When he is in this cave and this one other person uses chakra string to make his/hers and Naruto’s heart beat at the same time and she squeezes her heart and naruto feels the pain.(not naruto shuppuden)
It is Kabuto but it isn’t. I remember the episode because I watched it a lot. It is called “Two Heartbeats: Kabuto’s Trap” Sasame comes in to save Naruto because she recognized the Jutsu. Kabuto was actually Kagero and Orochimaru was actually Arashi, the person they were looking for Sasame. It is a filler arc but a good one because there are narusaku moments in it 😛 This arc begins right after the Sasuke retrieval team arc.