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According to this interview, Hugh Hefner was a virgin until 22.


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Bankrate: You transformed yourself from an oft-rejected, awkward student to the world's most successful playboy. What's the key to changing your life in that fashion?

Hugh Hefner: Bring it to a conscious level. A lot of us walk through life in lock step, just following whatever's been done before and not really thinking about it. There are a lot of pressures in society to conform, and I think that most of your dreams come when you're young, and we settle for something less. Life by its nature is not simply dreams. It requires some compromises in order to survive. But what I would urge anybody who is any kind of dreamer to do is take stock of their life and think about how you want to spend your days.
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