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I have this vision of another thread on another message board where some poor girl is all conflicted about whether this cute guy at a coffee shop is flirting with her or if he's just being nice because he's an employee and she's a customer.
You're going to have to do something outside of the accepted bounds of service industry interaction. Having short conversations that are entirely encapsulated in the service transaction will get you no where. Break the fourth wall.
Take a conversation to subjects outside the coffee shop. You say she's almost always in-and-out. Ask about what keeps her so busy. Get her talking about something other than than coffee, what she puts in it, or what she puts it in.
You definitely have a time limit, though. Don't wait until it looks like she's losing interest to finally act.
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Simple Machines in Higher Dimensions
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