Actually contemplating asking out one of the waitresses at a bar I go to that I flirt with every time I go in. Where does the fun-flirt become a "no, really" flirt? Tricksy, tricksy.
"What would you say to me taking YOU out for a drink sometime? ;)"
I see not how it can fail. Unless she's otherwise unavailable, which... screw negative thoughts. Anything's worth a go. Be bold, be brave, be bespectacled and debonair!
Yeah, she's mentioned several times the past few times I've been in about how she broke up with her boyfriend and what a dick he was, how she's just focusing on "me time". Which could go in the direction of "Hey, I don't have a boyfriend!" or "Making conversation!"
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I see not how it can fail. Unless she's otherwise unavailable, which... screw negative thoughts. Anything's worth a go. Be bold, be brave, be bespectacled and debonair!
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Now it is a battle with my own laziness. =p
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