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Every Genin is assigned a squad of cadets to lead on a mission that forces all of them to race to the top of a mountain to achieve a scroll and bring it back. And wouldn't you know it, guess who Naruto ends up leading? It's none other than the Konohamaru corps. While everyone seems to be doing just fine, Naruto has trouble leading his team. However, when Naruto strays off from the main path and a storm causes the mission to be canceled without his knowing, he will have to be a good leader now more than ever if he wants to keep his group alive.
The young students from the ninja academy gather around a post board, excited about the day's events; Konohamaru and his two sidekicks are psyched. However, Uzumaki Naruto is one un-happy ninja, who has just been informed by Tsunade that they will be going on a 'survival' mission with the ninjas-to-be. Almost everyone's there, including Neji, Tenten, Lee, Ino, Chouji, Shino, Kiba, and Hinata.
Finally, after bribing Naruto into believing that helping the students will help him become a better Hokage, the genins are assigned their groups; Naruto's group consisting of Konohamaru, Moegi, and Udon. They discover from Iruka-sensei, that their mission is to safely arrive at Mount Takamuri and will last for two days and one night. They are given maps and are instructed not to stray from the designated route. There will be a scroll awaiting them, and they are to take it before returning to the village.
Everyone, except Naruto's group leaves, as he is 'securing food' for their mission. Neji and Chouji both demonstrate ways to secure a safe mission, which completely astound their young charges. After traveling for quite some time, Konohamaru and co. begin to think that they're completely lost and each of them take turns in attempt to find their way to Mount Takemuri. Sadly, after a few interesting encounters, they find themselves back at square one, again. A brief glimpse of everyone's group is shown, some being humorous, while others helpfully teaching the students the ways of the shinobi. Finally, Naruto's group manages to catch up a bit closer to the others, and Iruka-sensei along with the other chuunins launch a simulated attack.
Naruto, Konohamaru, Moegi, and Udon give all except for Shikamaru a nose bleed, due to their 'technique'. The all-time favorite technique of Jiraiya; the Sexy-Jutsu! After being trapped in the rain, Naruto and co. give up on trying to build their camp and continue their trek on what Naruto dubs a 'short-cut'. Meanwhile, trouble brews elsewhere, and it is decided that the mission will be canceled.