1. Who is "State O' Maine"?
"State O' Maine" is a bear who arrives -- in a sidecar -- with Freud the summer Win and Mary are working their summer jobs at a hotel. He is very attached to the motorcycle and ultimately attacks someone who takes the motorcycle for a ride without him in it.
2. What do the Berry children insist about the story being told at the beginning of the novel?
The Berry children insist that the story being told at the beginning of the novel be told "correctly." This includes saying things a certain way, in a certain order, and that their mother's point of view be included in the telling of the story, too.
3. Why doesn't Win go to Harvard?
Win doesn't go to Harvard because he cannot afford it -- which is why he takes the summer job at the hotel. Additionally, he then meets Mary, gets married, and travels with the motorcycle and the bear.
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