For me my shyness comes from being uncomfortable in situations. If you are like me then the key to braking away from shyness is to just do things you find uncomfortable. The more you do them, the easier they will be to do and the less shy you'll be. Whether its talking about personal things or whatever, just go for it and you'll get experience and familiarity which will take that shyness away. Now if I could just follow my own advice that would solve a lot of problems!