Who you'd like to smoke with

[ctrl]

Sir Ranulph Fiennes
Any of the 60's rat pack

my god that would be a fun evening

[patrickspark]

david niven and
arthur conan doyle

[68TriShield]

I enjoy smoking with regular Joes. No celebs for me thanks

[Boss Hog]

Stephen Hawking, although I'm not sure how that would work.
Larry Hagman,
Ronnie Barker

[Maxi-J]

Who you'd like to smoke with

Thatcher, Reagan, Wilberforce, MLK oh and a change of lifestyle permitting, Mohandas Gandhi.

[Simon-JG-hr]

Re:Who you'd like to smoke with

.... and Audrey Hepburn for glamour.

An excellent choice. Grace Kelly has it for me, but Hepburn in Holly Golightly (or however you spell it) mode would certainly brighten one's life up.

[Son of Cigarsmoke]

Clint Eastwood, John Wayne and Lee Marvin in the same room. I recon a fight would probably break out between Eastwood and Wayne though but that would be part of the entertainment.
The whole Rat Pack, absolute legends and idols.
Billy the kid. Could be interesting so long as he dosent shoot me.
Douglas Bader, unsure if he was a Cigar man but he has been one of my biggest idols and inspirations since i was a kid.

[the mothman]

Churchill.
Bobby Moore.
Brandon Lee and Bruce Lee.
Gary Oldman.
John Candy.

[satch]

John peel cos I loved the guy. Always wanted to buy him a pint, alas, not to be.
Sam Peckinpah. Was he as cantakerous as reported.
James Coburn cos he seemed like a decent guy.
Shane Warne. One of the boys but switched on aswell.
Noddy Holder for the stories.
Oliver Reed. Just to see how messy we could get.
Kate Bush because if we met we would have got married(sigh!)

[Soulmanure]

Off the top...
Ludwig Wittgenstein
Thatcher and FDR, in the same room
John Lennon and Vlad Lenin
Milton Friedman
JFK
Morrissey
Brooksley Borne
Socrates--that guy could talk and drink

[Pipe Dude]

Mark Twain, Einstein, John Gribbin, Jean Michel Jarre, Jeff Immelt, Richard Branson

[celsis]

Off the top...
Ludwig Wittgenstein
Thatcher and FDR, in the same room
John Lennon and Vlad Lenin
Milton Friedman
JFK
Morrissey
Brooksley Borne
Socrates--that guy could talk and drink

Talking about philosophers and drinking....

THE PHILOSOPHERS SONG


Immanuel Kant was a real pissant,
Who was very rarely stable,
Heidegger,Heidegger,was a boozy begger,
Who could drink you under the table,
David Hume could out-consume,
Wilhelm Friedrich Hegel,
And Wittgenstein was a boozy swine,
Who was just as sloshed as Schlegel,
There's nothing Nietzsche couldn't teach yer 'bout the raising of the wrist,
Socrates himself was permanently pissed.

John Stuart Mill of his own free will,
On half a bottle o' shandy was particularly ill,
Plato they say,could stick it away,
Half a crate o' whisky every day,
Aristotle,Aristotle,was a bugger for the bottle,
Awfully fond of his dram,
And Rene Descartes was a drunken fart,
"I drink therefore I am",
Yes,Socrates himself is particularly missed,
A lovely little thinker but a bugger when he's pissed.

[jdawg]

Many great choices have already been mentioned.

I would have to go with:

Clint Eastwood
Elvis
Frank Sinatra
Donald Trump
Jesse James (Old West Gunfighter, not the dude that cheated on Sandra Bullock)
Wyatt Earp
Al Capone, Tony Accardo, John Gotti, Carlo Gambino
FDR, Churchill, JFK, Reagan

[snooky]

Fidel, about time we got the tax on stogies sorted. If it got to serious i'd have enjoyed a smoke and drink with Pete and Dud.

[Pandyboy]

How about fictional characters;

I'd love Hanibal from the A Team, just to say "I love it when a plan comes together," and light one up.