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If he was legit, I'm not sure why he didn't go back towards (or hang around)the Walgreens.
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That's true, but there may be reasons for that too. Maybe he was embarrassed enough already, and realized from your response that his idea to ask for help might be a bad one. He might live in that direction and was headed home to dig for change in the coach, or finally suck it up and ask a friend for help. You never know. Or, it's entirely possible that it was a scam. I'm just saying, there could easily be legitimate reasons.