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At the bar, I usually go up to the guy and strike up a conversation somehow. Either I mention something about their clothes, their drink... anything to get him talking.
While he is talking, I calculate his repsonse and behaviour towards me, and then decide accordingly to either stick around and keep chatting, or move on.
I usually say something like "we should get in touch", or "I hope to talk to you soon", to give him the open door to ask for my number. If he doesn't, I assume he wasn't that interested and move on.
Anywhere else, I do pretty much the same thing. Talk about something relating to where we are, or something in the immediate situation. If I have NOTHING to talk about, or can't think of something good to say, I will do the "you look familiar" tactic.
But usually, I figure since I made the first move to show interest, the guy should reciprocate by asking for my number. I wont ask for his number unless he approached me.
Oh.. if I see a guy across the room (specifically in the bar,) and I catch his attention to give him a smile, and he seems interested, I will "coyly" meander off, but will plan to "bump" into him later, or pass his table.
I am very extroverted and proud of it. I have no qualms whatsoever about approaching guys. It's like a game for me 
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