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He obviously doesn't like the question so why do you keep asking it?
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17d
You need to ask more specific questions then. If you don't know where to start then copy his questions. Hobbies and work are a good start. If you want to find out if he's up for doing something then ask, have a specific idea in mind. Some people want to know what you are thinking of doing before committing.
Well that's good he's interested I guess. I get where he's coming from. I mean how is what he's doing at 3:28pm on some Wednesday or whatever interesting or worth talking about? The question seems disingenuous.
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17d
You don't have to answer to his question either if you're not comfortable with it. Don't let him get much power.
He doesn't like this question, no problem. But he doesn't have the right then to expect you to answer to his.