"Who says that my dreams have to just stay my dreams?" - Ariel, The Little Mermaid
Ariel said it, and she was totally right! If you dream of something bigger than what you have now--maybe a new job, or a great relationship--who says it has to stay a dream? Do something to make it happen!
Now, I'm not advocating selling your voice to an evil lady so you can go marry the guy you saw on a beach that one time (seriously, bad idea), but I am advocating going for what you want!
If you never tell him how you feel, how will you know if he likes you back? If the girl never rejects you, how will you ever be able to move on and find the girl who wants to be yours? And how will you became a world famous singer if you never get on the stage?
So go for it :) You hear?!