After watching the season 5 premiere I was a little shocked at how adverse and horrifying the effects of first putting on the crown was..... I couldn't help but think of how hard it must have been for Simon to fight with his identity for hundreds of years before finally succumbing to the Ice King.
Adventure Time is actually a pretty deep story, despite the fact that as a kid's cartoon it plays most of the seriousness off with humour. They do a really good job of keeping it appropriate and intense at the same time.
Simon Petrikov (c) Pen Ward