Cory is nervous about a big geography test and wishes Mr. Feeny would get sick for just one day. When Cory's wish comes true and Mr. Feeny goes to the hospital, Cory is racked with guilt.

After watching a class video about hormones in both males and females, Shawn goes on a date with a cute classmate named Hilary. Cory doesn't understand the appeal of dating, but asks Topanga out anyway, in an attempt to keep up with his buddy.

Cory quits the school production of Hamlet after learning he has to wear tights. Minkus replaces him, but is a poor substitute.

For Cory's birthday, Alan gives him a necklace with two silver boxing gloves on it, but Cory belittles his gift, and carelessly loses it.

Cory and Shawn try to sneak an 'R'-rated movie into the house when the family will be out, but their plans are put in jeopardy when Mr. Feeny becomes their babysitter. Eric has failed his driving test, but he still decides to drive.

Shawn is afraid of getting into trouble after a cherry bomb prank gone wrong—he blew up Alan Matthews' supermarket's mailbox, so he runs away from home, and asks Cory if he can stay in his room in secrecy.

Cory and Shawn bet on racehorses for a school project, but they soon learn—the hard way—that there are things in life that are not worth risking.

Cory learns that there is no such thing as "a perfect family" when he is assigned to get in a group with Shawn, Topanga and Minkus and work together as a family.

Cory and Minkus are assigned to the basketball "B-Team" at school, and rarely get to play. However, Cory also gets the feeling that he is on the "B-Team" with his own family.

Topanga develops a crush on Eric, but Cory gets the impression that her affections are directed at him.

While Cory is working on a difficult math problem, he chances upon another conundrum: he accidentally discovers provocative clothing in his mother's bag, and assumes that she is having an affair.

The father/son softball game is coming up, but Cory and Eric do not want to play. Alan finds out how they really feel about the game, and he tells them that the game was canceled, but Cory finds out (from Topanga) that the game, in fact, was played.

Shawn's father loses his job, and Cory vows that Shawn will have a Christmas gift this year.

Cory's dream to be a big-league baseball star is crushed by Mr. Feeny when the class is assigned to envision its 20th reunion and is given a grade of "Incomplete".

When Cory insists that teaching is easy, in comparison to learning, Mr. Feeny agrees to a bet; Cory and Mr. Feeny temporarily switch roles, with Cory teaching social studies for one week, while Feeny is a student.

Alan's mother (Rue McClanahan) arrives, gives Cory a Cal Ripken rookie card, and promises to get it autographed by "the man in the picture".

Cory cheats on an I.Q. test, and is labeled the smartest kid in class. However, the consequences for getting away with it are worse than getting caught; Cory may be transferred into a new school for smart kids.

When Cory finds out that the winner of a Geography Bee will be a batboy at the World Series, he tries to bribe Minkus into relinquishing his spot in the contest.

Cory decides that he wants to change his hairstyle, but it takes a turn for the worse, leading him to join a group of social outcasts.

When Alan lets Cory stay up late to watch a baseball game, a no-hitter, Cory falls asleep in class the next day at school, and fails a test — which Mr. Feeny refuses to let him make up.

Cory learns the value of a dollar when his parents will not buy him an expensive water gun for the neighborhood water gun "fight". He soon strikes up a deal with Mr. Feeny: Cory will paint Mr. Feeny's shutters, and be paid the money needed to buy a new watergun.

Cory Matthews gets detention after school for trying to listen to a Philadelphia Phillies baseball game in class while his teacher—Mr. Feeny—teaches the class the great value that love has in all of their lives, using Romeo and Juliet as a guide.