Bill and Sandra on how Bill asked her out at Catch a Rising Star comedy club in New York, Sandra’s avant-garde image, her one-woman shows, her role in "The King of Comedy." Personal anecdotes and experiences, Sandra's Playboy cover in 1992, Bill’s mentions his early attempts to write jokes for various shows and magazines, the lack of depth and authenticity of today's celebrity culture, how to keep a relationship fresh, Sandra’s estranged father, the challenges of being funny in a politically correct environment. Sandra’s critique of Netanyahu and his impact on Israel, Bill’s sleep wear, Sandra’s firing by Woody Allen, and the “what if” had they ever gotten together.

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