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the reason why most people tell you dont do it because majority of the time she will shut you out. Its possible but chances are you might be shut out. Reason being, how many other guys have already hit on her while at work? Thinka bout it. She at work, maybe she having a stressful day, or trying to catch up on her work and all these guys are always hitting on her, i would be annoyed as fuck if i was her. So her mindframe is that "i'm at work". What kind of work does she do can be a factor to. If its a job where she constantly have to interact with her costomers then the chance go up slightly, but that also means she can fall into the hire guns catagory. need more info.
That sounds about right man. For the more info part, I'm not thinking about anyone specific yet. Mostly just if you spot a lady working at a shop in the mall, there aren't a lot of customers, and she seems friendly. My go-to is usually just get something cheap to buy, make small talk / build report while she's ringing me up, and number close. This has only worked maybe 1 of 6 times so far, so I think my game needs some work.