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In general, you will need to carry the relationship up until the point that it is "official." When it has been established (or is otherwise clear) that the two of you are together, then you should start reducing your initiative and letting him take the reins.

As I said, he will probably start to do this on his own anyway, so rather than forcing it, just be cognizant of the transition.

You will probably get frustrated at his lack of response to your initiatives.

The biggest problem is that it won't be clear to you whether or not his unresponsiveness is a product of his shyness or his lack of interest in you - because it could be either one. His persistent willingness to hang out with you might be stem from a real interest, but it also might be a manifestation of his unfulfilled desire for female attention; he could just enjoy dabbling in the idea of a relationship but at the same time not like you enough to want anything serious with you.

Though he knows his own limitations (as prescribed by his shyness), he also knows what a typical man is "supposed to do." So he recognizes, too, when you are doing it for him.

This will offend him if you flaunt it, or if it is evident due simply to the social magnitude of the task you've assumed (for example, if you take his hand and lead him through a crowd).

A shy man may never become courageous enough to approach women in general, but he can eventually grow comfortable with a girlfriend or wife.

So whatever you would normally do to indicate your interest to a confident man, double or triple it for a shy man (in proportion to his shyness): While I don't suggest that you overtly ask out a shy guy on an "official" date (this would too flagrantly undermine what he knows to be his role as described above), I do suggest that you suggest and then ask him to hang out under casual pretenses.

The reason for this is that shy men are more concerned with avoiding the social catastrophe of asking you out and failing than they are of getting you.

This is what prevents them from taking the initiative in the first place.

If you are looking for an abundance of devotion, he has it to give.

So, in conclusion, if you are interested in a shy man, start by questioning that feeling.

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