If you could sing a duet with anyone, dead or alive, who would it be and what song would you choose?
Elliott Smith, I think. And probably his song "Pitseleh," even though it's not a duet.
That was my knee-jerk answer (the one you give without thinking about at all).... but I would also love to sing with Gary Louris (of the Jayhawks), Jeff Tweedy, Dan Wilson (an amazing songwriter), Josh Ritter... And on the female side, it'd be great to sing with Patty Griffin, even though she'd kick my butt. :) Oh yes! Gram Parsons would have been awesome too.