How do you unlock the “Keep on the mask?” option/result?
I think I may have missed a flag earlier in the story.
The path does require choosing specific answers. In fact, there's only one combination of answers that'll enable the ability to take that route.
Broadly speaking, the choice needed at each prompt is generally the one that is passive, not considerate, and/or reluctant to make figurative waves.
Be forewarned that even within the scope of what's been written so far, the alternate route is not a particularly happy one.