Let's say you keep rambling on and on and on with negs here, pushes here, pulls there, ect ect ect.

Let's say the HB starts getting a little annoyed at our presense rather than attracted because let's face it, there will be girls out there not looking for a relationship despite the fact we keep flirting with them in their faces with our cocky and funny and all that. What would be a good thing to do? Keep at it? Would that eventually turn the annoying presense of your into attraction? Let's say I know this HB in real life and will be seeing her for years to come. Would it be awkward to suddenly stop hitting on her after all this time?

If she's getting annoyed at them then you're doing too much or too harshly. I assume attraction is there, and you feel she's getting annoyed.

Move forward - there's only so long you want to sit at C1.

Connect.

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I'm a winner - I am going to win.