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Yah it's hard to pick since they all represent Naruto and Sasuke in some way. Orochimaru didn't exactly stay with the intention of killing Jiraiya since all he desired was to learn every jutsu in the universe and live as long as possible. Obito also never had the intention of killing his once best friend Kakashi and all he desired was World Peace and a world where he and his lover lived happily ever after.
With all of that said, I'm gonna go for Hashirama and Madara since Hashirama has the 'Will of Fire' and Sage Mode and so does Naruto. Madara on the other hand resembles Sasuke alot, I think we can all agree to that. They're appearances are alike, they both have a dark, arrogant personality and both desire to become powerful shinobi. Madara and Hashirama also became best friends and then split.
With all of that said, I'm gonna go for Hashirama and Madara since Hashirama has the 'Will of Fire' and Sage Mode and so does Naruto. Madara on the other hand resembles Sasuke alot, I think we can all agree to that. They're appearances are alike, they both have a dark, arrogant personality and both desire to become powerful shinobi. Madara and Hashirama also became best friends and then split.