When the Little Red-Haired Girl moves into his neighborhood, Charlie Brown becomes infatuated with her, though worries his long-running streak of failures will prevent her from noticing him. After Lucy tells him he should try being more confident, Charlie Brown decides to embark upon a series of new activities in hope of finding one that will get the Little Red-Haired Girl to notice him. His first attempt is to participate in the school’s talent show with a magic act and Snoopy helps as well as Woodstock. However, when Sally’s act goes wrong, Charlie Brown sacrifices his time for her, then rescues his sister from being humiliated, although he humiliates himself in return. Charlie Brown subsequently decides to impress the Little Red-Haired Girl with dance skills, so he signs up for the school dance and gets Snoopy to teach him all his best moves. At the dance, Charlie Brown starts to attract praise for his skills, but then he slips and sets off the sprinkler system, causing the dance to be cut short and all the other students to look down upon him once more.
Later, Charlie Brown is partnered with the Little Red-Haired Girl to write a book report. At first, he is excited to have a chance to be with her, but she is called away for a week to deal with a family illness, leaving Charlie Brown to write the report all by himself. Hoping to impress both the Little Red-Haired Girl and his teacher, Charlie Brown writes his report on the collegiate-level novel War and Peace. At the same time, Charlie Brown finds he is the only student to get a perfect score on a standardized test. His friends and the other students congratulate him, and his popularity begins to climb. When he goes to accept a medal at a school assembly, however, he learns the test papers are accidentally mixed up and the perfect score actually belongs to Peppermint Patty; Charlie Brown declines the medal, losing all his new-found popularity. His book report is later destroyed by a Red Baron model plane, and he admits to the Little Red-Haired Girl he has caused them to both fail the assignment.