Kakashi remembers seeing a woman, disguised as a travelling performer, at the gate into Konoha. The woman, Hanare, was actually a spy for the Jōmae Village, and was taken in for interrogation with Ibiki Morino. Fruitless with his results, Ibiki went to find Inoichi Yamanaka to get into her mind and find out all that she found out about Konoha. While Inoichi was digging further to find out about the Jōmae Village, Hanare used her technique against him, to find out all that he knows about Konoha. Since Inoichi found a memory of a young Kakashi, he went to find him. When Kakashi and Hanare stop to look at the clouds after taking a walk, Naruto, Sasuke, and Sakura, who were eavesdropping on the conversation, fell out of a tree, causing Kakashi to fall onto Hanare, making them accidentally kiss.
Soon after, when reporting to the Third Hokage about Hanare's assumed lack of any information on Konoha, the Hokage assigns the ninja team to go rescue Riichi from the Jōmae ninja, in exchange for Hanare. After a Hyūga confirmed it was the other hostage was indeed Riichi, they went ahead with the exchange at the centre of the bridge. When Riichi was on Konoha's side of the bridge, Kakashi blew it up, unwilling to let Hanare go. She hastily changed into her ninja attire and ran off down a river, with Kakashi in pursuit. The two reached a cliff and finally stopped running. Hanare said that if she was going to die there, she wanted to die by Kakashi's hands, and that she already removed all that she had learned about Konoha from her mind. He told her that he would never kill a ninja that had lost their honour, and told her to leave. As Naruto, Sasuke, and Sakura found them, Hanare jumped off the cliff and escaped. She survived and was shown walking where she first met Kakashi many years ago.