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Relationships are stubborn things, and don't show themselves until the exact second they are supposed to. Women I think can -smell- desperation, which is dangerous: the last things guys like us need is rejection.
I don't have an answer for you except to work on your confidence and keep putting yourself out there. If you work you could perhaps fish off the company pier...having that common thread jump starts the initial awkwardness somewhat. Nobody will come knocking on your door out of the blue, that's a fact. Good Luck!
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