Yet I know men like William, and in seeing him I think of them -- they are homeless because the condition suits their way of getting by in life. They are able men -- even some of them physically mighty. They can work they have smarts. Yet if life can be had by begging and living "free" they will do it.
Helping them stay in that near-feral condition is no help to them or us. When we gift them leather jackets, that "gift" enables them to sleep in the streets or woods or under bridges most nights -- better they have clothing that forces them into our city's caring places where we charge them only some acclimation towards being a civilized man for the comfort.
Treat them like the men they are.
William, see a dentist.