Even though I'm shy, I've started conversation with cashiers before, but they were in bookstores or clothing stores, and therefore conversations were a lot easier to start, because I could talk about books or ask for their opinion on some item there. The ones I've had conversations with seem to like me a lot and appreciate seeing someone familiar because the next time I go there, they always smile, go up to me and open a conversation by themselves (and more personal topics), but I have bad luck because they are NEVER single.
Anyway, I digress. I have no idea how to start longer conversations with a cashier in a grocery store, I can hardly talk about food! And asking about how it is to work in the store seem to be a rather short and impersonal conversation :-/
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