These five would get along just famously. They're all great story tellers:
Sam Clemens (Mark Twain)
Salome
Omar Khayyam
Mary Shelley
Winston Churchill
The following five were all amoral and all took themselves far too seriously. I'd need to hire a couple of bouncers to keep them under control so, for them, the dinner invitation is out:
Senator Joe McCarthy
Lucrezia Borgia
Tomas de Torquemada
Queen Mary I ("Bloody Mary")
Joe Stalin