Yeah the story seems interesting, I figured out the parents being killed would be one, but I expect the second will be the death of his friend Yahiko. Seems like after Jiraya left them Yahiko bit the dust and Pein/Nagato turned him into one of his bodies. That should be the other event that caused him pain.

That or always loving Konan and then watching Yahiko hit that ass. Think about it, wouldn't you want to go and destroy the world and everything in it if the chick you always wanted loved somenoe else.

Oh and thanks to the guy who neg reps me and calls me names, because rep is really important to me on the internets, ... lol.