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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. looknclick

    People hate him because they couldn't do the same.
    Stop being so hypocritical and give cudos and respect to this romantic man, which he deserves.

    December 26, 2010 at 1:38 pm | Report abuse | Reply
    • MLW

      You really need an IQ

      December 26, 2010 at 1:50 pm | Report abuse |
    • looknclick

      Middle Life Wifes hate too him because he picks younger and more beatiful then them.
      Stop taking this as an insult to yourself, becasue it is not, unless you wanted it this way.

      December 26, 2010 at 1:58 pm | Report abuse |
    • Da Professor

      MLW = Jealous

      December 26, 2010 at 2:13 pm | Report abuse |
    • VegasRage

      That guy has lived the life every man would love to live.

      December 26, 2010 at 2:59 pm | Report abuse |
    • mich098

      This reminds me of the marriage of another blond big boobed bombshell to a rich wrinkled octogenarian–and how did that one turn out?

      December 26, 2010 at 3:05 pm | Report abuse |
    • Eleanor

      Congratulations to Hef and Crystal! I totally understand this – every woman (deep down inside) wants a man to take care of her (especially women whose dads died when they were young, just like Crystal) and Hef is a romantic, bright, successful man. She's beautiful and sweet, he's a catch and a half, so what's the problem? CONGRAULTATIONS TO THE HAPPY COUPLE!

      December 26, 2010 at 3:06 pm | Report abuse |
    • realtime

      Oh yeah this romantic only needs one other thing to tote around, his shovel. Get real his wallet is the interest here and nothing more.

      December 26, 2010 at 3:22 pm | Report abuse |
    • sanity

      My question is. how old does this guy have to be before he grows up? He is so imature he cant even have a normal relationship with a normal adult. His kids are more mature than he is.

      December 26, 2010 at 3:30 pm | Report abuse |
    • pauline

      No, it's not jealousy. It's called sanity. There should be a law against old men and women poaching for lovers who are young enough to be their children. It's gross.

      December 26, 2010 at 3:33 pm | Report abuse |
  2. Sara

    Pete@ "Shows how women are so Ingeneously so desporate. Fake nails, boobs, make up, hair, & above all Self Esttem."
    She is like that because that is what Men pay for...
    I am happy for them, he gets to end his days with someone he finds beautiful and she gets a nice retirement. Who are we to judge if they are both happy.

    December 26, 2010 at 1:41 pm | Report abuse | Reply
    • MLW

      Another Hef worshiper

      December 26, 2010 at 1:51 pm | Report abuse |
  3. McDuck

    This article made me pass gas. I like passing gas. I like it even more when I light it.

    December 26, 2010 at 1:43 pm | Report abuse | Reply
    • palintwit

      I like passing gas in the bathtub.

      December 26, 2010 at 1:51 pm | Report abuse |
    • Sal Volce

      Duckers – watch out for the logs....

      December 26, 2010 at 1:53 pm | Report abuse |
  4. mike

    only one reason why young females marry way older guys, FOR $$$$$$$$$$$$$$$$$$$$$$$ . Shes gonna use up hef hahahahah

    December 26, 2010 at 1:43 pm | Report abuse | Reply
    • Neal

      Which female who is a 7 or better marry not for money??? What is the leading cause of divorce..?? husband can't find a job!!!

      December 26, 2010 at 2:05 pm | Report abuse |
    • Fric

      @Mike.....taking into account the money and resources this man has amassed in his lifetime, I don't think there is woman out there that could "use him up." And Hef didn't get to where he's at by being a dumb a$$. :)

      December 26, 2010 at 3:07 pm | Report abuse |
    • baldy

      no way ..women want kind caring men who appreciate them and show it.....actions speak louder that words.... most men don't do that.....money is only important as long as you are at least middle class .. ...rich is not important,...

      December 27, 2010 at 8:01 pm | Report abuse |
  5. mm

    Has there ever been a pretty girl marrying some poor old guy. No wonder they call women like these gold-diggers. But I suppose if you are Hugh and have the money to pay for it then why not. Life! This is Hugh's way of donating to charity!

    December 26, 2010 at 1:43 pm | Report abuse | Reply
    • Whatever

      poor is relative. Alot of HOT young girls fromn asia will marry what we consider poor 1 – so they can escape their own poverty 2 – they can give something to their parents 3 – maybe just maybe because the loves HER and treats her like a queen AND SHE KNOWS SHE WILL NEVER GET THAT AGAIN IN HER HOME COUNTRY. Sorry about the cap locks there.

      December 26, 2010 at 3:32 pm | Report abuse |
  6. mercman

    I feel sorry for her. He'll be dead soon, but she will have to live with the memories of that old perverted geezer on top of her for the rest of her life.

    December 26, 2010 at 1:44 pm | Report abuse | Reply
    • rudy

      Yea, she will have that image–lol

      December 26, 2010 at 1:56 pm | Report abuse |
    • Ross

      mercman – you are probably some fat pimple faced ugly JEALOUS and POOR 20 year old that can't get even a fat ugly woman to date you.........too funny!

      December 26, 2010 at 3:14 pm | Report abuse |
    • mercman

      No Ross, I'm a 41 year old that has been married to hot, blonde for over 20 years. I'm 6ft tall & weigh 190 lbs. It just sickens me to see these young women do something this stupid. Money isn't everything. I feel sorry for her dad too. He would have to be ashamed.

      December 26, 2010 at 5:49 pm | Report abuse |
  7. Havanaclipper

    "... which Harris Tweeted a picture of." ? Seriously? Are there any copy editors left at CNN? Good grief.

    December 26, 2010 at 1:46 pm | Report abuse | Reply
  8. Bull

    A gold digger and her sugar daddy. Make's me want to puke.

    December 26, 2010 at 1:46 pm | Report abuse | Reply
    • Sal Volce

      Bull, you're just jealous he's banging her and you're not... I take it you're kinda cowed today eh? :)

      December 26, 2010 at 1:51 pm | Report abuse |
  9. Juanita

    Of course she cried. Cried from relief that she is going to be rich after she marries him no matter what happens. I am sure there will be a prenup, but you know she is going to get something in that prenup.

    December 26, 2010 at 1:48 pm | Report abuse | Reply
  10. fed 123

    Wow!!!!! Gives me some hope!!!!!!!

    December 26, 2010 at 1:48 pm | Report abuse | Reply
  11. DJ

    Why in the world would he get married at this stage? Must need somebody to help him soak his teeth at night. YUK! The things some women won't do for money.

    December 26, 2010 at 1:49 pm | Report abuse | Reply
    • Min

      Ya she can Change her Child's AND Husbands diaper st the same time.... What a convenience!

      December 26, 2010 at 3:17 pm | Report abuse |
  12. Sal Volce

    Well, that's one prenup I'd LOVE to read!

    Time to buy stock in Viagra...I'm sure he's gonna need as much as he can get.... :)

    December 26, 2010 at 1:50 pm | Report abuse | Reply
  13. Jeff_G

    Hef is a true humanitarian much like the Gates. His nitch just happens to be caring for all the starving bimbo's of the world.

    December 26, 2010 at 1:51 pm | Report abuse | Reply
    • Austin3759

      Someone has to take care of them. Perhaps they'll start a charity called, "Save The Bimbos." Lindsay Lohan can host the late night beg-o-mercials.

      December 26, 2010 at 2:48 pm | Report abuse |
    • Austin3759

      Too bad I'm not in the advertising/marketing field. Whomever signs the lovely couple to endorse Cialis or Viagra and the entire line of K-Y products are going to make a fortune.

      December 26, 2010 at 2:54 pm | Report abuse |
  14. yukon409

    The old crow has been divorced twice. At his age why does he even bother with marriage?

    December 26, 2010 at 1:51 pm | Report abuse | Reply
  15. SHAM

    Nothing says love more, than a 60 year age difference. ;)

    December 26, 2010 at 1:52 pm | Report abuse | Reply
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