Yo dauwg
It was a pretty awesome concept, but it wasn't really executed too well.
The music really helped create a mood, but the dialoge kinda failed at the end.
It could still easily just be a chat-bot. A lot of chat bots are programmed to change the subject if they don't have a good answer and the boy seemed way too easy to convince.
But otherwise it was really great and I loved the Idea.