Naruto: Secret Facts About Jiraiya | ScreenRant
Jiraiya didn't fight for a side, he fought for his friends and what he she might give him a chance when he returned from his fight with Pain. Jiraiya as he's awaiting death is, “A frog in a well does not know the great ocean. In Naruto, when Jiraiya fights Pain, he goes out of the barrier to confirm his So Kishi had some reasons why to "kill" Jiraiya, but in my opinion, he had to real him, he would be so screwed having to fight Pain with only half chakra. It is possible that at that time, Jiraiya has a feeling that the Pain he fought. Jiraiya's battle with Pain starts in Naruto Shippūden Episode # Naruto Shippūden: Ultimate Ninja Storm 2. Pain's Tower Narutopedia.
As Jiraiya has his technique ready to use, Gamaken leaves the battle and enters Sage Mode after summoning Fukasaku and Shima. Jiraiya "kills" three of the Paths. Jiraiya soon finds Pain, who summons two of his other Paths to enter the battle. Jiraiya blinds one of the new Pains with a kick to the face, and Fukasaku suspects that all three Pain's share the same eyes and vision after they countered all their attacks, while Jiraiya realises that each of the bodies has only one specific purpose.
Jiraiya stalls for time while Fukasaku and Shima prepare a powerful genjutsu to defeat the bodies and are successful in doing so. Jiraiya had a flash back to when he first met the Toad Sage, who had told him that he would be a pervert, travel the world, write a book, and would train the destined child who would either save or destroy the world.
Leaving the bodies behind, another Pain attacked Jiraiya from behind and severed his arm off. Being confronted by the full attendance of the six paths of pain, Jiraiya was able to discover that all of Pain's bodies belonged to ninja he once knew, amongst them being his old student, Yahiko, functioning as Pain's Deva Path.
Jiraiya mortally wounded by the Six Paths of Pain. With this information, Jiraiya was able to discover the truth, but his throat was crushed by the Asura Path, before he was stabbed by the other Six Paths of Pain. Pinned down to the ground, Jiraiya was unable to tell Fukasaku of what he had learned.
As Jiraiya laid dying, he remembered a conversation he had had with Minato and Kushina about how they wanted to name their son after the character in his book, thereby making him Naruto's godfather. The Tale of the Gallant Jiraiya has been referenced countless times through the last century through a variety of forms such as video gamesfilms, novels, and manga. Sage Mode is a state which can be entered by blending natural energy with one's chakra, thus creating senjutsu chakra.
His teeth would become sharp, a goatee would appear, and his eyes would become similar to a toad. Jiraiya loved the ladies and going into Sage Mode made his appearance seem like he was more creature than man. Perhaps if it was a cooler looking creature, he might not have minded it so much.
In Attendance, the Six Paths of Pain | Narutopedia | FANDOM powered by Wikia
Masashi Kishimoto was no exception to this rule. His top fav was Naruto naturally but his second favorite character in the series was Jiraiya. The reason why Kishimoto loves Jiraiya so much is because of the relationship he was able to create between him and Naruto. His favorite hobby, as known by anyone who watched Naruto, was spying on girls. While this sounds extremely creepy to us Westerners, peeping on women while they were bathing played strong with the Japanese fan base.
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What took most of the creepiness out of it was his own admittance to it being creepy. One such candidate being the lead character, Naruto. But the truth of the matter is that he never wanted the position to begin with. Jiraiya never perceived his life to a success, but more of a failure. Deep down inside he knew he was a loner and wanderer.Jiraiya Vs Pain Full Fight//Jiraiya's Death
If Jiraiya had become Hokage, several major events in the Naruto storyline would have never taken place. Jiraiya believed his failures and infractions kept him from accepting the title of Hokage, but perhaps it was intuition of his true natural talents that kept him from serving behind a desk. He felt that it made him less attractive to the opposite sex. Sage Mode is an empowered state in Naruto that can be entered by blending natural energy with one's chakra, thus creating senjutsu chakra.
Because of this weakness, his appearance while in sage mode took on several toad-like traits. Not being able to fully enter sage mode had benefits, though, such as having a toad posture and webbed feet, which improved his ability to maneuver.
Orochimaru created a Style Body Replacement Technique that worked like a snake shedding its old skin. Tsunade had the Creation Rebirth technique, which is used for medical purposes as it speeds up the process of new cells forming. She also used it to mask her natural appearance. Jiraiya, however, seemed content being who he was and used none of these techniques to change his appearance.
He longed for a world without violence and believed it was his destiny to help bring peace.