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Slender. Either Slender kills with hax or Kars kills Slender (With hax or by sneezing on him with that AP gap) and is turned into him before he can U N D E R S T A N D what's going on. Kars can win, he has a few good ways to incap, but he'd probably go for the kill.
 
And something tells me that Kars could very well think that Slenderman could be a Stand.

Not sure about transforming into Slenderman, but any other type of possession wouldn't really be effective, as Kars has a crapton of other souls inside of him.
 
No. Eventually one Kars will U N D E R S T A N D the death wisper and/or Type 6 and just be immune to it or something.
 
Stomp. Slender literally can't win. But the fact that he can kill a few Kars before he's defeated is impressive for a 9-B.
 
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