Kurama woke up from a week-long nap to find Naruto very excited. Normally neither of them bother with human traditions (Naruto's way too isolated and Kurama just flat-out doesn't care), but this Halloween is clearly the greatest idea humanity has ever had.
A day dedicated to lighthearted scares and ridiculous costumes? Naruto was born for this. And Kurama is more than happy to help him realize his full potential here.
Konoha won't know what hit them.
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-Sasuke-
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Sasuke was absolutely terrified. Naruto's been completely distracted and disappears way too frequently for everyone's mental health. He's been staying awake in class, but clearly hasn't been paying attention to the lectures because he got a bad grade on the last test. And he just has this... evil smirk, like he's about to unleash the apocalypse for the last week.
A few days in, Sasuke has just given in and resigned himself to his (probably painful) fate. So when Naruto sneaks up on him and drags him into a back alley, Sasuke doesn't bother resisting.
He also doesn't bother resisting when Naruto enlists him to help his fox summons (when did he get those? Sasuke has given up questioning) set up the village's doom.
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-Iruka-
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Iruka walks into his class on Halloween...
... and immediately dismisses them and walks back out. He saw Naruto's face, and wants nothing more than to just run and hide on the other side of the continent. Maybe if he bribes Naruto with ramen, he'll be spared from the chaos.
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-Kakashi-
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If there's one thing that Kakashi's learned in the last few years, it's that no ninja can keep up with Uzumaki Naruto.
The moment Naruto shows up in the marketplace in a fox costume, of all things, an explosion of white silly-string that vaguely resembles spiderwebs covers the entire main street. Here's where most ninja try to chase Naruto down, but all of the ANBU know better.
Naruto proceeds to lead them through a gauntlet of countless Halloween-themed pranks, including (but not limited to) a few shops somehow converted into funhouses, a veritable horde of bats (how in the world did he get them to all attack together like that?), and Sasuke (who looked like he wanted to be anywhere but here) dumping fish oil all over everything he could, then leading way too many black cats over to attack everything.
Kakashi did the smart thing and holed up in the emergency evacuation shelters. Iruka appeared to have already staked them out.
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A/N - Happy Halloween, everyone!