There's nothing comparable to NANA.
Gogeta, you should try to get laid. You're fixated on something in the series (well, not only in that series...) that is totally not the focus.
hey Chill on it, its not that. Guaranteed.
Its just that nana/school days completely changed my world view of anime
before it was BS like Ah! my goddess and Love Hina. . .but then I saw NANA, where it felt more of "the real world" type of thing, and yes I know i say sex. . .but w/e its just the fact that the characters arent fking gay (which pisses me off many times)
and yes Nana is an amazing series, up there on my top 10 (and yes way above School days)
and now that I think about it. . . musicwise I really cant find much
and tho you say highschool in nana they're all in College (University)
a good romance/drama I can recall is
Bokura ga ita, and
Itazura na kiss (actually
Itazura na kiss goes from highschool up to what. . .like their late 20's ?)