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This is true, but handling this situation isn't as simple as you might think...The first thing to do when you find yourself attracted to a shy man is to question your feelings for him. So, after hiring me as his dating coach, we set to work in rebranding him on We had Tom fill out my long questionnaire and submit to an hour of questions from me on the phone.

Once this happens, you will need to gradually assume a less assertive (more traditionally female) role, because he will then be more liable to get bored with you, wonder if he could do better, consider his other options (the perception of which his newly-found confidence will likely inflate), fool around, etc.So it is acceptable for you to initiate with a shy guy. The problem with male shyness is that it wears off in specific situations.A shy man may never become courageous enough to approach women in general, but he can eventually grow comfortable with a girlfriend or wife.In other words, ask yourself "Am I attracted in spite of or because of his shyness? A very close friend of mine is extremely shy, and I know plenty of other guys that are shy. Shy guys, almost by definition, do not have the balls to initiate and pursue women." If you answer these questions sincerely and still want to date him, you then face the problem of making it happen - or rather, making him make it happen. They fall outside of the predator-prey model for sexual interactions that is assumed in the "don't initiate contact" rule.

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