Hello
Long story short: There is this waitress I like, got a lot of IOIs from her (I'm friends with the whole crew at this small coffeeshop, I sit with them afterhours & during their breaks - "she's just being friendly" does not apply).
I did some kino when she sat with me two days ago, so I decided to message her on facebook (I prefered to take it slow and did not # close her at work, just to be sure she's not just being friendly.
My female wingman told me to get straight to the point, ask her out and then get her number, however, I kind of screwed up & my game was cold.
Lets call her Lily
Me: Lily! How are you? Haven't seen you around today
Lily: Yes, I had some work, I took 3 days off as a mini vacation

Me: That much? You'll let me be right for 3 days?

(she once told me she is always or at least 90% right all the time and I have been teasing her about it)
Lily: Exactly, I'll let you feel better, but not for long
Me: Yeah I'll get the chance to breath. We should go out this weekend, somewhere with flowers (she actually told me to get her hand-picked flower a day before, my response was "what are you insinuating?" it cracked her up)
Lily: I'm going out, TO WORK

)
Me: When will you be free then?
Lily: Dunno
Me:

(my female wingman told me to stop as I sucked big time)
I feel I messed up by not suggesting a date in these 3 days that she is off. I need to get her # and a date, or the other way round (which I feel seals the deal better).
Please help me as I SUCK AT THIS!