Joe the Lawyer has put up an interesting thread at therpgsite: If you could play D&D with anyone, real or imaginary, from any time in history, who?
My answer was JRR Tolkien, CS Lewis, Johnathan Swift and Roald Dahl. On reflection I'd also like to include Jorge Luis Borges. Our games would take place in a Member's club, complete with leather seats, tobbaco pipes, and plentiful bitter served by buxom wenches. We'd have a rotating DM-ship, meeting up every Sunday evening. CS Lewis would grumble about Tolkien's insistence on correct pronunciation of Elvish names ("Not another bloody elf..."); Borges would rile Tolkien with his anti-clerical barbs; Roald Dahl would amuse everybody with his comic creations; and Swift would confound with his unusual 18th Century phrasing.
When China Mieville, M. John Harrison, Richard K. Morgan and Michael Moorcock came in to the club for their weekly game of Dogs in the Vineyard, it would be like the Sharks vs. the Jets. Dice-downs with fistfuls of d12s flying. Bruised lips, bloody noses and black eyes. Finally everybody would settle down and it would be Tolkien's turn to get the drinks in.