Well, the best VN I've ever read in my entirely life, which has quite some heroines is D.C. Da Capo II. You don't really need to read the first one for understanding the Series, I've read Da Capo I after finishing the 2nd one, and I enjoyed the first one even more afterwards than before when I dropped it the first time. It appears as a generic and stereotypical Moege, which it may is. But imho, Da Capo is the game which defined the stereotype, and there was no better Stereotypical Moege I've played so far. I've cried like a Baby in all the Da Capo titles I've read, so you could more consider it a Nakige as well. I'd definitely recommend giving it a try, the translation is easy to read.