Greg is cripplingly shy, afraid of spiders, and obsessed with Breakfast at Tiffany's. He's not exactly the most popular kid at his high school. In fact, he pretty much goes out of his way to avoid talking to anybody he doesn't have to. And it doesn't help that he has a severe lisp.

But Greg's English teacher, Miss Hayes, can see that there's something different about him. He's insightful and sensitive beyond his years, and maybe—just maybe—he'll use these strengths to break out of his shell someday. Miss Hayes urges Greg to keep a journal. "This isn't an assignment," she tells him, "just write down your thoughts."

Greg begins to write about everything from his mother's ill-conceived interior decorating ideas to his job at the local butcher's shop. When Greg begins to take an interest in a girl at his school named Alice, he realizes that he will have to face his most paralyzing anxieties if he wants to befriend Alice and help her escape from her violent family life.