Aw, thanks Gideon! Also this is a bit late but after some time, I decided here's the two questions Roxas will ask:

1) Could Gideon tell him a bit more about this world, specifically anything that might not be taught in the schools?
2) What type of magic does Gideon specialize in, and what's his favourite spell?

Also, I know he only gets two questions, but can Roxas find out if Gideon like ice cream? If he does, Roxas will remember to bring some next time he visits.