If you are a girl there is a pressure on you when it comes to dating, even though it is usually up to the guy to initiate a first kiss. If a boy that you are dating is a bit shy, it is up to you to use subtle signals and hint him to move in for the first kiss.
There is an enormous truth in saying "Eyes are the window of the soul", so on the off chance that you want to tell him how you truly feel about him, simply let it know with your look. Just smile and take a long look at his eyes, then down to the lips and up to his eyes once more. It works like a charm!