Lately he's been really depressed about not having found a significant other for all of these years. I can tell that he's really lonely. I want to help, but I also don't want to hurt his feelings by saying something about his hygeine.
I had thought that with enough time he would work on this like he has all other areas of his life, but he hasn't made much of a stride. Other than that, he has a lot to offer.
So would you say something? If so, how might you approach the issue?