>>4Its nice, to be shy and all I mean, but thats probably just an awkward stage of his life (and probably yours too), if he gets bullied or ostracized (because hes a loner?) then I think you must either help him get over whatever pain he is feeling (he wouldnt be a loner if he was afraid of something) or simply spend as much time with him as possible without irritating his (probably already) painful life (being a loner sucks), by this I mean just hanging out with him whenever he's around and being assertive. Do not force it, because being shy is not a proper way to establish a relationship. Feel free to dismiss anything I said because I just watched "ao haru ride" which I think is similar to your situation