I'm of the opinion that it has nothing to do with what line you say, but the vibe and energy you put behind it.
You didn't reject that guy because he looks older, and you didn't reject him because he said "you from around here?" You rejected him because you felt creeped out by the whole experience. I bet that same guy, with a different feel to him, could have gotten you really interested in him. :p
Depending on "stuff", I've been either totally blown off, or totally welcomed with such things as, "hey, how's your day going?" Actually, when I was in Victoria, BC, I just said that to random groups of people, and they were usually REALLY awesome, and enthusiastic, and starting conversations was effortless.
But then, in Seattle, which frankly, is kind of a sausagefest, women tend to be pretty cold at night, presumably because they get hit on that much more, so that same thing has gotten me blown off a lot.
I think your best bet is to just notice something about her, and instead of complimenting it directly, make an inference based on it. There was one girl walking down the street, and she had a walking stick, and you could tell she was having a bit of a tough time with it. She also had a radiant, happy look about her. So I told her that she looks like the kind of person that will always see the bright side of life, and focus on the positive, and that it's a really refreshing and attractive trait. Made her day! I think that's where the money's at.
The other thing is, there has to be some level of "challenge" here... Whatever you say, or however you act, it shouldn't scream "wow, I don't know you at all, but I'm totally sold and into you"... It should feel more like, "hmm, I'm intrigued by you, and wanted to meet you so that I can find out if you're the kind of person I could really get to like."
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