well im 13 so its just as hard but anyways, i would just somehow casually bring up the topic (dating in general) as like who's dating lately? or something then suggest the idea of you 2 in a relationship. If he takes you seriously, and says yes, great. But if he just laughs it off, just laugh it off with him. If he laughs, that MAY just mean hes thought about it before or really wants to think about it. Laughing is a way for us to kind of think about it.