Alright, this one might be a bit risky.

Does anyone here have any tried and tested techniques for asking out that cute retail person or bartender you just met? In the times I've been hit on over the years by customers while working, it usually comes off as creepy or uncomfortable, and would make me feel unprofessional if I went along with it. I've been hitting the bars and not getting much luck with the calibre of man I'm after, but there have been a few instances I've been served by someone I really wanted to get to know and kicked myself for not escalating.

How do you get around the "work mindset" and not come off as creepy?