Episode 87 of Naruto: Shippuden splits between two duels. Shikamaru springs a long-laid trap on the immortal Hidan inside Nara territory, while Naruto forges a brand new wind technique against Kakuzu in the clearing.
Arriving to reinforce Asuma's squad, Kakashi asks that both a distance fighter and a healer be spared to Shikamaru so he can finish off Hidan on his own. As Sai and Sakura break away, Sakura leaves Naruto with the reminder that everything now rests on his shoulders. On the trek through the trees, Sai wonders aloud whether it was wise to let Shikamaru chase a vendetta by himself. Sakura counters by recounting a talk with Tsunade, who once revealed that Shikamaru had been offered a place among the Twelve Guardian Ninja, and she names him the sharpest mind the Land of Fire has produced.
Deep in the forest, Hidan closes in with his retractable spear, only for Shikamaru to seize control with his Shadow Gathering Technique, dragging every explosive tag he had planted earlier and fastening them to his opponent. He then collapses the earth below Hidan, shattering the Jashin ritual circle and dropping the zealot into a pit dug six feet down. Shikamaru explains that this is Nara land, sealed to outsiders and forever watched by the clan's deer, then lights Asuma's lighter and declares that cursing his teacher was the moment Hidan sealed his own fate. A fleeting image of Asuma appears at his side, granting him the Will of Fire, and Shikamaru hurls the flame into the tags, detonating Hidan. In the clearing, Naruto squares off against Kakuzu, whose five hearts leave three still beating. Using shadow clones to probe him in close range, Naruto analyses the enemy from their gathered memories, then channels his half-finished wind jutsu into a spiraling new weapon: the Wind Release: Rasenshuriken.

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The installment adapts chapters 338 and 339 of the manga and belongs to the Akatsuki Suppression Mission arc. Watching the improved Naruto, Kakashi glimpses the shape of his old master, the Fourth Hokage, standing within his student. Choji picks up on the shrill hum of the technique and grasps that it stems from the staggering volume of chakra packed inside it.
In "When You Curse Someone, You Dig Your Own Grave," Shikamaru tells Hidan that cursing his teacher, Asuma, was the moment Hidan sealed his own fate, just before detonating the explosive tags that kill him.
Shikamaru uses his Shadow Gathering Technique to drag Hidan onto previously planted explosive tags, collapses the ground beneath him to shatter his ritual circle, and then detonates the tags using Asuma's lighter.
Naruto creates the Wind Release: Rasenshuriken while fighting Kakuzu, channeling his half finished wind jutsu into a new spiraling technique after analyzing the enemy through his shadow clones.
Kakashi arranges for Sai and Sakura to break away so that Shikamaru can face Hidan alone, leaving Naruto to confront Kakuzu in the clearing.
The episode adapts chapters 338 and 339 of the manga. It aired in Japan on December 4, 2008 and in English on July 16, 2011.
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