I am not a chronic pain person but the answer to all your questions is yes. Yes you bud is definitely addicted and is going to have some major health issues if he/she does not stop taking all those meds. If he/she is caught he/she will be blacklisted and will have some major withdrawl problems which could be very bad healthwise again. I would not recommend anyone ever double dip because then you know you have a problem. As far as tolerance issues, some people I have read about take hydro holidays, that could help because with any med tolerance will happen eventually.