For me, Leonard Cohen. I've seen him live once. Went with my mom and sister and wasn't even a bit ashamed. Felt like I had my money's worth after the first 5 minutes.
I can't even imagine how amazing it would be to have dinner and hear a few stories.
Also, he's probably too old to do anything about the groupies and I'm sure my wife would forgive anything I did to help out my idol.
Rick Mercer
Ricky, from Trailer Park Boys.
Nathan Fillion, the man is always down for a good rum session.
Christopher Plumber
William Shatner, preferably as my wingman.
Living or dead?
Living would be either Farley Mowat or Guy Vanderhaeghe. Dead would be Robertson Davies or Sir. John A. (I would even give up the demon rum for that God awful gin for the occasion!)
Ooooh, good question. I'd go with Alex Lifeson.
...And Raydan with the winning answer....
I don't know who she is, but I agree.
I'd like to meet Steven Harper and see what he is like when he is just hanging out and not doing anything political.
She's also was the hottest woman ever on Entourage (which is no mean feat).