Dire wrote:
I think your common sense is spot on. I'd recommend against the facebook play. If someone is able to do it successfully they probably have a lot of other smooth moves to back it up. More often then not the stories I hear about people trying to initiate though FB are about what creepers they are.
There's a lady at work who has to add bloody everyone to facebook, and she 'likes' every single thing they post including every photo even if they're ages old. So when new people start at work (male managers specifically) they get warned not to add her.
Not saying you'd be a creep, more that because of creeps, friend invites on FB are something people can be pretty wary of.
I'd say keep doing what you're doing. Each time you say 'hello' and ask her 'how she is doing' is like a little mark in the non-creep column. I have plenty of regular customers who became friendly with me and will actually ask for me at work because I initiated greetings each time I saw them and asked them if they were well. Granted most of them are seniors... but that's just the demographic of the suburb.
Hey, maybe you could keep a tin of biscuits with you. Offer them to people passing through. Offer them to the girl. Maybe she gets thirsty, oh what's that? You have a spare bottle of iced coffee because you had to buy 2 to get the special. Think about it, Rey. Coffee AND biscuits.

EDIT: The only problem is that whenever I meet someone, it's never in a way that I can have extended, social contact with them to where I can build that familiarity as "not a creep", and all society ever tells me is that 90% of what I'd do to initiate some sort of extended, social contact is "creepy".
I tried the whole "Take it slow and don't do anything drastic that might look creepy." front with this other girl, and it just ended with her cutting all communication with me and going out with some other dude. And I had more extended, social contact with her than I do this other girl.
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