Hugh Hefner Says He’s Had Sex With Over 1,000 Women

Hugh Hefner has revealed that the total number of women that he’s slept with reaches over 1,000 in a recent interview with Esquire.

When asked how many women he's slept with in his lifetime he replied, "How could I possibly know? Over a thousand, I'm sure. There were chunks of my life when I was married, and when I was married I never cheated. But I made up for it when I wasn't married. You have to keep your hand in."

Hefner’s first marriage was in 1949 to Mildred Williams, who had been a student at Northwestern University when they met. They had two children together, Christie and David, before they divorced in 1959.

Hefner’s second marriage didn’t come until 40 years later – giving him four long decades to rack up the notches on his bedpost. No doubt this was the span of time in which the legendary playboy bedded the majority of the 1,000 women.

Playmate of the Year Kimberley Conrad became Hefner’s second wife in 1989. The pair separated in 1998, but did not officially divorce until 2010. Though Hefner claims to never have strayed while married, he freely dated during his long separation from Conrad. Throughout those 12 years, he dated Playmates Sandy and Mandy Bently, Holly Madison, Bridget Marquardt and Kendra Wilkinson, among others.

In 2010, Hefner proposed to model Crystal Harris. Although Harris called off the marriage only days before the scheduled wedding in 2011, the pair were reunited and married on New Years Eve 2012.

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