I've dated countless women and it has always amazed me how little they know about men.

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" 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.

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.

As the fear of the unknown dissipates with increased familiarity, a shy man's confidence in his interactions with you will rise.

His masculine instincts will kick in, and in some cases you can end up with a man that acts towards you the same way that a confident man would have acted from the outset.

So, if you do choose to initiate, do so only during the early stages of dating, that is, until he builds his confidence and comfort around you.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.If a girl doesn't approach or initiate contact with a shy man, nothing will happen.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.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.