Cowboy Bebop: Great characters and writing despite the filler episodes and my gripe with the ending Trigun: surprisingly well done despite its goofyness Monster: I was totally surprised by this one when I first watched it, didn't realize anime with this tone and writing existed. I don't think anything like it has come out since. Took me some time to get used to some of the character animation though Darker than Black: I watched this one when I was a tween and I remember it being pretty good compared to other anime Ergo Proxy: this one is also a bit iffy memory wise but I remember the quality being good Ouron High School Club: this one is a highschool romance about a girl pretending to be a boy and I wouldn't typically consider something like this to have good writing and characters but I rewatched it recently and compared to other anime that try to mimic this kind of story Id say this one does it best

And some more that I can't remember right now