For me
my smoke session would involve all these people being a room with me

Kirk Hammett - He could play some guitar for us, and he makes good eye candy for me , and plus he used to be a stoner, he could bring james along that would make me happy too
George Carlin, Bill Maher, Dave Chappelle - Obvious reasons
The guy from inside the actors studio, so chapelle could make him dance again, and he's talks so weird
Jay and silent bob
george bush so where could throw darts at him for our entertainment
that one dude with the long hair from dazed and confused
jim breure!!!