When Adam needs help on what to do on a date with a woman, he decides to hide downstairs and study Charles on his date with Stephanie. When he uses the same techniques on his date, he and Charles end up in hot water.
When a film crew decides to shoot a commercial at his mom's restaurant, Charles tells Jamie that she was chosen as a model. However, when it is realized that it is Sarah that they want, Charles must find a way to not hurt Jamie's feelings.
Charles uses one of Sarah's poem to try and impress a girl. When the girl publishes the poem in a magazine under Charles' name, Sarah's teacher sees it and accuses her of plagiarism.
When Charles gets hit on the head, he develops another personality, Chaz, a leather wearing biker. He picks a girl named Tiffany and goes off and marries her.
When Jamie joins a cult which tells it members to give all their money away and quit school, Charles must try to prove to her that the leader, Abba-Kahn, is a phony.
When the Powell's old babysitter comes to visit, Charles begins to feel unneeded when the children are more attentive toward her. His fears are worsened after he loses a pearl necklace that Mr. Powell entrusted him to hide.
When Mr. Powell has a date with a woman who shares his love of World War II, Charles must deal with several crises at the last minute to make sure everything is in place for the special night.
Charles uses a digital electronic organizer to help plan out his schedule. However, he finds out that it cannot come close to solving all of the Powell's problems.
Charles has to write an essay about growing up. Buddy uses the Powell's house to do a chemistry experiment. Sarah is reluctant to part with her childhood doll. Adam cannot get rid of the hiccups. Jamie has a date with a guy who is a college classmate of Charles and Buddy.
