Hugh Hefner Engaged To 24-Year-Old Playmate — It's A Christmas Miracle!

Sun, December 26, 2010 3:01pm EDT by 14 Comments

The world’s most perennial bachelor, sorry George Clooney, is finally settling down!

He may be a rather mature 84-year-old, but the always sprightly Hugh Hefner is ready to take the marriage plunge once again and proposed to 24-year-old girlfriend Crystal Harris on Christmas Day! The Playboy founder and notorious bachelor tweeted, “When I gave Crystal the ring, she burst into tears. This is the happiest Christmas weekend in memory.” This either speaks to Hugh’s sheer joy or utter lack of memory — let’s assume the former.

Crystal, who was at one point Miss January, has been Hef’s only lady for some time now. Hugh was previously married to Mildred Williams in 1949 and Kimberly Conrad in 1989. He has four children, half of whom are twice the age of his bride-to-be.

Congratulations kids!

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MissUnderstood

Posted at 4:35 PM on December 27, 2010  

I feel bad for Holly Madison.

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Bobby

Posted at 1:22 PM on December 27, 2010  

He’s the man! A hero.
All the negative comments are from haters and girls that wish to trade places.

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janelle

Posted at 9:38 PM on December 28, 2010  

trade places?? are you serious? i happen to be quite georgous myself{not bragging- but true} and you couldnt pay me all the money in the world to touch him. seriously. how gross. and thats an understatement!

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Booger

Posted at 7:24 AM on December 27, 2010  

Is she pregnant or just plump? Looks like she has strong legs could pull a plow, or maybe a Train! Hope she dont get sick from eating OLD MEAT!

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KMT

Posted at 1:35 AM on December 27, 2010  

White people are sick and twisted

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Hugh Hefner Engaged To 23-Year-Old Playmate — It’s A Christmas Miracle!

Posted at 1:08 AM on December 27, 2010  

Хефнер, и его подружка, поколдовала над ним, и старый играющий мальчик увлекся новой игрушкой, игрушка будет ему дорого стоить, и его дети не будут в восторге от такой дорогой покупки.
С уважением, Ренат, из Москвы.

Hefner and his girlfriend, conjured over it and the old game boy carried away by a new toy, he will be costly, and his children will be delighted with such an expensive purchase.
Sincerely, Renat, from Moscow.

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Contana

Posted at 8:08 PM on December 26, 2010  

“This is the happiest Christmas weekend in memory.” Wait…he has a memory? He better marry her before he forgets that he actually proposed to her. That happens when you are 84.

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Holly

Posted at 7:49 PM on December 26, 2010  

I was a big fan of kendra, holly and bridget but thoes last 3 just got on my nerves!!! i think holly was way hotter and better for hef!!! WTF is he thinkin anyway!!! and glad he aint my dad cuz i cant imagine my step mom being younger than me!!!

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amber

Posted at 7:22 PM on December 26, 2010  

why would he choose her over holly?! she was way prettier and loved him so much! the new girl looks pregnant to me.

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John Kaye

Posted at 8:43 PM on December 26, 2010  

Can we say better felatio?

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Cindy

Posted at 2:35 PM on December 26, 2010  

Poor Holly Madison. She loved him so much and was with him for such a long time with no ring. I still don’t understand why a girl would want to marry someone 60 years older than them. I wouldnt care who the guys is. GROSS

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John Kaye

Posted at 8:42 PM on December 26, 2010  

You must be blond if you don’t think women marry for money no matter how gross it is. Cindy, you must be dummer than dirt !!!

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Zilly

Posted at 2:21 PM on December 26, 2010  

But Hef, that’s what Holly wanted…hmm wonder if the new chick is preggers?

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jose garcia

Posted at 12:03 AM on December 27, 2010  

cojones

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