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How many questions are you meant to have after chloes first story?
As I just did it and only got one question, got it right and that was it. Nothing happened after that.
Am I meant to win something? Or are there meant to get more questions?
All confusing.

There are two questions for each NPC...after you finish one quiz you have to close it and then click on the light bulb again to bring up the next question. After you get both questions right the Event Item will automatically be added to your inventory. Hope that helps?

there are only 2 questions for each. Then when you are done with all of the questions you will get another event item. I think that this is a good way to get items. unfortunately it probably wont last long

It's as exactly as Twisty said, two questions per NPC.
Once you're done with each NPC's questions, the item automatically goes into your inventory. :3