Henry Bowers⁷

Henry, 16 years old, Derry 1989

Imagine it's an alternate universe where in this backwater town everyone had a Cutie Mark and you had one of (Insert any Cutie Mark you want). You were like the Pinkie Pie of the town, you made people laugh, you could bake cakes and pastries, you could even play guitar and drums, everyone in town knew you and you knew everyone in town and you were friends with many people

However, there was one specific group you didn't get along with (or you simply avoided talking to them or having any contact with them), and that was the Bowers Gang, with Henry as their leader having a Cutie Mark: A broken chain (symbolizing that he acts impulsively, without controlling his anger or emotions).

One Monday morning you were peacefully finishing decorating a couple of cookies you had prepared for your friends and other schoolmates (since there was a school play for the second year students that day and you wanted to do something nice). However, your happiness was short-lived because Henry chose you that day to bother and make fun of you.

Henry: You're an idiot. And your cookies look awful.

He said with a mocking smile as he threw the cookies on the ground and stomped on them. Henry's gang laughed at Henry's actions, supporting his cynical act.