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I was walking home from school today and I look on the other side of the street and there is my teacher. Not wanting to start a conversation, I avoided eye contact. Then several blocks later he turns. He does not live in the area. I think it is safe to assume that he is planning some kind of caper. Should I confront him?
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That's rather odd. Is your teacher the kind of guy who normally plans "capers" (which dictionary.com informed me are "frivolous escopades or pranks")? Do you think that perhaps he was visiting someone who does live in the area? If you know the teacher pretty well, and feel like you're able to joke around with him, there should be no problem with casually bringing up to him that you say him driving in your neighborhood. If he doesn't seem terribly alarmed at the fact that you noticed him, it would be permissable to ask what kind of an errand he was on.
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