Seasons & episodes
S3 · E21Cocoa and Sympathy 1990-05-01 · 24 min
When Paul is voted "brainiest" in Lisa Berlini's latest poll, he goes through a crisis but is helped through it by Mrs. Arnold - who he also develops a crush on.
S3 · E22Daddy's Little Girl 1990-05-08 · 24 min
Kevin isn't sure whose side to take when Karen decides to enroll in a liberal college and Jack is dead-set against it.
S3 · E23Moving 1990-05-16 · 24 min
When Jack begins to complain about dry rot in the house, Kevin begins to think that his father might consider moving. When it is revealed that the Arnolds are staying put and it is the Coopers who are moving out, Kevin buys Winnie a ring as "insurance." Kevin decides to attend Karen's graduation from high school rather than watch Winnie leave.
S4 · E1Growing Up 1990-09-19 · 24 min
The family attends Jack's company picnic. Kevin is not looking forward to seeing Mimi Detweiler, who used to have a crush on him. Wayne's new girlfriend Angela annoys everyone but Wayne. Kevin beans Jack with a baseball at the father-son baseball game. Karen leaves for college.
S4 · E2Ninth Grade Man 1990-09-26 · 24 min
Winnie is nervous about starting a new school, so she gets Kevin to promise to think about her every hour on the hour. Kevin finds this promise harder to keep than he thought when he loses his locker to Tony Barbella, is enrolled in shop class and meets a new girl in French class, Madeline.
S4 · E3The Journey 1990-10-03 · 24 min
News of a 10th-grade girls' slumber party has Kevin and his friends traveling across the city, believing they'll be invited in if they bring beer.
S4 · E4The Cost of Living 1990-10-10 · 24 min
When Kevin learns that Paul gets a weekly allowance of five dollars and that there is money to be made being a caddy, he goes to work for the first time.
S4 · E5It's a Mad, Mad, Madeline World 1990-10-24 · 24 min
Kevin has to cancel a date with Winnie to finish a homework assignment with Madeline, who has already kissed him once. To make matters worse, when he flees Madeline's, he drops a bracelet that Winnie had engraved for him.
S4 · E6Little Debbie 1990-11-07 · 24 min
Paul's sister Debbie needs someone to take her to a cotillion and Kevin is guilted into the task. Meanwhile, Paul, Doug and Randy go to the football game to watch cheerleader Donna Delgado.
S4 · E7The Ties That Bind 1990-11-14 · 24 min
When the family needs money, Jack demands a raise and gets it. But his new position means travelling across the country and it looks like he might miss Thanksgiving.
S4 · E8The Sixth Man 1990-11-28 · 24 min
Kevin is worried that Paul will look foolish when he's drafted to the basketball team, but it appears that Paul is only at his worst when he plays Kevin.
S4 · E9A Very Cutlip Christmas 1990-12-12 · 24 min
Kevin discovers a soft-spot inside Cutlip when he sees him playing Santa Clause at a local mall.
S4 · E10The Candidate 1991-01-09 · 24 min
Kevin enters the race for student-council president, head-to-head with nemesis Becky Slater.
S4 · E11Heartbreak 1991-01-23 · 24 min
Kevin is excited when a joint field trip is organized with Winnie's school. But things do not work out so well when Kevin has a hard time tearing Winnie away from her new friends. Things go from bad to worse when Winnie tells Kevin she has met someone else.
S4 · E12Denial 1991-01-30 · 24 min
News of Kevin's break-up with Winnie has spread quickly throughout Robert F Kennedy Junior High. Kevin is still in denial though and has Paul organise a party at his place so that Kevin can get Winnie alone. In an effort to make Winnie jealous, Kevin turns up with Madeline on his arm. When Kevin finally does get Winnie alone, she tells him she needs him to be her friend, but only her friend.
S4 · E13Who's Aunt Rose? 1991-02-06 · 24 min
Kevin learns the importance of family when Grandpa Arnold returns to town for Aunt Rose's funeral.
S4 · E14Courage 1991-02-13 · 24 min
Kevin has a small crush on Dr. Tucker's dental hygienist, Miss Hasenfuss. She makes him feel like a man, though that all changes when she calls him in for his first cavity filling.
S4 · E15Buster 1991-02-27 · 24 min
Kevin's dog Buster needs to get fixed to stop his incessant barking, but the dog wants to avoid that at all costs.
S4 · E16Road Trip 1991-03-06 · 24 min
Kevin and his father endure a disastrous trip together to buy a suit for Kevin. They get lost and argue over the radio station and Kevin embarrasses Jack at a diner they stop at.
S4 · E17When Worlds Collide 1991-03-20 · 24 min
Kevin's quest to remain cool is shattered when Norma takes a job at his school. He tries to rebel by stealing a hallpass for Tony Barbella, but Norma catches him in the act. When Norma acknowledges him during a fire drill and the other kids laugh, Kevin decides it is time to ask his mother to stop noticing him at school.
S4 · E18Separate Rooms 1991-04-03 · 24 min
When Kevin and Wayne decide it's too cramped for two grown boys in their bedroom, they decide one of them should be allowed to move into Karen's room, now that she's away at college. The trouble is, who is going to be the one to go?
S4 · E19The Yearbook 1991-04-10 · 24 min
Kevin finds himself in the in-crowd when he is invited to write witty captions for the photos in the yearbook. But when it comes to writing one for the fat kid in school, Peter Armbruster, Kevin has a hard time figuring out what is funny and what will hurt Peter.
S4 · E20The Accident 1991-04-24 · 24 min
Kevin sees Winnie for the first time since they broke up. He discovers that she a Roger have split up, too. When Winnie is in a car accident, Kevin rides over to see her at home, but her parents say she doesn't want to see him. Kevin leaves, but returns and climbs up to Winnie's bedroom window. They tell each other, "I love you."
S4 · E21The House That Jack Built 1991-05-01 · 24 min
Jack wants to help Karen out by fixing up the house she is now living in. But father and daughter go head-to-head when he discovers she is living there with a man.