Seems like most of it has already been covered.
1. Definitely get an RC flight simulator great for practice and if it's raining outside. There is one called FMS, it is free and very basic, but does the job.
2. I would recommend going electric, perhaps a largish highwing trainer. That way you don't need to fly at a club and can fly at a cricket/footy field. This is what I have always done and have never had any issues. Most people are curious and will come up and chat.
3. Perhaps get an experienced pilot to help setup the plane and also get a buddy cable, this mean that the experienced pilot has a transmitter linked to the students and can always regain control if things go downhill.
4. Another thing I would also recommend doing if you think it is a hobby that he will pursue, is not getting a kit. Buy things seperately so that they are interchangeable and he is not limited.
My .02c
I'm sure I have some spare parts that I can part with if you would like receivers, servos, etc. will have a look and see what I can scrounge up.
Good luck with it, it is a great hobby!