Naruto: Season 2, Episode 56

2 - 56: Live or Die: Risk It All to Win It All!

Since Naruto is having little to no success at summoning frogs, Jiraiya figures that if Naruto's to learn how summon Kyubi's chakra, he's going to need to be put into a life-threating situation. After having Naruto do a bunch of tasks, he throws Naruto off a cliff. Naruto's only hope of survival lies within an encounter with the Nine-Tailed Demon Fox himself. But, will Kyubi be willing to help him?