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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. chely

    I also why did he not purpose to holly she really looked like she was in love with him..

    December 28, 2010 at 6:45 pm | Report abuse | Reply
  2. JP

    How sweet, a musical couple! Hef gets a strumpet and she is getting an antique organ.

    December 28, 2010 at 10:11 pm | Report abuse | Reply
  3. JP

    How sweet, a musical couple. Hef is getting a strumpet and she is getting an antique organ. :-)

    December 28, 2010 at 10:15 pm | Report abuse | Reply
  4. Bivekcp

    Damn Heff, I heard Viagra makes you blind. I am amazed you still seem to have a 20/20 vison.

    December 29, 2010 at 12:25 am | Report abuse | Reply
  5. Canpotex

    Is he going to blow his dust all over her face?

    December 29, 2010 at 8:00 am | Report abuse | Reply
  6. Rosebud

    How would you feel if Hef married an 84 year old woman? Would it be a race to the death?

    December 29, 2010 at 2:20 pm | Report abuse | Reply
  7. Charlyboy

    Has anyone giving attention to how both couple feels. This could be love. Whatever it is it's no-ones business. We have to be happy for the good news. Everyone has the right to choose his suitable partner. I wave the flag for Hefner.

    December 31, 2010 at 5:39 am | Report abuse | Reply
  8. Nathan

    If i was him or her i would Not give a damn about what ANY of you think. Go get a life, you heavy judgers. Turn the mirror on yourself and worry about yourself. What two people want to do is their own damn business as long as they're not hurting themselves or anyone else.

    January 3, 2011 at 4:49 pm | Report abuse | Reply
  9. Justin

    Yuck.. that's so damn disgusting. Who knows maybe if I live that long.. I'll end up horn dogging over some young lady. To say the least.. this is everything that's wrong with this world.. humanity is doomed.

    January 7, 2011 at 8:49 am | Report abuse | Reply
  10. tige

    totally cool man

    January 11, 2011 at 11:19 am | Report abuse | Reply
  11. Edward Banana

    What if this article accidentally dissapeared and was replaced by real news?

    January 11, 2011 at 11:31 pm | Report abuse | Reply
  12. George Moore

    LOL! People sure like to comment in an adverse manner. I agree with those who say to those arm chair critics: GET A LIFE!

    January 13, 2011 at 8:37 pm | Report abuse | Reply
  13. PF

    Hey, Hugh has two young kids that need a mother around.... Hahahahahahahahahahahahahahahah.
    Oh, I kill myself.

    January 14, 2011 at 10:29 am | Report abuse | Reply
  14. Ryan

    The girls next door were hotter...haha, but really congrats Hef! way to go.

    January 14, 2011 at 4:01 pm | Report abuse | Reply
  15. Belinda

    REALLY!?!?! If he wasn't "Hef the founder of playboy" this goldigger wouldn't give him the time of day. Seriously, the dude is close to dead, she is young beautiful and pretty much could have any man she wants. Obviously she wants one with very deep pockets. Also wants to be in the media limelight so maybe one day she too can be a "B Movie" actress. Its like dating a great great great great grandpa....GROSS.

    January 14, 2011 at 8:03 pm | Report abuse | Reply
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