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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. karen

    This country there is little respect for seniors. They must be young and full of themselves.

    December 27, 2010 at 11:36 am | Report abuse | Reply
  2. avaya

    She looks like she could be in her 40's, not 24 years old.

    December 27, 2010 at 11:47 am | Report abuse | Reply
  3. denise

    Hugh you are one disgusting male, shame on you, and what is up with the 24 year old, can you say MONEY, and a younger man in the back ground

    December 27, 2010 at 11:48 am | Report abuse | Reply
  4. al

    most women are for money not love.

    December 27, 2010 at 11:49 am | Report abuse | Reply
  5. ABK

    Playboy Bunny: Daddy issues
    Marry a man who is 60 yrs older than you: Daddy issues

    Gross, gross, gross.

    December 27, 2010 at 11:54 am | Report abuse | Reply
    • Sam

      More like grandfather issues if you ask me.

      December 27, 2010 at 1:06 pm | Report abuse |
  6. Yeah

    Who needs Viagra with that hotty. I'd love to play with her starfish.

    December 27, 2010 at 11:57 am | Report abuse | Reply
  7. Carl

    Money.... I smell money! Cash and diamonds oh yea!

    December 27, 2010 at 12:00 pm | Report abuse | Reply
  8. Miss Marcia

    Now I'm not saying she's a gold digger...RIGHT. One word for this: DISGUSTING!

    December 27, 2010 at 12:05 pm | Report abuse | Reply
  9. nini

    I am certain Hef is getting his horn tooted and blown and the little blonde doesn't mind in return for all of the material benefits that come along with being Hef's lady of the hour.

    December 27, 2010 at 12:13 pm | Report abuse | Reply
  10. M

    'Security' is another name for gold-digger. I'm engaged to a poor U.S. soldier (they pay them horribly). I make 3x his salary. His undying love keeps me warm at night. It's better than any diamond-ladened gift a man could ever give me. This is coming from a girl whose parents are rich. Love is worth everything- trust me. I grew up with money and I'd give everything for my man.

    December 27, 2010 at 12:16 pm | Report abuse | Reply
  11. Maxworld75

    The modern reality is rather sad, when "Love" is all about money and only money. We spend hours on reading about Paris Hilton, Miley Cyrus, Justin Beiber and alike trash, and don't even think that the real values of this world have been slyly replaced by a few, the richest, those, who try to control our minds and our living conditions via all media sources. The newer generations become stuffed animals, filled with primitive desires, materialism and fake values. A rich old coot can buy a pretty girl, like a thing at the supermarket. People have become units for sale.... SAD WORLD. Too sad.

    December 27, 2010 at 12:16 pm | Report abuse | Reply
  12. Grant chen

    Actually, if his oldest daughter is 58, then he had her when he was 16, and assuming every descendant of his had a child when they were 16 16*5=80, so she quite possibly could be her great great great grand father. (that is 4 generations between them). but thats a stretch though. but great great grandfather is a lot more feasible

    December 27, 2010 at 12:17 pm | Report abuse | Reply
  13. Joe

    Hef is the man. 84 years old and he's bonkin that hottie. Cheers to you old man! Niiicccceeee!!!!!

    December 27, 2010 at 12:17 pm | Report abuse | Reply
    • XWngLady

      Of all the things you could admire about an 84 year old man's life, you find him to be the consumate 'man' because he's "still boinking this hottie??"....sad.

      December 27, 2010 at 1:04 pm | Report abuse |
  14. Alex

    GOLD DIGGER... He is not even good looking but he has mucho dollars. If he was a regular guy, she would be disgusted and say he was a perv trying to come on to her. If she was my daughter I would be ashamed and embarrassed to say it.

    December 27, 2010 at 12:20 pm | Report abuse | Reply
  15. nini

    Men who have such low self esteem that they have to call women "FAT,FAT,FAT", "Go Back to your FAT wives", etc. usually have a small issue called tiny penis.

    December 27, 2010 at 12:21 pm | Report abuse | Reply
    • Paul

      Well, if the shoe fits... Not much point saying a woman is skinny when she is indeed fat. If a woman is fat and doesn't like to be acknowledged as such, she should do something about it, like change her eating habits and/or exercise more. Barring medical conditions that contribute to obesity, I don't really have a lot of sympathy for those who are fat. Men or women.

      December 27, 2010 at 2:32 pm | Report abuse |
    • Anjaba

      I used to be 250lbs, lost 100lbs. I don't have sympathy either. As far as endocrine disorders such as Hypothyroidism?? Do some research people, all those dyes/preservatives and other various chemicals in our food are Endocrine Disruptors!! DUH! Make some fresh food and exercise, not that hard.

      December 28, 2010 at 3:42 am | Report abuse |
    • maya

      What does that have to do with this article?

      December 28, 2010 at 12:22 pm | Report abuse |
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