In reply to Daniel LaBarbera's post on Thu 23 Mar 2017:
I recommend you see the film, "The Cruise." It's about an eccentric young man who does bus tours in NYC. I haven't seen it in a long time, but it was filmed in a way that you were rooting for the subject. It was funny and really an interesting window into who the character was.
Think in scenes rather than just "following" him in his life. What has the potential to be dramatic? Yes, give him direction sometimes.
Just ask the establishments if you can film there. I see you are in New Jersey. Hopefully, your subject has a relationship with a manager or owner.
Be charming. :-)
As far as the music goes, I kind of forget that one. You might want to ask in legal. I would err on not using anything that you don't have the rights for. I do know that if you edit with the music that is playing in a scene that it's not kosher.
Yes, parental consent forms are a must.
It sounds like you might need a more dramatic story than what you are shooting for, but it also sounds like you could very well discover it along the way.