The Pfeiffers and Arnolds go on vacation to the lake together, and Kevin has a summertime romance.
In a collection of clips from past episodes, Kevin recalls significant people, places, and events in his life.
Kevin is graduating from Junior High and that brings changes, finding out that Paul is going off to a private school next year.
Jack and Karen argue after discovering his daughter's roommate is a man.
Kevin tries desperately to talk with Winnie after she is involved in a serious car accident.
Kevin job on the school yearbook committee finds him trying to find a perfect caption, without embarrassing a fat kid.
Kevin and Wayne fight over who will move into Karen's room now that she's in college.
Norma's new job at school causes Kevin embarrassment.
Kevin and his father go on an ill-fated shopping trip together for a new suit for Kevin.
Kevin's dog Buster is in line for a neutering to end his constant barking.
Kevin fears looking like a fool in front of the new dental hygienist when he discovers he has a cavity that needs drilling.
Grandpa Arnold comes to town for a funeral of a relative no one could stand.
Kevin gets Paul to throw a party as a ploy to get back with Winnie.
A joint field trip with Winnie's new school at the museum causes elation for Kevin and fear for Winnie, who's hiding a secret from him.
Kevin runs for student body president against Becky Slater.
Kevin sees a different side of Coach Cutlip after seeing him as a store Santa Claus at the mall.