I don't think that it was a dumb question. If you've asked it several times in the past and have asked again I think it's explainable. This place seems to be a place where we can express our confusion and hurt. The hurt doesn't go away quickly and neither does the confusion and questions.
I think this is a good place to bring up questions even if it is the same one. Whatever you have to do in order to keep from making the mistake in real life with your W, I say do it. Now if someone were to get mad about receiving the same advise over and over again, then that would be sort of dumb.