Question: How am I doing as mayor of this city?
Question: What is my most treasured possession?
Answer: A hat.
Question: What kind of music do I like?
Answer: Peppy music.
Question: What am I bad with?
Answer: Fixing machines.
Question: What do I just adore?
Question: What do you think my hobby is?
Answer: Going on walks.
Question: Which of these things did I actually do a long time ago?1
Answer: Captured by ape.
Question: What do I plan to eat for dinner tonight?
Answer: Fried mushrooms.
Credit to @Bing for the following:
Question: What do I do on my days off?
Answer: Practice singing.
Sources: this YouTube video and article
1 I don't know if there is basis for the rest of these questions and whether answers are found in game or not (presumably not), but this one stems from Pauline being the girl captured by Donkey Kong in the original Donkey Kong.