Women do play a significant role in a man's life and how he shapes up. Jiraiya couldnt bear his close friend betray his comrades and also couldnt bring himself to get acquainted with Tsunade. His bond with Tsunade is similar to Naruto's bond with Sakura (coz Tsunade preferred orochimaru to Jiraiya for a date. Jiraiya couldnt save his friend Orochimaru from Darkness. He cursed himself by imposing a self exile to have a watch on him. His regret is evident when he rejected the offer of becoming the HOKAGE. Naruto is shaping up like Jiraiya and resembles his Mentor in many ways. His words "I AM NOT WORTH BEING A HOKAGE, IF I AM NOT ABLE TO SAVE MY FRIEND", is just an example. Look how Sakura is shaping up Naruto.

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                          Inititally as graduated from tha academy as a GENIN Jiraiya was under the then Jounin Hiruzen Sarutobi, who eventually became the sandaime Hokage. Sarutobi had Jiraiya, Tsunade and Orocimaru as students. The first test for them was the bell test, which Jiraiya didnt fare well.

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                          Jiraiya is one of the legendary sannin's who died for the sake of the NINJA world. The person who was overtold a prophecy that He will, in the future have a student who will have the power either to bring order or bring chaos, and he would have to take a critical decision that would eventually influence the prophecy. As overtold he did have, but there were two of them Nagato and Naruto. He made the choice, he wished Naruto would fulfill the prophecy.

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