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1. With what question does Riley begin their very first blog post on page one of the novel?

At the suggestion of Doctor Ann, Riley decides to start a blog about gender fluidity and starts off by stating to the reader, "The first thing you're going to want to know about me is: Am I a boy or a girl?" (1).

2. What does Riley mean with the words, "At least I can tell Doctor Ann I tried"? (1)

Riley tries to start a gender fluidity blog at the suggestion of their therapist Doctor Ann, but just after writing the first sentence, Riley's mother Sharon Cavanaugh yells upstairs, saying that Riley needs to come eat breakfast if they still want to arrive early for the first day at their new public high school. So Riley deletes what has been written and remarks that at least they will be able to tell Doctor Ann that they attempted to take her advice.

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