Alice Cooper.
From Jimi Hendrix, Janis Joplin and Jim Morrison to Ozzie Osbourne, Slash and Rob Zombie he's known them all. His career has spanned so many years that I believe he would have endless stories to tell. Plus in his private life he is very active in various charities and giving to the community. He is very witty in interviews, I think he would be just be a great all-around buddy.
He is a friend of our family(remotely!)! My ex's college roommate is a Baptist pastor, and used to work at a church in Arizona where AC's father had been pastor years before. When Alice was in town, they would go to that church for services and take Kerry's family out for dinner and treat Kerry to golf at the country club. Yup, my friends...Alice Cooper is a born-again Christian. I've never met him, but my ex has several times.
I also was in the high school thespian society/plays with Laura SanGiacomo(Pretty Woman and Just Shoot Me)..she was a freshman ingenue and I was the secretary of the thespian society. And...before you all get jealous, one of my childhood friends is married to Tito Santana(one of the original WWF guys).
As for who I'd like to be friends with...in spite of my ultra-conservative leanings, I adore Fran Drescher(though we definitely wouldn't agree on everything). Was able to meet her this past summer and get my copy of her
"Cancer Schmancer" book signed. The benefits of living close to NYC!