He's an asshole most of the time to most people. The only exceptions are Hoodie, Ann, and (sometimes, but rarely) Toby.
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Creepypasta Headcanons
RandomY'all please stop commenting stuff like "Sorry but this isn't canon" I WROTE THIS BOOK WHEN I WAS IN MIDDLE SCHOOL, THIS IS WHY I SAID THE FOLLOWING INFORMATION: These headcanons are all so bad, I made this a while ago and they've changed a lot so...
8 - Masky (Tim)
He's an asshole most of the time to most people. The only exceptions are Hoodie, Ann, and (sometimes, but rarely) Toby.