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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. Diana

    That is sooooooooooooooooooooooooooooooooooooooooooo NASTY!!!!!

    December 26, 2010 at 7:49 pm | Report abuse | Reply
  2. Branum

    To really try an understand this I believe you have to reverse the genders an I want to see an example –this includes the money!!

    December 26, 2010 at 7:53 pm | Report abuse | Reply
  3. Momere

    Can you say pedophile with money?

    December 26, 2010 at 7:55 pm | Report abuse | Reply
    • Crocker

      You are probably right on the money. With enough cash you can get your jollies pretty much any way you want.

      December 26, 2010 at 7:58 pm | Report abuse |
  4. Crocker

    Ever hear the dude laugh? He sounds like a witch with that cackle. Disgusting....

    December 26, 2010 at 7:57 pm | Report abuse | Reply
  5. doofus_erasmus

    Isn't this creepy? Don't hassle the Hef..lol.....Its like when Anna Nicole married that 89 yr old rich guy back a few years ago...She lost her money battles in court and didn't get his millions.....Hef has more pre nups than he has wives....good thing Hef is all always lawyered up.

    December 26, 2010 at 8:00 pm | Report abuse | Reply
  6. Thatguy371

    Hef likes one style of woman. If you notice, all the chicks that hang out at the mansion, and all those he's dated, married, been with... every one of them looks almost exactly alike. He definitely is extremely specific about what he'll accept. No worries anyway, just interesting.

    December 26, 2010 at 8:01 pm | Report abuse | Reply
  7. flying Dutchman

    A man and his granddaughter.... how sweet

    December 26, 2010 at 8:02 pm | Report abuse | Reply
    • terri

      you mean with is GREAT GRANDDAUGHTER !!!

      December 26, 2010 at 8:08 pm | Report abuse |
  8. tiny tony

    it is his life

    December 26, 2010 at 8:05 pm | Report abuse | Reply
  9. Okcalgal

    It is what it is! He loves pretty young girls,and they seem to enjoy him,too! I find it humorous that men would make fun of them! I find it rather repulsive, but I wouldn't mind having the fortune she will be left with ... I'd presume this one will be his widow by the time she is 40,with 40+ years ahead to have a new & incredible life! I wonder if they plan to start a family? Men don't realize how most folks laugh & wink behind their backs when they hook up with youngsters, but its apparently worth it to have "young, hard bodies" to fawn over them as if they are young studs! I'm amused!

    December 26, 2010 at 8:06 pm | Report abuse | Reply
  10. Rekha Vinjamuri

    " When I gave Crystal the ring,she burst into tears ". It makes one wonder.

    December 26, 2010 at 8:06 pm | Report abuse | Reply
  11. terru\i

    eeeeeeeeeeeeeeewwwwwwwww, GROSS !!!!

    December 26, 2010 at 8:07 pm | Report abuse | Reply
  12. Andy

    aquatlak
    The penis is not made up of muscle.

    December 26, 2010 at 8:07 pm | Report abuse | Reply
  13. flying Dutchman

    I'll bet the conversations are deeply intellectual...ya think?

    December 26, 2010 at 8:08 pm | Report abuse | Reply
  14. Blah

    gold digger.

    December 26, 2010 at 8:09 pm | Report abuse | Reply
    • nonnac

      BA BA BOOEY!!

      December 26, 2010 at 8:34 pm | Report abuse |
  15. John King

    Way to go, Hef. Best wishes on your engagement.

    December 26, 2010 at 8:17 pm | Report abuse | Reply
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