Search for Tsunade Arc
Orochimaru approached Tsunade and offered to revive her younger brother and lover if she agreed to heal his hands. Tsunade appeared to agree, but instead of healing Orochimaru's hands, she attempted to destroy them. She then told Orochimaru that she would never accept his offer.
Ten Tails Revival ArcWhen Orochimaru arrived to the battlefield, he saw Tsunade in a deplorable condition with her body ripped appart, and commented that he had never seen her in such a bad shape. He ordered to both Suigetsu and Karin to help Katsuyu heal Tsunade. When Orochimaru saw them arguing instead of healing her, he threatned them with his snakes. After Tsunade gained consciousness, he tells her to be at least grateful to him. She questions his change of heart and told him he changed a bit. After some brief exchange of words, she thanked him for helping her recover.
- When Tsunade was young, she did mention that if she could have anyone to date, it would be a genius like Orochimaru.
- When Tsunade was trapped in the Infinite Tsukuyomi, she dreamt of Orochimaru being in Konoha
Among the Fans
The couple overall isn't popular, but still has fans due to Tsunade's quote about Orochimaru. It's rival pairing is JiraTsun.