Asking out the Starbucks Barista? Help needed. (date, boyfriend, women)
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Once again, I seek the advice of the CityData community since so many of you have given me great advice in the past, and for that I thank you.
My situation is probably somewhat common, but here goes. There is this woman at the Starbucks by my work who I find to be extremely attractive and I really would like to get to a point where I can ask her out, but 1) I don't know if she's available 2) I am on the shy side and 3) I am sure female baristas are hit on a lot and I am not the kind of guy who likes to flirt or who hits on every female with a pulse; I treat women with respect and dignity and am not into being a "player." I'll also add that generally, women who I find gorgeous are not every guy's definition of gorgeous (I tend to like women who are a little bit on the heavy side).
So, am I out of my mind or should I try to find a way to strike up a conversation with this woman and ask her out? I am a bit lost in this regard. Thank you!
I would suggest just having friendly talks with her first; maybe every time you come to that location, try to start a normal friendly conversation with her about weather/day/weekend/coffee or anything else. Don't be afraid to be talkative and friendly to other baristas too; small chat for 10 seconds has not hurt anyone. From working in similar industry in the past, we always had "favorite" and "least favorite" customers, so don't be rude to anyone working with the girl.
Once you feel more comfortable talking about "daily routine" stuff with baristas there, ask her at some point how was her weekend and if she did anything fun. But make sure you don't try to talk to her while it's crazy busy. From there you can ask if whatever she did during the weekend was with her boyfriend/husband/partner. From there you can make your conclusions. If she's single, you can plan to ask her out in a few days from there.
"I'd like to place an order for a date with you, but I'm not sure if that is on the menu..."
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Well, if you do approach her, do not act like some beta male (not that you can actually act either or, but can try at least). Standing there and striking up some lame conversation in an attempt to find an opening to ask her out is just, well, weak.
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