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As well all know, Atsushi’s haircut is the result of the other kids at the orphanage. They would cut his hair without caring, and any time he tried to cut it himself, they would take the scissors and “cut it for him.”
So it’s only natural that Atsushi would grow to hate getting haircuts from anyone.
It’s not that he doesn’t trust the kind people in his life to try their best, (well, except maybe Dazai) it’s that it reminds him so much of what the other kids would do. And that puts him on edge the entire time.
He sits there, waiting, expecting them to suddenly yank his hair and start cutting at random while laughing and taunting him. And he hates feeling like those he cares about are going to hurt him. So he cuts his hair himself.
Maybe one day he can re-learn that trust, but for now he’s content to do it himself. Even if he’s less than good at it.