Bambi?
Lets assume for the sake of the answer that each of these people have accepted my invitations to dinner.
Andy Kaufman (January 17, 1949 – May 16, 1984) because I think he is an extraordinary man and I would love to hear the details of his career first hand.
Edith 'Little Edie' Bouvier Beale (November 7, 1917 – January 9, 2002) because there would be nothing like seeing her fashion in the flesh.
Heath Ledger (4 April 1979 – 22 January 2008) because I miss his performing and I would love to pick his brain; why his death happened and what he wanted to do with his promising future.
Richard Leonard 'The Iceman' Kuklinski (April 11, 1935 – March 5, 2006) because all the youtube videos I watch about him can never answer all the questions I have about his "career".
And finally; Frank Sinatra (December 12, 1915 – May 14, 1998) because he could sing after dinner and I could take a totally badass photo of the two of us and pretend like I am in the rat pack.