I don't think you should spend the first dates asking endless questions. It will feel too much like an interview. You need to be able to make relevant commentary on whatever you are talking about in addition to asking her questions. And for the record, I think you should be prepared to also answer her questions, because believe me, she will have some unless she is completely self-absorbed or stupid.
Anyway, I think your problem may be with the kind of girls you are attempting to hit on. Some women are totally turned on by intelligence, and distrust charm. And the smart ones won't be up for the kind of game you've been advised to play in previous posts. Where are you meeting women?
Women who aren't feeling it after a date can't be blamed. A lot of what is really happening on a first date is physical chemistry, and not conversational skills, so if they aren't feeling it, it's the lack of chemistry that can be blamed, and chemistry can't be manufactured.
Relax... I'll need some information first. Just the basic facts - can you show me where it hurts?