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Well this should be fun, and funny...

While we do know Shaytan's cringe sthick, Slendy's sthick is to either kill the person, or drive them insane into becoming his proxy.

Conditions:
  • Speed is equal
  • Both opponents have their optional equipment; slenderman has Charlie and Kate under his control as proxies while Shaytan has Deana and Po under his control.
Slenderman, Slenderman!: 3 (Yoriichi999, MintyBoi1, me)

Shaytan. SCARY!:

The only part that's scary here is that it's cringe (incon)
 
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Shouldn't Shaytan win through mind and soul manipulation? Oh wait, I thought we were talking about the Islamic version.
They're both supernatural entities with hax. While your joke is funny, Shaytan tends to lead with chain or mind manipulation. Slenderman tends to be physically or mentally tormenting with his victims until they die or become his proxies.

Shaytan's mind manipulation needs closer range to work, but slender boy is smarter too.
 
Slender Boy should win through range and playing the long game.
Yeah, they're roughly equal physically and by hax. Slenderman just has much smarter use of the latter.

There's a chance one of Shaytan's attacks could one-shot or transmute Slendy, but Shaytan is just hasn't been shown to fight in more detail.

I'll count your vote. If anyone is wondering, the mind manipulated or proxies optional equipment is there because I think it's cool to do so. As both main combatants are superior, they'll (optional equipment people) be close to nonfactors.
 
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