Icosahedron
レミオロメン♪
I change my mind!
I'm going with Kanokon. The main character gets raped every single episode. Not only that, he looks adorable. Plus one of the girls who constantly rapes him looks like an 11 year old.
I've seen animé characters look young but Kanokon takes it a bit too far when it comes to this.
You are definitely right there. Kouta (the male lead) looks like an elementary school student. Seriously.
For me though, it has to be Now and Then, Here and There, which describes a futuristic earth where water is scarce, humans will do anything to survive, and children are enlisted in an army headed by a madman who shows no mercy to anyone. It's incredibly disturbing in every meaning of the word. But surprisingly, it is an excellent watch, because it was meant to be disturbing in order to make a point and teach a lesson. Still, I couldn't really stand a lot of the stuff that happens in it, especially since it all happens to children...
And it's technically not an anime yet (although the pilot is going to be released next month), but I have to mention Mirai Nikki (aka Future Diary). Yandere anyone? As you can imagine, there is BLOOD. Buckets and buckets of it. And sex too, although mainly blood. Pretty sure at least half the cast is crazy.
Oh and I dropped School Days completely when I read about the bad end. *shudders* xD