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1 small Prideful boy vs A guy that thinks this vsthread is such a drag.

Very interesting battle but overall I see Shikamaru wining cause he has too many advantages of being a ninja like stealth, tools, explosive tags, intellect,
 
I think Pride has this. Pride has more control over his shadows as well as important survivability in several immortalities (although 1 is worthless here) and pretty good regen.

Pride can create a hundred mouths to swallow Shikamaru up and can cover himself from stealth by expanding his shadow tendrils around his body.
 
Getting rid of Pride's shadows won't be as easy as throwing a bomb at them. If anything the light of the explosion will cast more shadows for Pride to manifest.
 
Hmmm that's now how I remembered in his fight agaisnt the Elric brothers when they used a flash bang. Also this is teen Shikamaru who can use his shadows in his kuni to give him extended range with his jutsu

He also can most likely control prides shadow if his shadow touches his monster looking shadows
 
Depends on if Shikamaru has to defeat the body of "Selim Bradley" or the actual "Pride". If its the former then I think Shika takes this. Shikamaru doesn't need to dissapate Pride's shadows. Pride using his shadows to do anything would literally just make it easier for Shikamaru to trap him with the Shadow Posession Jutsu. Once Shika's shadow touches his, he's trapped. And once he's trapped Shikamaru can do whatever he wants. If it comes to fighting skills and abilities aside from their shadows, then Shikamaru takes it by a long shot. Pride's durability without his shadows is "at least Wall level" too.
 
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