Watch what’s left of the Playboy stock really take a dive- or hope there’s an iron clad pre-marital.

from www.cnn.com -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, including the legendary diamond Playboy watch, which Harris tweeted a picture of.

His big gift was the engagement ring. It was a “memorable Christmas Eve together,” Hefner tweeted.

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.

from www.people.com – Hugh Hefner rang in the holidays with an engagement ring.

The Playboy founder is engaged to girlfriend Crystal Harris, 24, he announced on Twitter.

“After the movie tonight, Crystal & I exchanged gifts. I gave Crystal a ring. A truly memorable Christmas Eve,” Hefner, 84, wrote. “When I gave Crystal the ring, she burst into tears. This is the happiest Christmas weekend in memory.”

Later, he clarified, “Yes, the ring I gave Crystal is an engagement ring. I didn’t mean to make a mystery out of it. A very merry Christmas to all.”

This will be the third marriage for Hefner. In 2009 he filed for divorce from his second wife, former Playmate Kimberly Conrad, after the two separated in 1998. He was previously married to Mildred Williams; their marriage ended in divorced in 1959.

Harris was December 2009’s Playboy Playmate.