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Well, I want to do this legally, so I don't know about that "gray area" bit (plus, even if I was, if I'm donating money why do I have to tell the charity where the money came from?).
I have read that fanart sold for non-profit (such as donations) is legal, yet ALL proceeds must be donated which I can't do because if I did that how would I ever break even for the cost of supplies?
I kinda feel like you guys think I WANT to break the law. I don't, that's why I was hoping to know if others have been in the same situation and how they went about it to ensure everything was okay.