I'm in a bit of a deliema, I like this guy but I don't know if he likes me back, should I tell him or let him tell me?

You should talk to him over a social networking site and get into the subject of crushes and if he asks who you like say "yeah,you." And see his reaction. If he doesn't like you correct yourself to "*yeah,you". It worked for me.

Thank you

I was thinking of maybe putting a song cover by me on a private setting on YouTube about how I feel about him and emailing the link to him. Is that creepy? And if it's not then what song should I do?

yes it is creepy