Mmm, I got together with her earlier this evening, and we did Diamonds and Rust, Don't think twice, Hard times come again no more, Falling Slowly from Once, and Velvet Underground's After hours. Turns out she LOVES after hours and already knew all the words. good call.
I'll keep some more of these in mind for next time, I'm slowly working through everything suggested so far. I really like hurricane but it would need a guitarist as well to make it good, I think.