Naruto will lose if he is not in kyubi mode orichimaru is to skilled in using Snake jutsu and he is not predictable, he can change bodies and he can stretch his nick in to form of snake with blade coming out of his mouth, man is ridiculous is not even a fair match up if naruto is in normal mode, the biological freak do sneak attacks.
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naruto shippuden epidode 113
garra did in the naruto shippuden series but was brought back to life by granny chio
orochimaru dies in episode 138 of naruto shippuden
It's after the ending credits in episode 25 of naruto shippuden.
She resembles Tsunade. And orochimaru was on the same team as she was.