Freddy Krueger whose an vengeful spirit that stalks teenagers for the most part. He'll be taking on an entity calling itself Pennywise. Both are experts at exploit people's fears. It's safe to say we're putting two god like beings against each other. Although I already know whose going to win this fight.
Verdict
Pennywise
There's several major factors to consider here. To some degree, these two monsters can warp reality. However Freddy does that in the dream world. Unless a particular crossover comic version that fused with the Necronomicon. The famous book of the dead from Evil Dead franchise.
Where he gets majority of his powers in the real world. Even going with this version of the character. He possibly could scale to being universal at best. Which isn't bad but really pales in comparison to Pennywise. Who existed before an multiverse going with the book canon version.
This by itself presents many critical advantages Pennywise has. Such as he existed before an multiverse time may not matter. But he did go to a particular universe billions of years ago. This really trumps Freddy hard in the experience category. Considering both are experts at exploiting fear within their victims.
A major factor is both can ready their victim's minds to achieve this. Which bags the question who could exploit this first? Unfortunately Pennywise existing before an multiverse means his mind way too complex. Not to mention with his insanely long life span.
Freddy would need a lot more time to do this. Assuming he could actually attack Pennywise's mind. On two occasions, Freddy's mind gotten attacked before. Such as when Alice who was pregnant at the time used. Her unborn child's dream to surprise attack Freddy.
The following movie, Freddy's Dead his own daughter entered his mind by force. Another huge factor is fear itself. Confirmed in Freddy vs. Jason by Freddy himself. He requires enough fear to harm possibly kill people. However Pennywise already has the perfect counter to this.
For several billions of years, he's been manipulating people. He easily could get an entire town forget about Freddy with ease. This would greatly weakened Freddy in the process. Freddy also loses majority of his powers in the real world. People forget through loop holes, Freddy can enter the real world.
Usually by possessing people or at one point his own bones. It's also unclear how many powers Freddy has in the real world. Regardless which method gotten him there. In vice versa, Pennywise obviously the more insanely powerful being. He exists in a way that's similar to several DC's Gods like Darkseid.
Pennywise uses an avatar in that universe. For a long time, he used to hunt full grown humans. It's unclear when he started directly stalking children. Freddy goes after teens while Pennywise goes for even younger children is kinda mess up!!! Some stuff happened that led to Freddy becoming an monster.
Pennywise always was pure evil from the very beginning. Pennywise is an ancient entity after all. This also would limit how Freddy could win. For Freddy to win, he needs to kill the actual entity. The Losers Club thought they killed Pennywise off for good.
The character in this case another avatar of the entity shown up in another universe. Which means if you kill his avatars, the entity still lives!!! Even giving Freddy that book wouldn't help at all. Pennywise could get around Freddy's immortality to end him for good.
This is through using his dead lights. Which does represent Pennywise's true form. A statement about that form is either among seeing it. Possibly could cause insanity or their minds can't accept it at all. It's a tricky situation to attempt explaining. Essentially your mind can't properly imagine that form.
The rest of your body simply doesn't register this. It's exactly why some people float among seeing that form. Plus that's Pennywise causing em to do so. It's safe to assume Pennywise could exploit the solo dream kill method as well. In A Nightmare on Elm Street 4, Alice says parts of a song.
Which caused every soul within Freddy to fight back. Ultimately leading to his demise in that movie. In comparison, Freddy couldn't properly recreate the Losers Club's final win method. More or so that particular winning method was exclusive to them.
Yes I know what some Freddy fans going to say? "Of course Freddy could recreate that!!!" Yes it could but effectively it wouldn't do much to him at all. Simply because Freddy never met em. He likely couldn't attack Pennywise's mind. Therefore he couldn't properly recreate any of them.
Even if he did know what they look like. Again it had to actually be them for that to win. Now how Alice beaten Freddy the first time could've been done by others. Let's be honest, Pennywise easily cause a stalemate in the dream world. Actual proof being before he discovered water scares Jason.
Virtually nothing he was doing stopping him. If Freddy couldn't stop Jason prior to that. Then what chance does he have against Pennywise? Virtually none that's what Pennywise could easily warp the real world. Which would've easily countered Freddy with that book factor.
Sure Freddy could do some truly ridiculous things. Again, Pennywise is too insanely broken of a character for any of that to matter. Basically Freddy has major flaws Pennywise can easily exploit. In comparison, there really isn't much Freddy could work with.
Freddy would be lucky Pennywise doesn't go right for the kill. Even considering the dream world, Freddy could only delay the inevitable for so long!!! Freddy has no solid kill method to the actual entity. Even if he did, Pennywise too insanely powerful anyway.
Pennywise easily has all the major advantages in this fight. Sure this could be seen as a massive stomp. I still think there's other factors that make this such an amazing Halloween Death Battle episode. I'm still quite happy I voted for this. In all honestly, the actual mind blowing conclusion fitting for the show.
Winner
Pennywise (It)
