Not as bad as when dragons attack the city, and one of the guards facing it states, "What is it, dragons?"
Me and a bunch of guards just killed a dragon. Guard says something like "Cousin is out hunting dragons... what do I get? Guard duty." I'm sitting there go "WHAT!?"
Another odd dialogue is with jzargo in the college. I hadn't talked to him... ever. Finally did and he asked "Do you know the expert level destruction spells" ...to which my reply should have been "why yes... yes I do." apparently bethesda felt I could only respond with "no that's way beyond my measly 100th level destruction powers"