This is actually 1 of 2 trophies that are earned right at the end of the game for getting either the good or bad ending. This will happen while completing Chapter 5, the Oneirist. You’ll get a quest that leads you to a little house in “Foxglove” which will trigger the ending to begin. You’ll want to make a save before completing this so you can go back and get the different ending and trophy if you’d like.
This is considered the “good” ending, and to get it you will be asked multiple questions, each of which you need to answer with as much human emotion as possible. This is probably the easier ending to get as you have more options for emotional answers than no emotion. Any answer that is selfish, greedy, moral or empathetic will count towards this.
Things to keep in mind, your questions might differ slightly from what I got based on what you did in the game and who was killed/spared. Also the questions only start counting once you “return to your body”, everything before that is just part of the story.
I’ll let my choices playout on the video here, as well as list them in the description down below.
Once you’ve answered the final question, the trophy will pop and you’ll see the ending.
Here were my answers to get this trophy:
Q - So, what I want to know is, why? Why’d you leave those people behind?
A - Say the captives would have been scarred forever – their lives were already lost before you arrived.
Q - (On bounties) Matter of fact, seemed like you couldn’t get enough of it. Whole town’s worth of folk you hunted down. Ain’t it ever bother you? Ain’t you ever wonder if you was right to call yourself judge, jury and executioner for them folk?
A - Say you did wonder about it – you don’t think anyone’s fit to judge another’s life.
Q - Imagine that? You made friends. I’d laugh, if I could. Tell us– what do you think of their loyalty to you?
A - Say you were grateful for their loyalty.
Q - (On stealing) So–why’d you do it, partner? Money worth that much to you?
A - Say the money was a means to an end – you needed it to stay alive.
Q - (On killing) I’m dying to know – did you enjoy it? Regret it? What’s in that heart of yours, huh?
A - Say you feel remorse for the lives you took.
Q - (On heroes lives) Now, answer: did you use their lives well? Were their lives worth living?
A - Say you weren’t perfect, but you tried to do what was right.
Essex option:
Q - Why’d you lead me on like that, lettin’ me believe?
A - Say you didn’t know and ask for forgiveness.
Q - Heathen here can kill Essex, or let him go free. Question is – what do you care about? What do you feel?
A - Spare Essex – he doesn’t deserve to die.
Full video guide: