That he has slept with all of his Playboy girls is not a total cooked up fantasy of a tabloid’s gossip coloumn. If not all, Hugh Hefner has bedded at least 99 of 100 Playboy girls. Or so what the 86-year-old claimed once. He admitted to being "'involved' with maybe eleven out of twelve months' worth of Playmates" during some the late 60s. Donna Michelle, Marilyn Cole,Lillian Muller, Shannon Tweed, Brande Roderick, Barbi Benton, Karen Christy, Sondra Theodore, and Carrie Leigh — who filed a USD 35 million palimony suit against him — were a few of his many lovers.
A spontaneous reaction to anyone who is aware of Hefner’s sexual pursuits an immediate reply to the question ‘What keeps Hugh Hefner going’ would be perhaps Viagra? Even Hugh will give thumbs up to the reaction and why not when he himself admitted to taking the pills at the age of 84. And the Casanova has a pet name for his sex booster too! He calls it “God’s little helper.” But in reality, it seems, no one, not even Hugh knows what is the magic trick.
Hugh Hefner opened up about his sex life in New York Times magazine's 'Questions For' column. When asked whether he takes "a lot" of Viagra, he said, "I don't take a lot, but I take it when it's called for." He was also quoted saying "I make love a couple of times a week, and I take the Viagra when I'm going to be making love. I would say at 84 it helps. It's God's little helper."
Now at the age of 86, Hefner has a girlfriend, Crystal Harris, 24, following his split from the Shannon twins, 20, earlier this year.
Here is a look at Hugh Hefner’s string of Playmates.