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Hey guys, I'm new to the forum (from NYC) and looking for ways to build my confidence and improve my game.
Welcome RA
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How do I initiate something with that attractive stranger on the train?
The same way you normally would in day game. Get a conversation going (indirect probably) and try to build enough attraction and comfort for a #close before her stop. Or if you can convey non-verbally before hand that you are of high value, you can go in direct "hey I think you look like a really interesting girl and I would love to ... with you," and it may work.
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Or how do I approach the girl at my job when failure could mark me as the butt of some office jokes?
Indirect. Just make it normal for you and girls at your job to engage in conversation. If you are witty, C+F, show confidence and dominance, you can trigger the attraction switches in their minds without appearing to be hitting on them. Make sure you do not show attraction or interest for her until she shows it to you first (a rule of thumb anyways for indirect method).