Re inexperienced users : you want to encourage them to learn and build confidence. Ignoring their "polite" ping-pong messaging isn't going to do them any good.

Re inexperienced users : you want to encourage them to learn and build confidence. Ignoring their "polite" ping-pong messaging isn't going to do them any good. Sure, don't be a jerk, but do mention "don't ask to ask - just ask" in a friendly way.