Karen doesn't communicate with her parents anymore. It's made worse when she brings home a new boyfriend. Kevin takes an immediate dislike to Louis.

While passing notes during class, Kevin asks Lisa Berlini to go to the dance with him. She says okay, but she decides to go with Brad Gaines after he asks her. While eating lunch with Winnie and Paul, Kevin feels himself falling back in love with Winnie, but she is goes to the dance with Kirk McCray. Kevin tries to make Winnie jealous by dancing with an unidentified girl...

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.

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 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.

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?

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.

Fed up with the low pay at his first regular job, Kevin decides to try for a job at the mall where he can meet girls. He demands a pay rise, not expecting to get it. When he does, he quits anyway.

While Kevin is asked to consider his future, Wayne makes a decision to leave school and join the army. Jack and Norma try to talk Wayne out of it, but he won't listen. Wayne and his friend Wart go together to the army testing station. Jack follows and apologises to Wayne for not being a better father to him.

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.

While Kevin tries to take his relationship with Winnie another step, Wayne's friend Wart returns from Vietnam a changed man. Kevin decides to steal the opposing team's mascot at the homecoming football game, but the childish prank is overshadowed by a realization of how Wart has been affected by the war.

Some people never find true love, but Kevin believes he did. He had what most people search all their lives for, but he blew it. When Winnie comes over for a study session while his parents were away, Kevin wants to relationship to go further. Winnie sees through his plan. She does stay, but they just fall asleep together. The next day, though, he tells his friends a different story. When Winnie finds out, she dumps him.

Winnie starts hanging around the cool kids because she is now dating Kirk McCray.

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

While Kevin and Winnie are concerned about their futures, Jack gets a disappointing evaluation from his employers at NORCOM. Kevin doesn't want to end up in a job like his dad has and Jack is getting pretty tired of it, too.

Kevin wants a story that he and Winnie can tell their kids. So, when he is grounded after receiving a speeding ticket, he sneaks out of the house anyway. Kevin, Winnie and friends are off to see The Rolling Stones, who are rumored to be playing at Joe's place, which is out of town. But when they arrive, Joe says he doesn't know who the Rolling Stones are.

Kevin and his brother try to convince their Dad to buy a color television. Kevin tries to find a present for Winnie after she unexpectedly gives him a present.

Kevin discovers a soft-spot inside Cutlip when he sees him playing Santa Clause at a local mall.

It's Christmas and the Arnolds have a lot to celebrate. Things begin to unravel though, when Kevin thinks Winnie has bought him an expensive present and he wants to do the same in return. And Jack's new business gets into trouble when his partner, Charlie, decides to drop out and return to NORCOM.

Even at Brian's funeral, all Kevin can think about is Winnie. Sex Education begins at school, but the boys want to learn more - so they steal a book.

Kevin and Paul attend Robert F Kennedy Junior High for the first time. Winnie's brother is killed in Vietnam. Kevin and Winnie kiss for the first time.

Kevin learns more about his dad by spending a day at his office.

Kevin tries to get up the courage to call Lisa Berlini. Paul tries to find out if Lisa likes Kevin, by consulting the Junior High grapevine.

Kevin gets a crush on Miss White. She convinces him to play Robert Kennedy is a play she has written.