Can be real and/or fiction.
I'd go for Dylan Thomas and Mrs Wembley.
I met the actor who plays him in a nightclub once but it wasn't half as cool
will he be on the sauce? who knows.
would be the most depressing thing ever to go drinking with him
stoic silence > crying
I dunno much about corpse decay. I was imagining him as a smiley skeleton in a fisherman's jumper
Wines, spirits and beers: the moments when some of them became essential and the moments when they returned have traced out the main course and meanders of days, weeks and years. Two or three other passions, which I will talk about, have almost continually taken up a lot of space in this life. But drinking has been the most constant and the most present. Among the small number of things that I have liked and known how to do well, what I have assuredly known how to do best is drink. Even though I have read a lot, I have drunk even more. I have written much less than most people who write; but I have drunk much more than most people who drink. I can count myself among those of whom Baltasar Gracián, thinking about an elite distinguishable only among the Germans — but here very unfair, to the detriment of the French, as I think I have shown — could say: “There are those who have got drunk only once, but it has lasted them a lifetime.”
or better yet, Liz Taylor
If so then that.
"All things considered I'd rather be in Philadelphia." --is actually the funniest quip of all time.
Nick Charles (fiction). "How do you solve so many whodunnits after 11 martinis?" (Lots of interesting lush writers, from Edgar Allen Poe to Raymond Chandler.)
Marilyn Monroe. As JFK set the precedent, I might be tempted to use her malleability to my advantage. *I joke*
Case if beer with Bukowski followed by a hip flask assisted walking tour of LA's finest dive bars.
Cocktails in Havana with Hemingway would be a good aperitif after that weekend.
Then again, with enough imagination, you can take pile of books to any pub and drink until they can't read any more.
Drunks are boring
I reckon Frank Sinatra would be a horrible drinking buddy.
at the same pub.
There's this romantic notion of drunks as witty, bon viveurs with sparkling conversation. In reality you'd get slurred ramblings and a look of desperation in their eyes as they know they're slowly dying by their own hands but can't do anything about it.
he was very entertaining
F Scott Fitzgerald