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Answer:
This is from Oskar's narration. Through his words, he expresses apprehension and regret towards his mother. Although he is currently frustrated and confused with his mother's actions, he still feels that it is necessary to express how he feels.
Oskar wants to be optimist like his father was, but he finds life after 09/11 problematic. Here, when his mother asks him whether he is an optimist or pessimist, he replies with a definitive statement of the latter. His worldview has grown jaded because of the deep depression he feels over both his father’s death and his own personal failings. As with many children who experience trauma or loss of a close parent at an early age, Oskar has lost some of his childhood innocence, and expects the world of adults to be one of pain. Therefore, he closes himself off against it. Ultimately, this quote is an expression of the pessimism and emotional coldness that Oskar's quest helps him to balance with a more emotional, nuanced worldview.
In many ways, he prioritizes his father's memory over his mother's presence, believing she has abandoned him. And yet he continues to feel the need to protect her, to make sure she does not worry about him. In other words, even when Oskar explicitly states his distrust of his Mom in early chapters, his inner conflict is clear to the reader. This quote is an indication of that inner conflict, that awareness that he is prioritizing death over life, choosing to go "farther" from his living Mom in pursuit of a dead man's mystery. Even if he cannot articulate the complexities of this decision, he has a lingering feeling that something is wrong with it. Finally, the quote contains a bit of dramatic irony for a reader who has completed the book, since we know that he is actually treading a similar path to his Mom's, both in terms of his emotional journey to make peace with his father's death, and in terms of the help she is providing in facilitating his quest.