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Does it say somewhere that this tool is for a "first date"?

This is actually a great question. Some similar questions I have asked my partners:

* Tell me a secret

* Tell me your most embarrassing moment

* Tell me something bad about you

I remember a girl answering "my mother is crazy" to the first question.

The point of those questions are to deeply open yourself to the other. Share intimate moments. Create complicity. And in OP's tool it will also be about having an emotional roller-coaster (since it mixes happy questions with sad questions). Which as I've heard is the best way to get to someone's heart (debatable).

OP suggested it for a first date in the parent comment, but the author of the questions did not. I'd say it'd be good for a third date or later, otherwise you're very likely to scare off the person or get something sanitized (thus reducing intimacy).

OP just sounds dangerously optimistic and cheerful about probing into each others' psyches. "Love Actualized"? More like air out your dirty laundry and hope the other person's ok with it.

The questions get progressively more intimate. No reason to finish all 36 questions in one go. Certainly some of the earlier questions are appropriate for a first date.

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