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Actually, it is more like Nanoha was very lucky as she never have to deal with the crap Kiritsugu or Shirou has before they gain the Hearts of Steel. Or it is more like Nanoha's story is played out as how it should be in anime, more idealistic while the Emiyas get the short end of the stick.
Shirou is much more idealistic as compared to Nanoha if you ask me and that is why he broke when he realised that you can never save all and have to sacrifice the minority to save the majority. He only felt betrayed by his ideals when he became the counter-guardian and doing mass cleaning up.
In the case of dynamics, the one with Kiritsugu and Nanoha would be much more fun. As a suggestion maybe you can try out Fate/Extra's version of Grail War. Though a fair duel, the outcome is fatalistic and there would only be one left standing. Imagine the fun and giggles that can come about when Nanoha and friends unwittingly sign up for the war, only to realize that there is no easy way out with non-lethal magic and will kill each other when they duel.
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