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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. Victoria

    This is sickening. What has this world come to? Perversion, that's what. Confess your sins, repent of them, experience remorse, and return to Father God, World!

    December 26, 2010 at 11:15 am | Report abuse | Reply
    • AussieLion

      Erm ...read the first few books within the Book and check the ages at which most of the respected 'took' their young wives. Sry.

      December 26, 2010 at 11:52 am | Report abuse |
    • God

      Come on, Victoria. I told Abraham to go "sleep with" his slave girl to spread his seed. Think I care if Hef marries and gets it on with this bird?

      December 26, 2010 at 12:18 pm | Report abuse |
    • Joe

      You think that's bad? Wait till you get to the story of Lot and his daughters in the cave.

      December 26, 2010 at 3:49 pm | Report abuse |
  2. rik

    Basically all Crystal is is a high dollar call girl. It will pay off big time though.

    December 26, 2010 at 11:15 am | Report abuse | Reply
  3. Don

    I thought the mansion was up for sale and Playboy was nearly bankrupt. What happened to the twins?

    December 26, 2010 at 11:17 am | Report abuse | Reply
  4. blue

    He'll be dead before he has a chance to divorce her.

    December 26, 2010 at 11:18 am | Report abuse | Reply
  5. chieatfetus

    I can't imagine being with grandpa and the hanging sacage-nasteeeeeeee!

    December 26, 2010 at 11:19 am | Report abuse | Reply
  6. chieatfetus

    Actually his next wife hasn't been born yet.

    December 26, 2010 at 11:20 am | Report abuse | Reply
  7. hiphop

    How many marriages and relationships did this guy sc.rew up by lying to men and making them have unrealistic expectations? How many women have been lonely while their husbands have mas.turbated to a piece of paper instead of making love to them? How many guys have spent their lives dreaming about big t.its instead of tending to their children. How many women have ruined their perfectly OK bodies to resemble those airbrushed barbie dolls? If you think of it, this guy is evil.

    December 26, 2010 at 11:21 am | Report abuse | Reply
    • AussieLion

      How readers react to whatever his editors approve in the magazine is their choice. Free will. Your choice and your consequence. The marriages you described must have been too superficial in the first place.

      December 26, 2010 at 11:48 am | Report abuse |
  8. John

    You know the game among the playmates is, "See who is married to Hef when he dies, and gets all of his money."

    December 26, 2010 at 11:21 am | Report abuse | Reply
  9. lexyjj

    Good for them. I wish them the best.

    December 26, 2010 at 11:21 am | Report abuse | Reply
  10. thatguy

    She may be a gold digger. Hef may be a pig. However,that's not the issue here.
    Did anyone stop to think that there were probably some prenuptials? Does everyone here think that Hugh is just going to sign over his empire to some dumb bimbo? Christ. F-cking think before you post dumb sh-t.

    December 26, 2010 at 11:21 am | Report abuse | Reply
    • Don

      Remember his last wife, Kimberly Conrad? She filed for divorce then retracted it a couple of days later when her lawyers figured out the pre-nup left her with nothing.

      December 26, 2010 at 11:32 am | Report abuse |
  11. gkreps

    He's the ultimate in being a creepy old man.

    December 26, 2010 at 11:22 am | Report abuse | Reply
  12. judith

    As a former bunny, and having met Hef I can say that he is what all women wish their man was more like. He is kind, attentive, giving and gentle and always a gentleman. And no, I never was bedded by him. You all sound like kids standing in front of a candy store you aren't allowed into.
    I wish them well.

    December 26, 2010 at 11:22 am | Report abuse | Reply
    • gkreps

      There are a lot of kind, gentle, sincere men out there. Have you dated one recently? He is a user. You forgot to mention he is filthy rich and a symbol of macho.

      December 26, 2010 at 11:24 am | Report abuse |
    • hiphop

      "You all sound like kids standing in front of a candy store you aren't allowed into." More like standing in front of a septic tank and holding our noses.

      December 26, 2010 at 11:25 am | Report abuse |
  13. Luckyman

    He has the right to F@%k whomever he wants. The fact that he can still get a 24 year old is classic. She will F@$k anold man for a few years then be a multi millionnair for the rest of her life. It's a win win situation for both of them.

    December 26, 2010 at 11:23 am | Report abuse | Reply
    • gkreps

      Sure, he has the "right." So what. We have a "right" to see him as the selfish pig that he is.

      December 26, 2010 at 11:25 am | Report abuse |
    • midnitejax

      gkreps.......he isn't selfish......self indulgent maybe........good for him. He isn't ripping anyone off by stock fraud or over inflated CEO golden parachutes, or sending american jobs abroad. He's actually employing Americans. What's your point?

      December 26, 2010 at 11:29 am | Report abuse |
    • hiphop

      Yes, he does. He depreciates the worth of women in general.

      December 26, 2010 at 11:31 am | Report abuse |
    • Neal

      I don't see any feminist crying foul over his "depreciating women".. feminists probably saying "you go girl" so what are you to complaint?

      December 26, 2010 at 12:24 pm | Report abuse |
  14. Travis J. Groo

    How does this old man do it, think it's the money?

    December 26, 2010 at 11:24 am | Report abuse | Reply
  15. jrh512

    Being engage and being married are two separate things.

    December 26, 2010 at 11:24 am | Report abuse | Reply
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