the woman as well) get out of any tryst is more based on how much effort I am willing to put into it than the woman's age, experience, skill, or body parts. Most men seem to hump, dump, and go to sleep thinking they had a good time, but it's a lot more enjoyable if the guy works at it. A young woman with little experience is easy to teach, so this talk about older being better frankly is overrated.

      July 21, 2011 at 12:05 am | Report abuse |
    • Sherri

      What kind of woman wants to sleep with an 85 year old man? When she's in her 20's. Oh, that's 'right, a money hungry one. He was NEVER good looking. He has become a joke to the world. Infantile men may look up to him, but to most people, Hugh is a joke. I'm not saying you have to go sit on the porch when you turn 70 or 80 or whatever, but come on, he acts like he's 20 and he's NOT. He needs to grow up. And if he had a brain, he'd see that a normal 20 year old would not be interested in him. So he should know that if she IS, then something's off. And she's not really interested in HIM. Just his money.

      July 21, 2011 at 12:42 am | Report abuse |
    • Richard teodori

      Ok, there are a lot of haters on here and i know you would love to be around all these ladies. Anyway I have seen Hef interviewed and he seems like a very nice man. I thought the other girl on the other season was really good for him and they made a nice couple. Although, there are many other types of women out there with much to offer compared to some of the dumb playboys models

      July 21, 2011 at 1:29 am | Report abuse |
    • christopher kenna

      Hef goes after the younger ones because he can. Its that simple. Young superbabes will always be the most sought after women. They are the ones who pose and get paid to be in these magazines. Not the middle aged ones. Sorry ladies. Its always been that way.

      July 21, 2011 at 6:36 am | Report abuse |
    • KC

      Maybe you can rock MY world? I have a thing for 40Yr old Brunettes! Seriously!

      July 21, 2011 at 9:33 am | Report abuse |
    • DianD

      A 40 something woman is still WAY too young for Hef.

      July 21, 2011 at 9:39 am | Report abuse |
    • Kidding yourself

      I don’t care what color your hair is.
      Hot 20 something > flabby 40 year old plus.

      July 21, 2011 at 9:48 am | Report abuse |
    • Beverly Murphy

      I personally don't think there is anything wrong with his life style, if that is what he chooses to live his life. It also doesn't appear as if these girls are forced into anything. It also appears he doesn't take in under age girls for his girlfriends so to each his own. He has done a lot of good for many causes.
      Also, I think he has found "God" many times! Oh yes,Oh God,Oh God. Get it?
      Oh by the way, what the hell are you doing reading this anyway? You better go repent!

      July 21, 2011 at 9:49 am | Report abuse |
    • TheManFromNantucket

      Women in their 40's are in their peak years. They are secure (most of them are anyway) and they know how to please a man! The best of times are in your future ladies in your 20's & 30's.

      July 21, 2011 at 9:53 am | Report abuse |
    • TruthHurts

      You can't dodge Old....

      July 21, 2011 at 11:51 am | Report abuse |

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