Most Helpful Guy
If it gives you closer then do it but honestly he won't care either way. I think you have the anticipation that if he reads it he will come back to you.. Be prepared for a rejection odds are he will not pay it any mind... At that age most boys are dogs out for one thing.
Most Helpful Girl
I would just send it since I'm a blabber mouth. Most of the time I spam my bf IM with so many messages on what I'm thinking about. He takes all the extra time to read every single one. Which is a first most guys ended up avoiding me because of my blabbing. ;( So if he doesn't reply or finds it annoying his lose and he wasn't good of a person to begin with really.