Okay so I think you are looking way to into things here. Your boss talking to you is not a signal that he likes you. He is your boss. Bosses talk to employees. Surely you have noticed him talking to other people at work right? The whole he heard me saying I was going on a walk. How can you be sure that he heard you? Him being there when you were going to walk could have been pure coincedence. Really the only thing that you have to know is DON'T date coworkers. This includes your boss. What happens when things go wrong and you have to still report to him?
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Probably not a good idea to get involved with anyone you work with especially your boss
None of what you said means he is anything but your boss. You are WAY overthinking.
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Don't fuck your coworkers
Never mix business with pleasure.
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