Heh, cute. Stumbled my way into 4/5 hearts on my first try by accident, but been stuck there since. Might come back to this later. I quite like the art style, too!
Wow, that's pretty lucky! Read on if you want a little hint:
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It's actually impossible to get all 5 hearts with Carrie on the very first loop. Your character needs knowledge of a certain thing in order to unlock a particular dialog option on later loops.
