Parenting Advice Please: Will my 7 year old boy make it to 8?

[mnhtnbb]

1. I would suggest you have the discussion with him--again--

about how it is rude for him to be asking that question. He needs to understand
that no matter how curious he might be about it, that it is not an acceptable
question to ask of women. Perhaps he's been taught that asking questions
is ok? Then, there needs to be a discussion of social boundaries and that
not all questions of a personal nature are ok.

It would seem, that, if he continues the behavior, he also needs to understand
there will be consequences to making the choice to ask rude questions.

That's up to you to figure out--what's an appropriate consequence--but he needs
to learn about social boundaries and what constitutes an appropriate question.
Perhaps the carrot and the stick--metaphorically--would be helpful. If he
meets 10 women and doesn't ask the question--reward him with remembering
about boundaries. If he does ask the question, use whatever negative consequence
seems appropriate and remind him again how desirable it is to initiate positive
conversation with people--and give him examples of what that might be.