Quote Originally Posted by Buffalobiian
Nah, what I think will happen is that he'll have an epic fight with Pain and win. Then, when he's either about to kill him or extract information from him, Madara appears and Jiraiya's dead before you know it. It's both awesome (because he's above Pain) and "F*CK!!" at the same time.
We have no idea how tough Pain is, though, so Jiraiya beating him wouldn't necessarily be that awesome. We have only heard nobody has beaten Pain before. That doesn't need to mean anything but that the man has chosen his opponents wisely in the past. Although never having lost is a weakness in itself.

Thus it would be more worthwhile if Pain slays Jiraiya and then comes after Naruto, because that would definitely put Naruto against a real, proven mofo as I doubt Jiraiya will go down without a fight.

Maybe we would get to see (and hear) again Naruto's wind rasengan that his pitifully envious peers and superiors don't want to see again due to its power.