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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. pyalie

    "This is the happiest Christmas weekend in memory."

    That's because you can't remember last Christmas never mind how you got out of bed this morning, you old fart.

    December 26, 2010 at 11:54 am | Report abuse | Reply
    • Sarah

      Ahahaha

      December 26, 2010 at 12:04 pm | Report abuse |
    • Nick

      lol

      December 26, 2010 at 12:14 pm | Report abuse |
    • Southbelle8

      This is hilarious! I laughed water out my nose, yikes. GOOD one!!!

      December 26, 2010 at 12:33 pm | Report abuse |
  2. mike

    Can u say GOLD DIGGER!!!!!!!!!!!!!!!!!!!!!!!!!!!!!!!!!!!!!!!!!!!!!!!!!!!!!!!!!!!!!

    December 26, 2010 at 11:54 am | Report abuse | Reply
    • TorC

      Can you say PRE-NUP!!!!

      December 26, 2010 at 12:47 pm | Report abuse |
    • shawn

      GOLD DIGGERS!!!!!!!!!!!!!!!!!!!!!!!!!!!!!!!!!!!
      And a pre-nup can be challenged!!!!!!!!!!!!!!!!!

      December 26, 2010 at 1:28 pm | Report abuse |
  3. don

    why would hef marry such an older woman? i am disappointed in him! when he is 90 she will be 30. too old for him.

    December 26, 2010 at 11:55 am | Report abuse | Reply
  4. Jane

    The wide range of comments and opinions is quite entertaining. Don't really have an opinion on the actual story though.

    December 26, 2010 at 11:57 am | Report abuse | Reply
  5. Mshelena

    Hugh's lifestyle truly is remarkable. Just feel sorry for the girl when the lights go out. Who really benefits in the end? Ugh. Really. What do you know at the age of 24? Blings truly blinds reason. :-/

    December 26, 2010 at 11:58 am | Report abuse | Reply
    • Michelle

      I hope I would know enough to not get engaged to an old man... but Im only 22 so what do I know?

      December 26, 2010 at 12:57 pm | Report abuse |
    • shawn

      ughhhhh gross barf! in this situation please turn off the lights and knock me out or give me some drugs so im so high i dont know what is happening or even remember.

      December 26, 2010 at 1:02 pm | Report abuse |
  6. AndyGump

    And THIS is a CNN "top Story"??? obvbiously a sad news day

    December 26, 2010 at 12:00 pm | Report abuse | Reply
    • loreebeeeeeeeeber

      That should be ALL the news in this world. You prefer people killed in a bomb attack? Planes crashing?

      December 26, 2010 at 12:03 pm | Report abuse |
    • Carl

      No, this is just what CNN does. And they can't figure out why they are coming in last in cable news ratings.

      December 26, 2010 at 12:20 pm | Report abuse |
  7. admirer

    Hef you are my role model and inspirer. I want to be like you when I grow up and become rich. your secret to longivity.

    you are a lucky man cheers!

    December 26, 2010 at 12:00 pm | Report abuse | Reply
    • nanners2686

      Anyone envying Hef has no one to really envy. He has to buy any love he has and all of those playmates have done nothing but exploit theirselves to make money. I once heard it said that if you marry for love you will be happy; if you marry for money you work at it as if it's a job and twice as hard to keep it. Just remember one thing dear heart; he will tire of you sooner than the money runs out.

      December 26, 2010 at 12:53 pm | Report abuse |
  8. AlB

    The man walks around in pajamas all day, lives around dozons of smoking hot, half naked women, a billionare, and marry'ing a girl like 1/3 his age....Hef in my opinion is prob the coolest man alive

    December 26, 2010 at 12:03 pm | Report abuse | Reply
    • shawn

      come on, u do realize he pays those women to be there lounging around dont you?

      December 26, 2010 at 1:06 pm | Report abuse |
  9. David the Great

    Gross. Just gross. Take away the money equation and then look at it.

    December 26, 2010 at 12:03 pm | Report abuse | Reply
    • Tewrobert

      and another jealous, The man has class and so does she, They will be ok

      December 26, 2010 at 12:16 pm | Report abuse |
    • gkreps

      Tewrobert, Hugh Hefner has CLASS? You must be mentally challenged. Sure, he's smart and manipulative enough to have made millions publishing pictures of *other people's* private parts in a magazine. How does that grant him class?

      December 26, 2010 at 12:22 pm | Report abuse |
  10. Jacquie

    I'm an out of the box person. I don't like to follow the conventional guidelines of life much. But ya know there is a place for conventional wisdom at times and ah....for all his worldly experience, the simplest explanation is usually the truth and he has an ego about the size of the galaxy to think this chica is like his "soul mate" or something. All I can see is "KA CHING." But then again...he poops money and anyone who doesn't think it can't buy you happiness isn't spending it correctly. He's gonna have a dang good time before he hits the big dirt nap. She's gonna hang in there until he takes the big dirt nap or her looks fade and old man money bags moves on.

    December 26, 2010 at 12:07 pm | Report abuse | Reply
    • stephen ct

      she probably has plans to see to it that he has a heart attack. I don't think his heart will be able to hold up too long with her

      December 26, 2010 at 12:41 pm | Report abuse |
  11. palintwit

    They will probably honeymoon in Wasilla and have dinner with the Palins.

    December 26, 2010 at 12:07 pm | Report abuse | Reply
    • bobbdobbs

      Holy carp! How did manage to link this to Palin? You should see a shrink - soon!

      December 26, 2010 at 12:18 pm | Report abuse |
  12. KB

    Gross.

    December 26, 2010 at 12:08 pm | Report abuse | Reply
    • Tewrobert

      Jealous

      December 26, 2010 at 12:15 pm | Report abuse |
  13. Jimmy

    .......and I thought colored shirts with white collars went out in the 70's....lol

    December 26, 2010 at 12:08 pm | Report abuse | Reply
  14. Coop

    Proving that Hef is all ONE thing - vanity and shallowness. Yeah maybe she is into him only because of money, but he is only into her because of the fact that she will sleep with him at any given moment. They both get what they want I guess out of this ridiculous relationship.

    December 26, 2010 at 12:09 pm | Report abuse | Reply
    • Matt

      Actually, that is two things...

      December 26, 2010 at 1:42 pm | Report abuse |
  15. Bill

    He must be ready to croak, and she knows it.

    December 26, 2010 at 12:11 pm | Report abuse | Reply
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