I would want to be stuck with the murderer of JonBenet Ramsey. I would want to ask him/her how they planned the whole thing, why they did it, if they are ever going to fess up to it? Really anyone who ever hurt a child would be interesting to talk too, I have a passion for hating these types of scum bags.
IF I didn't have anxiety disorder I would want to be stuck in an elevator with my biological "father" who has never had anything to do with me. I would have a ton of questions for him. Now the least person I would want to be stuck in an elevator with would be Charles Manson..lol