He neither had a rough childhood nor has he a broken heart. He has no excuse for doing what he does. He does not excuse what he does. He is proud of it. He delights in tormenting others, having no regard for anyone or anything. He is pure evil.
He actually does have a backstory: he is a dragon elder who moved on from hoarding trinkets and is now hoarding memories of the ones he terrorizes instead. This allows him to travel freely and grow even bigger than the other dragons. He spent centuries training himself to be in complete control of his greed, so that it wouldn't cloud his thoughts and 'ruin his fun'. He commits atrocities, then intentionally disappears for years until he becomes a legend. All he has to do next is rear his head and everyone who has heard the stories about him will be immediately frightened, increasing his size and strength without him having to lift a claw, since what he desires is to see the horrified expressions on other creatures' faces and not treasure.
Not any time soon. It's hard to tell when and what I'll draw, since I just draw whatever comes to mind at the time. I'm on a vacation right now and don't have my equipment, so it'll be a while before I post anything.