Webster

Webster's new best friend Rob, who moved here from Ohio, is significantly taller than he is. When Webster says it would be nice to have a bodyguard, Rob thinks that's the only reason Webster wants to be friends with him. Meanwhile, Katherine gets tired of dealing with the city bureaucracy at work and starts looking for a new job.

Webster has a dream to make a free throw from a NBA basketball court, like his favorite basketball player, Patrick Ewing of the New York Knicks. When George takes Webster and Katherine to New York, Katherine's former sorority sister gets mid-court tickets to the Knicks-Celtics game for Webster and George as well as opera tickets for the two of them. Unfortunately, things do not go as planned.

Webster takes a picture and shows it to Katherine, who then starts to think that a neighbor is having an affair.

Webster has been getting home late and not calling; George decides to ground him, but Katherine, who is now majoring in psychology, comes up with a more novel idea: that Webster act as the parent to her and George to see what it's like from their perspective.

While George prepares for an IRS audit, Webster becomes convinced that he is from Jupiter after reading an article in a tabloid newspaper that Rob shows him.

Webster is upset when his friends tease him about having a babysitter, so he persuades Katherine to let him stay home alone for an hour. When he gloats about this to his friends, two older boys who hear this take the opportunity to rob his house. Meanwhile, Bill hires his nephew Skippy to represent him in a lawsuit over a car accident.

When Katherine's mother dies of a sudden stroke, she becomes withdrawn from the world. She won't go to her classes or go out with friends or family, and she refuses to go to Webster's party even though she promised him that she would.

When Webster throws out a chain letter that promised bad luck if he doesn't send it to 25 people, bad things start to happen. He gets a D in math, Katherine's beaded bracelet breaks, and Papa is hospitalized because of what he says is "bad luck." This makes Webster think the chain letter was right, but Katherine and George must find a way to convince him that it's just a series of coincidences.

Webster learns that you can be rich without having a lot of money after he gets struck with lottery fever.

George is upset that a younger pro football player has been signed to do the morning sports report. Webster suggests that he cover his hockey team's charity game as a human interest story. The station agrees, and George's report goes over so well that he starts to get more children's sports stories, which distresses him.

Rob spends the night with Webster after he and his mother have dinner at his house. The next morning, his Dad comes to pick him up in his two-seat convertible. Webster doesn't see anything wrong until George and Katherine explain to him that Rob's parents are divorced and have been fighting over custody; they believe his father may have tried to kidnap him.

Ever since his sister was diagnosed with leukemia 10 years ago, Jerry has volunteered as a hospital clown for children with leukemia, and he invites the family to join him. George refuses to go because he saw too many dying children during his football career and can no longer handle it, but Katherine and Webster go with him.

Webster visits "Uncle" Jake Tyler, a college classmate of George and Travis. Jake is a country music singer who, after his son died and his wife divorced him, has chosen a new career path: taking care of foster children. When one of their mothers comes back to pick him up, he has trouble letting go.

Since George and Katherine won't let Webster have a BB gun until he proves he's responsible, he sneaks a shooting lesson from a friend and kills a bird.

Katherine frustrated by her inability to surprise George on his birthday, decides to make him suffer for his curiosity.

Webster keeps losing library books, including the one on which he has to write a book report. Meanwhile, Katherine has to give a speech, but she comes down with laryngitis the day before it is due.

Jerry comes by to tell Webster and Papa that a hurricane in the Bahamas has put Katherine and George's lives in jeopardy.