One of the things I find the hardest with running our little house of hospitality is when people leave unannounced. We have a frequent guest who comes and goes very freely, and when he goes I always wonder if we've done something wrong or bored him out of his skull. I usually find out later that it's more that he doesn't want to overuse our hospitality, but I still wish things ended with more closure.
Another insecurity I have with our homeless friends is how uncool I am. I don't know how to talk in ways that will be relevant to someone living in the shelter; and when they come to stay with us, I don't know how to entertain them as guests. I don't know the first thing about street drugs, I don't get drunk, I haven't been in a fight since I was 12, I don't really get UFC, we don't have a tv, and I think video games are a waste of time... The only things I really find interesting are books, nerdy board games, movies and Christianity. BOR-ing!
I really hope kindness and hospitality are enough.