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Plus there's a route he appears prominently in besidesDamselthat I find particularly sweet and he only adds to it.
The contrarian is the best. There's a neat interaction that you can see with him regarding throwing the dagger out of the room, but it involves ending spoilers, so I'll spoiler tag it.
When you choose to let the Hero take you into Her heart at the end, the game will specifically take you back to your first encounter with the Princess. In most cases, this will be the normal princess that you find in chapter 1. However, if refusing to go to the cabin as soon as the game starts, the first princess that you encounter will be the Stranger, and so that is where the Hero will take you at the end.
As soon as you return to the cabin in this ending variant, the Contrarian will speak up because he's apparently been in the cabin every since you first left him there. He seems rather happy that you got there the way you did because it essentially involved going against all you were told by both Him and Her. The Hero jokingly asks if he's gonna tell us to yeet the dagger out the window again, but he says no. There'd be no point, since you wouldn't listen last time. Amusingly, this time the game gives you the option to yeet it out the window. You all have a laugh about it and when you meet the Princess, she compliments you on having found a way to go outside the script yet again.
Contrarian was funny but I have to be honest the second place goes to the broken, that voice has a lot of sway and determination when it is set against you.