I don't see J-man winning this.
-Most of his attacks will be dodged by gated Lee. Neji, Kiba, Sakura, Tenten can evade some deal of them as well.
-Swamp can be countered by Katsuyu's acid, rotation, baika No jutsu (road to Naruto style), repelling by gates aura, Asakujaku (if Lee can use).
-Entering SM is out of realm, even So if sound gen gets prepared Chouji can flip his wings to blow sound waves (Shikamaru knows this tactic since when Temari saved him from Tayuya)
-Mind transfer to Gamabunta won't be hard as it is a huge target and there are many distractions. Or Chouji can grab his sword and Sakura can do what Tsunade did to Manda.
And many other reasons (too long to write due to many varieties)
This is all at once...?
Well, it could go either way, more in k11 favor as they have Lee, Neji, and Katsuyu, not to mention Choji's large size. Jiraiya could summon the toad mouth trap to end them as I see no way for them to get out of that. Fang over fang would be useless. Air palm is fodder and Choji's strength can't hope to punch through. Shikamaru could come up with a plan to escape like he did with Jirobo's earth dome wall. If they do manage to get out then Jiraiya still has swamp of the underworld and SM. Hinata, Ino, Tenten, Sai, and Sakura are all useless in this fight, so it is basically Lee, Neji, Shino, and Choji versus Jiraiya. Since Jiraiya does not start out in SM then the k11could have a chance to pressure Jiraiya, but that would prove to be useless as Jiraiya has better ninjutsu and reflexes than these guys combined. Lee in gates and Neji are there only hope at beating Jiraiya.
I see Jiraiya winning with med-high difference at most depending on if Jiraiya goes in SM from the beginning and if Lee goes in gates before Jiraiaya unleashes SM.
a whole village couldn't kill one pain (I forget, did konohamaru kill one??) while jiraiya killed a total of three and if he knew their abilities, pain noted he would've won.
K11 gets stomped
a whole village couldn't kill one pain (I forget, did konohamaru kill one??) while jiraiya killed a total of three and if he knew their abilities, pain noted he would've won.
K11 gets stomped
They were restricted to one path each and lets not forget none of them have Gates or shadow possesion ect. Sakura pretty much own Gama which is the only thing helping him to Go SM. Your logic is seriosuly flawed
How does Sakura own Gamabunta? ._. Even if Ino uses mind transfer on Bunta, Jiraiya can summon other toads to deal with him, or sink Bunta in a Dark Swamp.
They were restricted to one path each and lets not forget none of them have Gates or shadow possesion ect. Sakura pretty much own Gama which is the only thing helping him to Go SM. Your logic is seriosuly flawed
More than half of them can't even counter this:
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Point is how is he going to get time to perform it