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.
The second caveat is that even a shy man has pride.
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.
There are many men who want to find a rich girlfriend. On this modern century, people use the Internet to buys things and look for things.
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).What dating sites are the best to find rich women seeking men?Don’t get fool to search for key terms like “millionaire dating”, “rich singles”, “wealthy women” and so on. You just use regular dating sites and search for “single women”, “American singles”, and etc.That offense will reflect negatively on you and the relationship.So be careful about how much (and which) initiative you take.