My attempts to delve into this further quickly ended up as a sizable post of its own, so I won’t spam your comments here.

Now since you’ve finished the Visual Novel, I recommend picking up the Fate/zero at Baka-tsuki if you haven’t already. It may not be written by Nasu, but it certainly does a great job of continuing the Fate/stay night saga, keeping up parallels on existing themes of the story.

What amazes me more than anything though is how watertight the writing is. I don’t want to draw attention away from Takeuchi’s artwork but Nasu’s world-building is in a class of its own. No matter what angle I view it from I end up discovering something new to think about…then read someone else’s take on it and think it over even more…

What F/S N does, even more so than Tsukihime and possibly as much as Kara no Kyoukai, is do a merry dance all over the viewer’s preconceptions regarding morality. Even the times when it sets a point of reference for who and what is ‘good’ or ‘bad’ it shifts perspectives, casts everything in a new light and makes you question some really fundamental concepts. Having characters from different periods of history really highlights how, when you’re talking about thoughts and actions, good and bad is relative.

I could go all tl;dr on this story all over again but one thing that really stuck with me is the way that love and devotion shine through in the darkest places. The whole story is mindblowing (I really want to re-read it now, thanks to you!) but it’s amazing how I was often on the edge of my seat and occasionally shocked and disgusted but ultimately very moved by the emotional side of things. The memes have given it some noteriety but the levels of gore and smut shouldn’t hide the fact that it’s a superb and well-told story. Glad you enjoyed it, anyway – thanks for giving me such a great read too!

Overall I really liked how the Novel played with what a hero is,believes and sacrifices.The biggest strength is how UBW and HF showed us true different realities where Shirou once sacrificied himself for his believes and where he sacrificied his believes for himself.
The Reader himself has to decide which Route he would take and whats wrong or right

The Fate Route in contrast merely serves as an introduction and is in itself nothing more than a simple action story with a boy lending powers of a heroic spirit to defeat evil.