It's a long story, but to keep it simple, us being best friends is one of the most important things to me. There is no one else that I connect better with and have better conversations with. He never asks to borrow money from me. Even if I offered, he would say no. I guess that certainly proves that he's not best friends with me to get money. We always have a great time when we hang out, and I do make sure that we go to places and do things that he can afford. However, things are simply getting worse for him, including him resorting to a job that he had in high school to make ends meet. In the mean time, I am continuing to rake it in, though I admit I'm no millionaire (yet). I don't want our friendship to be ruined in any way, because, like I said, it is so very important to me. I try to avoid hanging out too much with friends that I know he could not mingle with. That's a start at least. How would you guys handle this situation? Is there anything special that should be done here?