I have a friend that is overweight, close to 400lbs. He is an old high school buddy that always has been picked on for various things, weight related and other issues, so he is very sensitive. For the past 3 years he has been coming back around and has become a close family friend. Due to his stature, he has broken a couple chairs in and out of our house, but I always didn't feel right charging him for damages. He always apologized and said it was an accident, nothing intentional. He last broke a chair in our dining room (part of a set) that can't be replaced. It didn't upset me as much as my wife and my parents who bought the dining room set for us. Also, our front passenger seat in our car is worn at the mechanism (not to accuse him of it), but we know that it will easily break from heavy pressure and know that would be a costly fix that we really can't afford. Anyhow, we talked about what needs to be done in order to prevent any further damage. My wife doesn't want him in our car. My parents don't want him sitting in certain chairs in our house. They want me to tell him about our "new rules" that he should abide by... To take his own car when we go places, and to only sit in the metal chairs in the patio and on our couch inside. I think telling him will really hurt his feelings.
Anyhow, is there any other alternatives here before i proceed? Should i be thinking that material items are not more important than a friend's feelings, thus just let it go and allow him to continue?