If you could have me cook any meal for you, what would it be?
I enjoy a good steak, but I love meals with bold flavor that have a process for eating, if that makes sense. When I was in New Orleans at K-Paul's (Paul Prudhomme's restaurant) I got a steak with a sauce of andoulie sausage and oysters, and there was a "proper" way of eating it, to make sure that all the flavors were in one bite, and at the proper spot on the tongue. One of the best dishes I've ever had.
I'm also a HUGE fan of asking the chef to prepare something they think is special. I don't mean "off menu", but rather, "if you came in, and saw this menu, knowing what you know, what would you order?" Either that or "surprise me with either this or this". The vast majority of servers are cool with that; some pull a 'tude, but their tips reflect that (I'm not kidding). My local bar before I got remarried and moved, whenever I would go in and the owner's sister was behind the bar, she would ask "anything special tonight?" and if I said no, she would go in back and order for me and bring something out. I know, I know, I read Anthony Bourdain's book, so I know there is risk in that, but I figure if a) they want a tip or b) they want me to come back, or c) they have even a modicum of professional pride, I'm not going to get dishwater.