It sounds like a young guy fresh out of the Catholic school box? Without much overall experience, I don't think he's mature enough to "get it" about relationships yet? I'd talk to him, tell him what you'd like and how he should look around and talk to other guys about their relationships and whether they do (or want to do) this sort of thing around/when they have a steady guy; maybe if you have an older guy in your life that you trust who could talk to him?