Here's some quick live drawings from tonight. I went on St. Patty's night too (crazy) but didn't have a camera with me at the time. It was awesome, Timmy O'Toole's is great! Tips were good, employees were cool, overall a blast!
I recently made myself a little "Free Caricatures" sign to put up when I go out to do this type of thing, and it really helps break the ice! I always feel more comfortable when I have a more clearly defined "purpose," such as "artist" or "nobody," so long as it's defined. I'll try and get out to do this sorta thing more often. It's just a cool experience, and people's nights turn out to be more interesting than they anticipated :)