Ask Hef Anything..."What do you look for in a Playmate?"

Hugh Hefner answers the question "What's the best way to break up with a woman?" To see more visit Playboy.com.

Hugh Hefner answers the question "Since I'll never get the chance, what's it like to be in an orgy?" To see more visit Playboy.com.

Hugh Hefner answers the question "What is your point of view on homosexuality?" To see more visit Playboy.com.

Hugh discusses the founding of Playboy magazine as a lifestyle magazine for single men and he shares some interesting opinions on the moral compass of The Media..

Hugh discusses the founding of Playboy magazine as a lifestyle magazine for single men and he shares some interesting opinions on the moral compass of The Media..

The Playboy beauty speaks out about Hugh Hefner and life at the Playboy mansion.

Hugh Hefner describes how PLAYBOY found its way out of tough financial times back into the black.

Hugh discusses the founding of Playboy magazine as a lifestyle magazine for single men and he shares some interesting opinions on the moral compass of The Media..

When Comedy Central hosted the Friar's Club roast of Playboy Icon Hugh Hefner, it was the potty mouthed brunette Sarah Silverman whose hilarious one-liners stole the show.

August 30, 2007: Richard Wilkins interviews Hugh Hefner about life in the Playboy Mansion.