4. Shikamaru Nara

When the Genin of Konoha were assigned the task of leading Academy students, Naruto was appointed as the leader of a team consisting of Konohamaru, Moegi, and Udon. The team leaders were responsible for guiding their members to survive for two days and one night.

They had to follow a predetermined route, which included challenges such as navigating through forests, climbing mountains, crossing rivers, and finally reaching the finish line. Along the way, they would face various obstacles, including instructors disguised as enemies and traps scattered along the path.

Shikamaru, who had already attained the rank of Chunin, was assigned to be an assistant instructor alongside Iruka. Their task was to test the skills of the team leaders and the Academy students. After assessing several teams, it was finally Naruto’s team’s turn to face the Academy instructors.

As the team leader, Naruto commanded his members to use the Seduction Jutsu as part of their strategy. Naruto used Oiroke no Jutsu, while Konohamaru, Moegi, and Udon performed Purin-purin no Jutsu. The combination attack, where they transformed into attractive women, succeeded in defeating Iruka and the other two instructors, sending them flying with nosebleeds.

However, unexpectedly, Shikamaru remained completely unaffected by the team’s Seduction Jutsu combination. He didn’t even experience a nosebleed. Annoyed by the inappropriate antics of Naruto’s team, Shikamaru decided to teach them a lesson by smacking Naruto, Konohamaru, Moegi, and Udon on their heads with a wooden stick. As a result, Naruto’s team was left defeated, each sporting large bumps on their heads.