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Playboy's Hugh Hefner engaged to 24-year-old former playmate
December 26th, 2010
08:48 AM ET

Playboy's Hugh Hefner engaged to 24-year-old former playmate

Who says May-Miss December romances don't work?

Hugh Hefner, the 84-year-old Viagra-popping founder of Playboy, is tying the knot for the third time.

This time the lucky gal is 24-year-old Crystal Harris, December 2009 playmate of the month.

“When I gave Crystal the ring, she burst into tears,” Hefner posted on his Twitter account. "This is the happiest Christmas weekend in memory."

“Yes, the ring I gave Crystal is an engagement ring," he clarified later for those asking if it was merely a Christmas present or a step forward for the couple.

Hefner posted that he and Harris spent the night before Christmas watching a movie, then exchanging gifts. Hefner had a few for his girlfriend, which Harris tweeted pictures of, including the legendary diamond Playboy watch.

His big gift was the engagement ring. It was a "memorable Christmas Eve together," Hefner tweeted.

Video: The world's ultimate playboy gets engaged

Hefner's love life has, of course, been well documented including the popular reality show showcasing a trio of girlfriends in "The Girls Next Door."

Hefner and his previous wife, 1988 playmate of the year Kimberley Conrad, were married in 1989 and separated in 1998. They divorced this year. Now Hefner will walk down the aisle half a century after his first marriage in 1959 to Mildred Williams.

But if you think Hef might not be the exact icon of monogamy or a perfect relationship, he begs to differ. In an interview with RadarOnline.com after the breakup of Sandra Bullock and Jesse James, he said more than anyone, he knows all of the sides to a relationship and what makes one work.

"I was married and completely faithful for eight years," he told Radar. "I lived a single life, a playboy lifestyle, before and after it, but while I was married I was faithful to it."  Hefner told the New York Times magazine in July that he uses Viagra which he called "God's little helper" a couple of times a week.

soundoff (1,631 Responses)
  1. Sri

    I just don't want to see Hef get screwed out of his cash. Just hate seeing these brainless bimbos getting half of someone's estate and ending up as one of those "Real Housewives of..." shows. If she's anything like that, hope ends up like Anna Nicole Smith.

    December 26, 2010 at 10:20 am | Report abuse | Reply
    • Anna

      Why on earth would a young and beautiful woman sleep with a disgusting mummy if not for money an fame? C'mon, would you sleep with a woman 60 years your senior?

      December 26, 2010 at 10:27 am | Report abuse |
  2. Anna

    I think the secret of Hefner is that he has discovered that there is always a very small percentage of women (and men) who are submissive and like being humiliated or have partners who are like their parents/grandparents. He knows that even if 999 women puke at the thought of being with him, there will always be the one (who must have been screwed up by a child molester) and has the hots of grampa types. The rest is easy. Find a few of those women, build and image as a womanizer, sell guys all kinds of cr.p (sorry, I mean advise) and you will never have to work. All you have to do is to ignore the normal population and build your empire on bimbos and wannabe playboys. Voila.

    December 26, 2010 at 10:21 am | Report abuse | Reply
  3. sierra

    I'll admit I'm jealous. I have let my own "moral code" guide me in my life and what did it get me? Nothing. Looking back on when I was younger and hotter and I could have used that to my financial advantage... I wish I had. Being virtuous gets you nothing in this mercinary world in which we live. Now I'm laid off, working 70 hours a week for 1/3 the pay, about to lose my home, still paying off student debts. Heck yeah I'd do it over again. Being able to look yourself in the mirror is over F'ing rated.

    December 26, 2010 at 10:21 am | Report abuse | Reply
    • El Kababa

      Machiavelli pointed out that doing the right thing often results in failure. Machiavelli pointed out that one often has to choose between losing fair-and-square or winning by cheating.

      Good luck kid. You deserve some.

      December 26, 2010 at 10:25 am | Report abuse |
  4. SayWhat?

    LOL at all these jealous women. Hef might be a pig...but he is a rich pig. Riches he has built from letting the world see what beautiful, gorgeous women can look like! Fat, ugly, lazy women call this "exploitation"! Other women call it "opportunity". Stop being so sour and clean yourselves up ladies!!

    December 26, 2010 at 10:23 am | Report abuse | Reply
  5. infonomics

    Dear Crystal, today you smile of your new found wealth and fame but eventually you will be face to face, body to body with a different stiff and a need to call 911.

    December 26, 2010 at 10:23 am | Report abuse | Reply
  6. pedalmonkey

    They deserve each other.

    December 26, 2010 at 10:24 am | Report abuse | Reply
  7. whaley41

    Can you say..." show me the money"!!!

    December 26, 2010 at 10:24 am | Report abuse | Reply
  8. Midwest someone

    Worthwhile read for about 30 seconds of entertainment and a slight tinge of jealously – but soon forgotten and thrown into the mental recycle bin.

    December 26, 2010 at 10:26 am | Report abuse | Reply
  9. BUFFALO

    Hef, please! You're a "stud", we get it! Thanks for all you did, but c'mon! What you used to do all night now takes all night to do.

    December 26, 2010 at 10:27 am | Report abuse | Reply
  10. Tuey88

    How funny is it that this old crow is marying this stupid sl ut? She has to be the most shallow loser that ever "laid" eyes on Hefner. Can't wait til he takes a dirt nap. Ruined a generation with his nonsense. Loser.

    December 26, 2010 at 10:28 am | Report abuse | Reply
  11. midnitejax

    Good ol' Hef. He is the poster child for capitalism. Hard work and entrepaneurism will reward you with wealth and fame.He has proven that with money you can buy anything, including love. How does one make the distinction between a hanger on and true love? I suppose you can overlook all that when you have these beauties falling all over themselves for your attention? He is fullfilling a dream life, in a fantasy world he has created. Good for him. How many men and women, if given the opportunity to live that life, would turn it down? You can count them on one hand..........maybe!

    December 26, 2010 at 10:29 am | Report abuse | Reply
    • YumYumYum

      Exactly–well said. Those complaining are jealous. I myself have to make do with a 27yo Playboy model.

      December 26, 2010 at 10:44 am | Report abuse |
    • God

      You're the poster child for stupidity and ignorance:

      "entrepaneurism"

      December 26, 2010 at 10:54 am | Report abuse |
    • Plato101

      Hey YumYumYum, I see you did not pick up on this, but midnitejax is being sarcastic.

      December 26, 2010 at 10:56 am | Report abuse |
    • Whatever

      whoever would possibly care about Heffner has idle hands.

      December 26, 2010 at 11:00 am | Report abuse |
    • Bruce

      Plato101, reread what this guy said. There is no sarcasm in it. Only in your mkind perhaps.

      December 26, 2010 at 11:01 am | Report abuse |
    • midnitejax

      Poor God.........can't get any.So he or she lashes out at anyone who does. Can you walk on water? Turn water to wine? Heal the sick? If you answered yes to these.........put in an aplplication with Pat Robertson.

      December 26, 2010 at 11:03 am | Report abuse |
    • Mmmmm

      Midnitejax aka midnitejackazz, you're a midnitejerk

      December 26, 2010 at 11:07 am | Report abuse |
    • midnitejax

      Mmmmmm nice choice for a screen name. Too bad soooo sad!! Right back atcha dummy!

      December 26, 2010 at 11:12 am | Report abuse |
    • midnitejax

      Sorry Plato.......I admire the mans' ability to make a living at something he worked hard for. My only question would be how would one know who was hanging on for the money, and who actually cared about me if I were in his shoes? But then...if I head his wealth., I wouldn't really care as long as I was happy I suppose.

      December 26, 2010 at 11:22 am | Report abuse |
    • Dan

      "What good is it for someone to gain the whole world, yet forfeit their soul?" (Mark 8:36)

      December 26, 2010 at 11:27 am | Report abuse |
    • Groundedone

      Yes, there are many old dogs and cougars out there who can afford to wrap themselves in the warm youth of partner less than 3X thier age. Great that they are not alone. kings and Queens all thoughout history have done the same. Now whether this is love that's another story all together. Now if these 2 consenting adults have agreed to accept the parameters and limitations of what their relationship might provide what the helll are we to criticize. Let the warmth be with you!

      December 26, 2010 at 11:33 am | Report abuse |
  12. Tuey88

    Shallow Harris

    December 26, 2010 at 10:29 am | Report abuse | Reply
  13. Mark

    Hugh Hefner looks healthy, happy and quite lively.

    December 26, 2010 at 10:29 am | Report abuse | Reply
  14. Big Joe

    What's the big deal? When she turns 40, he will only be 100 years old.

    December 26, 2010 at 10:29 am | Report abuse | Reply
    • Roscoe Chait

      Hahahahahaha... But isn't this a form of Pedophilia? Doesn't Hef have to register with authorities?

      December 26, 2010 at 11:01 am | Report abuse |
    • Becca

      Or 6 ft under!

      December 26, 2010 at 12:04 pm | Report abuse |
  15. Winston Ben Wa

    She is way hotter than his previous girls.

    December 26, 2010 at 10:30 am | Report abuse | Reply
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