
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.


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!
Erm ...read the first few books within the Book and check the ages at which most of the respected 'took' their young wives. Sry.
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?
You think that's bad? Wait till you get to the story of Lot and his daughters in the cave.
Basically all Crystal is is a high dollar call girl. It will pay off big time though.
I thought the mansion was up for sale and Playboy was nearly bankrupt. What happened to the twins?
He'll be dead before he has a chance to divorce her.
I can't imagine being with grandpa and the hanging sacage-nasteeeeeeee!
Actually his next wife hasn't been born yet.
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.
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.
You know the game among the playmates is, "See who is married to Hef when he dies, and gets all of his money."
Good for them. I wish them the best.
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.
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.
He's the ultimate in being a creepy old man.
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.
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.
"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.
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.
Sure, he has the "right." So what. We have a "right" to see him as the selfish pig that he is.
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?
Yes, he does. He depreciates the worth of women in general.
I don't see any feminist crying foul over his "depreciating women".. feminists probably saying "you go girl" so what are you to complaint?
How does this old man do it, think it's the money?
Being engage and being married are two separate things.