DearEllen:
It appears that you son has been watching many TV commercials and reading ads about hair removal.
You might first tell him that it is very masculline, that now he is becoming a man, he will develop differently. I would first develop his self-esteem and talk to him about it. Ask him many, many questions and let him express himself. Ask him what he would prefer to do - develop his conversational levels early, too.
Then, if you both decide that waxing is the way, well, then:
Waxing destroys the hair follicles, and after extended use, hair does not grow back in the area. ie: I started waxing my legs, and other parts, in my twenties. At first I had to do it about every 2-3 weeks, within ten years I had about 1/2 of the hair on my legs and underarms and only waxed about once a month. Now, I only wax about six times a year, as there is only little very light growth - one can hardly see it, small, thin, frail little hairs. NOW, I wax everything myself. You can do it, too. Just buy the wax, heat it, practice on your leg or somewhere, to test the temperature. It is so easy. Follow instructions, as you must remove hair contra growth.
However, you and your son must know, too, that he will be criticized when he goes to school without the roadway across his brow, so instead he could pluck just a few a day, over a ten day period...it will not be so noticeable. THEN, wax it over the long holidays, so when he returns to school the other kids won't be so cruel.
Local nail salon may not have very many men in them (except in NY sometimes), so prepare him for that, make it a fun adventure and don't emphasize that it will be all women (oh, how lucky he is to be there, the only young man, etc.)
However, I suggest doing it at home. Just follow the instructions. It is a good bonding time for you. But, should involve just the two of you. No one else.
Good Luck, B.