Kevin enters uncharted waters when he meets an older girl during his summer vacation.

Kevin wants to get to the mall to see a girl he can't stop thinking about, but the only way he can is by begging his brother to drive.

To make up for being rude and insenstive to Winnie, Kevin makes her a Valentine's card, but it is accidently placed in Becky Slater's locker. When Becky finds the card, she thinks Kevin wants her back - setting the two up for a showdown.

Pressure is brought to bear on Kevin and Winnie's relationship when they are invited to a notorious make-out party.

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.

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.

Kevin learns the importance of family when Grandpa Arnold returns to town for Aunt Rose's funeral.

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.

Kevin's dog Buster needs to get fixed to stop his incessant barking, but the dog wants to avoid that at all costs.

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.

A clip show of highlights from Kevin's years in Junior High. Including clips from "Don't You Know Anything About Women," "The Glee Club," "Just Between You and Me... and Kirk and Paul and Carla and Becky," "Summer Song" among others.

When Ricky Halsenbach turns 16, Kev and friends decide to go cruising for chicks. Kevin gets into trouble with Cindy after she catches him in a lie. Purdle moons Kevin's parents from Ricky's car.

The Pfeiffer and Arnold families have always been friends, but that friendship is threatened when the Pfeiffers come into a lot of money due to a real estate investment that Jack Arnold passed on. When the Arnolds are invited to the Pfeiffers' country club, Jack cannot handle it. Norma saves the day with a toast to the families' continuing friendship

Kevin wants to date Inga and he uses Winnie to help him get a date. Winnie does the same thing to Kevin, getting set up with new guy Matt Stevens. They end up double-dating at the Spring Dance, bringing some tension to the evening. But when Matt and Inga begin to dance together, Winnie and Kevin rediscover their feelings for each other.

While Karen has agreed to marry Michael, she has not agreed to have a traditional ceremony like her mother wants. She also doesn't know how to tell her family that she and Michael are moving to Alaska, where he has found work.