for me its this
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When Pain destroyed Konoha.
I liked Lee since his fight with Sasuke but his best moment was when he stood up to fight against Gaara while unconcious, it summed up his character.
I'm glad to see there's some other Pain fans on here, and I totally agree about the village busting Shinra Tensei. Pain really was a God at that time. A move of that caliber was unheard of!_@: