The frame into a frame idea is very nice but i think that the boy it too much centered.

(just to make it clear that this is in fact a school--if you look closely there is a student walking by carying books)

the lighting doesn't flatter the model at all, though I do like how he is positioned and the envoirment he is in, but The expression on his face would seal the deal with this picture. His body posture doesn't say alone, so I need to see it in his face. His body posture is very relaxed, kinda like he is just sitting there in serious though, looking towards the future.

Seems pretty lonely to me author. The surroundings make it even more so.