There isn't some magical hurt free zone where you can't be hurt. You're going to have to take a risk. Ask yourself if you've been clear in your intentions. If you have, she is going to reject you. Deal with it. Tell her anyway. Then move on. If on the other hand, she doesn't know you like her, send out some feeler questions. What does she look for in a guy, crack jokes abouts sex and stuff. See how she reacts. Ask her on a romantic date. Crank up the flirting. See how she reacts. If she acts uncomfortable or whatever, just say what's up. If she responds positively though, go in for a kiss. You gotta risk it to get the biscuit. Good luck!