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.

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

If they have even the slightest doubt about your intentions they will hold back.

The second caveat is that even a shy man has pride.

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 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.

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).

That offense will reflect negatively on you and the relationship.

The first date, the first kiss, the first time you pass out in the shower during sexy time…Oh wait, that's just me. Well, last weekend J got his license renewed and officially changed his address to OUR apartment.

And that's when it hit me that we are in a totally serious relationship (no, it didn't hit me quite like this six months ago when he MOVED IN).

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.