I think a lot of shyness associated with your age is based on the fact that you haven't earned much confidence yet. Work on developing yourself as a whole person... have interesting hobbies and become very knowledgeable about some interesting topics so you can share your enthusiasm with other people. Get yourself into an interesting profession. This will help to boost confidence in yourself.
Another thing to keep in mind - there are two types of people in the world (at least) - the type that are played with, and those that are kept for serious relationships. There is nothing wrong with being the type of person who attracts more serious-minded women... you will attract *different* sorts of females than your player buddies, but of course, those types of women are fewer and farther between at your age. Be patient.
Relax... I'll need some information first. Just the basic facts - can you show me where it hurts?