I don't see why it shouldn't, that shit literally blows people up, he would heal yes but it would take him down for a moment everytime and after enough repeats probably knock him out.
Not neccessarily saying Wolverine looses though.
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In marvel pressure points have no been very effective against Wolverine. Not sure about magical ones though.
But killing pressure points had little impact upon Wolverine when he was poisoned and in a weaken state. They also were completely ineffective when he fought echo ect.
As much as I like Wolverine as a character...my fave, always defend him but this fight...he gets killed in a second, might be shorter than that. Kenshiro has punched someone a hundred times per second and they didn't even see what happened after he was done.
Wolverine explodes from the inside out. Ken is at least high meta to low Herald.
By on panel showings no, he did this shit often enough, by marvel bio though he dies by loss of vital organs
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I would give Wolverine the majority against most bricks but Kenshiro is Wolverines Kryptonite. He possess every advantage to make this a stomp in his favor.
He's kind of like animes answer to Val Armorr or Mantis..
Put him against a high level energy manipulator or someone with versatility, and he might have problems, but he should be able to fight outside his weight class as long as he's able to trigger pressure points. (I'm wondering if this means characters Hulk would normally wipe the floor with would do better against Ken than he would, because of the nature of their durability. E.g., Hulks skin tends to be easier to penetrate than, say, Colossus's, even though Colossus can't really hold up against Hulk in a brawl..)
And he is fairly bricky, given he's had a skyscraper fall on top of his head once and just kept on walking, and displayed at least class 100 level strength..
Wolverine is way outclassed in strength, speed, skill, and destructive capability. Wolverine will probably survive but it'll take a while for his exploded body to regenerate.
The skyscraper is a noncanon feat, although he has plenty of durability feats out there. Kenshiro doesn't need pressure points to beat someone, especially Wolverine who is NOT out of his weight class.