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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. darrenhankins

    This old man has real issues, for some reason he thinks he is 30, year old for the third time....what a perv!!!!!
    Take some of that time and money and time to try and help other in need and stop trying to get his D. I. C . K wet, great grandpa.

    December 26, 2010 at 12:30 pm | Report abuse | Reply
  2. LadeeB

    Has anyone thought they might really be in love?...nahhh....He is an old guy with tons of money and she is hot. You do the math. One thing that shocked me is that HEF CAN TWEET!

    December 26, 2010 at 12:30 pm | Report abuse | Reply
  3. n/a

    gold digger

    December 26, 2010 at 12:31 pm | Report abuse | Reply
    • Bobolink01

      Unkind

      December 26, 2010 at 6:48 pm | Report abuse |
  4. JREwingSr

    ..."white-trash alert!"

    which one of them is the most trashy? The 84 year old guy who wants to marry a 24 year old girl, or the 24 year old girl who wants to marry an 84 year old guy? LOL

    December 26, 2010 at 12:31 pm | Report abuse | Reply
    • stephen ct

      I would say it's a toss up

      December 26, 2010 at 12:39 pm | Report abuse |
  5. chris

    I would have that "look" on my face with a hottie like that next to me.

    Great job Hugh.

    December 26, 2010 at 12:32 pm | Report abuse | Reply
  6. Jeff

    I'm more than a decade older than my girlfriend but I still find this GROSS! But hey, if two dudes can marry each other, I guess they have every right to also.

    December 26, 2010 at 12:36 pm | Report abuse | Reply
  7. Ken

    When you are rich you can do any damn thing you please. No matter how idiotic.

    December 26, 2010 at 12:36 pm | Report abuse | Reply
    • Amy

      Yep until the lights goes out..... If you beleive in God then you must have to answer to him. I say Good Luck!

      December 26, 2010 at 12:40 pm | Report abuse |
  8. stephen ct

    he better start stocking up on viagra

    December 26, 2010 at 12:37 pm | Report abuse | Reply
  9. Tao

    How pathetic.

    December 26, 2010 at 12:38 pm | Report abuse | Reply
  10. hefnyes

    People got some resentment against this guy just because its not your cup of tea. He is one of the few people who has no regrets about his life. can't say that about most people I meet.
    The working public wastes their precious time working for a company for money and waiting to retire when in your golden viagra years. call it work. You pay your irs pimp. keep sleeping let the non slaves live their lives.

    December 26, 2010 at 12:39 pm | Report abuse | Reply
  11. ladykaka

    As the saying goes...I've lost money chasing women but never lost women chasing money.

    December 26, 2010 at 12:40 pm | Report abuse | Reply
  12. krepuskulo

    He could have a nice wedding gift from his friends.....a huge box of blue pills!!!

    December 26, 2010 at 12:40 pm | Report abuse | Reply
  13. Southbelle8

    I hope Holly finds a love who adores her. She was just too old for him, he likes 'em young :) It must be working, there's always a line of women willing to sell their souls to be with him. HaHaHa!

    December 26, 2010 at 12:43 pm | Report abuse | Reply
  14. Jerkin The Gerkin

    This ain't about the money, she'll get the same amount whether they live happily till Hugh's death do they part or if they get divorced next month. $250,000.00 (250 thou) thats the standard arrangement when marrying Hef.

    December 26, 2010 at 12:43 pm | Report abuse | Reply
  15. Kevin

    Ridiculous. I guess who can't blame her for taking advantege of the meal ticket opportunity. I'm 54 and can only fantasize about 24 year olds.

    December 26, 2010 at 12:46 pm | Report abuse | Reply
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