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There's a girl working at a cashier at Starbucks that I go to regularly. Sometimes, she's at the register and takes my order.
I don't know what the fuck to do.
Ahhhh... Starbucks barista game. A true classic.
What I would do is go in frequently since you can get away with it and not seem creepy. At first just be cocky funny, joke about something then get your carmel macciatto and leave. The next time you see her, drop another joke, then ask for her name, and/or give her your name. The next time, address her by her name and ask how she's been. From about encounter #3 onward, start looking for moments when it's not busy and her boss isn't around and pick a good moment to try to facebook close her. Don't put your phone up on the counter and have her enter her number because sometimes that freaks them out when they are working.