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Arriving late for the Academy entrance exam, Obito Uchiha is stunned to see the huge crowd of young shinobi present. After exchanging glares with Kakashi Hatake, Obito is given his entrance papers by Rin. During the Chūnin Exams, after arriving late for the second round of the exam which was to take place in the Forest of Death, Obito, alongside his team-mates Kakashi and Rin, faces off against Might Guy, Ebisu and Genma Shiranui in a group battle. Wanting to impress Rin, Obito moved to the fore and prepared to attack the group with a Fire Release technique, but the sweet he had been given by the elderly lady whom he had helped with her luggage, had slipped down his throat. Guy used this opportunity to unceremoniously kick Obito — inadvertently saving his life. After receiving medical attention from Rin, the two converse, with Obito indicating his pride in being a member of the Uchiha clan and expressing the wish to become Hokage. Training arduously for the third round of the Chūnin Exams, Obito later faces Guy in the individual matches, but is quickly defeated despite expressing his confidence in winning prior to the start of the match. As Rin cheers Kakashi on when he defeats Guy in a subsequent match, Obito appears jealous and resigned over Rin's lack of reciprocation of his hidden feelings. After becoming a chūnin, Obito is approached by Rin, and intends to confess his feelings for her, only to become too embarrassed and soon overlooked by Kakashi's recent promotion to jōnin. In the present day, as the mask falls away from Tobi's face, Kakashi and Guy are shocked to see that Tobi is in fact their old comrade Obito Uchiha.

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