he's 17 and has only ever ejaculated in his
sleep? He needs to learn how to masturbate himself. I'm a bit dumb-founed. Most guys figure that out by the time they're 17.
maybe you can show him this...(disclaimer: only if that's legal where-ever it is that you live.)
yes, that's right, it's a video of a guy masturbating and I hope nobody has a problem with that. It's not porn, it's designed to be educational. Seeing a video will help assure him that there's nothing wrong with him- just as long as he remembers all guys have different shapes, sizes, skin tones, etc., that all guys have different preferences when it comes to how to masturbate themselves, and that everyone discovers their sexuality in their own way, at their own pace.
If you feel ready for that kind of thing (heh, my 17 year old self would have fled) you could even try doing that to him. don't be scared of his penis, it wont hurt you. Unless you get him to ejaculate (cum) and then you get the stuff all over your fingers and then put your fingers in your vagina and get pregnant. Yes, that does happen, so whatever you do, don't do that, because it would suck to be 17, pregnant, and a virgin.