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Pennywise is probably far more intelligent via fighting style. As IT mostly dives into the opponent's fears to weaken them.
So that Penny can just murder them right off the bat.
Nightmare has been taken to the Upside-Down and fights one flower boi. Both are 9-B and speed is equalised. Both are bloodlusted and the fight takes place in the Upside-Down.
Nightmare: 1
Demogorgo: 2
Inconclusive: 0
The Nightmare fights The Propane. Both are 9-B, speed is equalised, Hank will have his chainsaw and axe and both are Bloodlusted.
Nightmare: 0
Propane: 0
Tie: 0
Uhhh, idk.
Sinverse Myers wears a jumpsuit, which Shirtless Myers stomps anyone that wears a shirt.
However Sinverse Myers will need to take off his jumpsuit and then he'll be equal to Shirtless Myers. But since Sinverse Myers is High 2-A and Shirtless Myers is a solid 2-A, Sinverse Myers...
Alternate Universe Dan is gonna have a hard time from the looks of it. Since GM/W/CO Dan is on a higher tier, but AU Dan can somehow kill Immortal beings.
In fact, since AU dan has literally every power you can think of. I think this is probably Inconclusive.
I vote Inconclusive. In Doctor Who, Weeping Angels can get trapped in a time paradox if they are facing each other. And since SCP-173 is similar it will probably cause the same effect.
So yeah, Inconclusive.
Both are 8-B and speed equalised. The Demogorgon will have its powers and the Doom Slayer will have his weapons. The fight will take place in the Upside-Down.
Demogorgon: 0
Doomslayer: 1
Tie: 0
To celebrate Ray William Johnson's birthday, we put him up against Chuck Norris.
Both are Memetic and speed is equalised
RWJ: 0
Chuck Norris: 99999999999 (Stomp)
Tie: 0
I checked the official wiki for DBD and it has some rather interesting information.
It literally says the Entity is omnipotent and everything in the realm is apart of The Entity's body. Making it omnipresent in its realm. And its also stated that The Entity is unkillable.
So the Entity sounds...