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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. Superhiro

    Gross... I don't care how anybody here rationalizes it. That is gross. End of story.

    December 27, 2010 at 10:58 am | Report abuse | Reply
  2. a2rjr

    The girl likes raisins.

    December 27, 2010 at 11:01 am | Report abuse | Reply
  3. kat

    And they say blonds are dumb!!!!!!! I dont think so!!!!! she is very very smart, in less than 10 years she would be one of the wealthiest woman and will marry a nice young hot looking guy. Now whats wrong with that????

    December 27, 2010 at 11:04 am | Report abuse | Reply
  4. Nick

    Hugh is dirty, but man is he an icon. Good luck Hugh, you're a legend!

    December 27, 2010 at 11:08 am | Report abuse | Reply
  5. Ranger

    those interested in all things Playboy and Hef and nostolgia should check out the vintage, Nov 1969 calenar image of DeDe Lind that was FLOWN to the moon on Apollo 12 back in November of 1969. Amazing. It is up for auction at RR Auction in New Hampshire in January. Check it out at http://preview.rrauction.com/bidtracker_detail.cfm?IN=271
    Amazing!!!!!

    December 27, 2010 at 11:09 am | Report abuse | Reply
  6. dario from uruguay

    I said this many years ago:
    "When Hugh Hefner dies, his penis should be embalmed and shown in a sort of a Chapel, cause his thing has been the most fortunate in the history of mankind".

    December 27, 2010 at 11:12 am | Report abuse | Reply
  7. Paul

    CNN Heroes.

    December 27, 2010 at 11:17 am | Report abuse | Reply
  8. Fruit Bat

    Take your hat off to the old geezer. He's got it going on!!

    December 27, 2010 at 11:17 am | Report abuse | Reply
  9. Mok

    hmmm, I bet she is low maintenance – but she must taste good

    December 27, 2010 at 11:21 am | Report abuse | Reply
  10. alumette

    sorry about your fat wife.

    December 27, 2010 at 11:23 am | Report abuse | Reply
  11. Greg

    Go to a strip club and you will see 20 somethings doing things to 50+yr olds for alot less money and alot less luxurious. People keep asking what a 24 yr old see's in a wrinkly old man. LOL

    December 27, 2010 at 11:24 am | Report abuse | Reply
    • XWngLady

      You see, this is the problem! In some cities they have to ban strip joints and other "adult" businesses from setting up shop close to colleges, because they actually scower the college and TARGET young, impressionable women. Then, when they get them hooked they say, "Well, they're over 18. They're adults" ....Yeah RIGHT! We all remember how stupid, naiive, gullible, rebellious, etc. we were at that age. Even at age 24, we still haven't grown out of it. It is a proven fact that the human brain doesn't fully develop (especially as it pertains to risky behavior and making rational choices) until age 25. And these creeps know it. That's why 30 year olds generally spend the next 10 of their life digging themselves out of the trouble they got into in their 20s. THIS IS JUST PLAIN WRONG!

      December 27, 2010 at 12:29 pm | Report abuse |
  12. down with the corperate machine

    So we are facing the longest streak of high unemployment in US history, growing debt in are government, private sector, and most americans owe more credit debt than they can ever pay, and more people are responding to this cheesepuff story about a classless dirty old man and some screwed up golddigger with daddy issues than they are to an article about one of the busiest lame duck congressional sessions in history. We have two parties in bed with and controlled by the same companies and are media is controlled by 6 different companies who all take advertising money from the same people who buy off the politicians. We are one dust bowl away from another great depression which isn't far away because of the fact the same companies now own most of are farm land and are not taking care of the top soil. You can thank the left for raising inheritence taxes 40 years ago and big finance and the republicans for buying all are farmland away and out sourcing all are jobs. We have become an economy based on credit and entertainment. All of are food is poisoned with chemicals and preservatives and popped into microwaves which increase the risk of cancer and kill over 70 percent of the vitamins, protiens and minerals we need to live. Can anybody else out there see that the media, both political parties, and wall street are working hand and hand to buy and own all of us. Is there anyone out there willing to report this and is there anyone interested in something other than celebrity gossip or buying into this two party system lie of a democracy. Its funny how the right and left like to disagree but there policies allways seem to help each other, lobbyist and wall street. People open your eyes and unelect all these guys. If your liberal vote green. If your conservative vote libertarian. Read the news and check as many differant sources as you can. Just please stop buying into all this crap, in the end we have only ourselves to blame.

    December 27, 2010 at 11:29 am | Report abuse | Reply
  13. peg

    You know Holly has got to be upset.

    December 27, 2010 at 11:31 am | Report abuse | Reply
  14. RealityUbite

    Hey! You just made the biggest mistake of your life, baby. I know you're gonna be missing me when you have that big, white, wrinkly body on you with his loose skin and old balls... gross! Ugh!

    December 27, 2010 at 11:32 am | Report abuse | Reply
  15. pbsweetheart2204

    Lets just say it looks like he is wanting to go out with a bang. I think he is coming to the realization that he won't be around much longer and probably wanted to get married for one last time before he dies. The situation is disgusting, she is probably blinded by the $$ but sadly most women are these days. He will not provide her the love and support that someone her age would. Age is just a number to me but this is just uck.

    December 27, 2010 at 11:35 am | Report abuse | Reply
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