Holidays on Jamaica. And everyone enjoys the life there.Angela, too, dives right into the holiday-action and has a lot of fun. As it's not Tony, with whom she has that fun, he gets jealous.

Charlie, Sam's female friend from Brooklyn, visits while Angela is preparing for a dog food commercial. Charlie talks Sam into ditching school for the day and going to the beach, but Tony catches them before they leave the house. When Tony calls Charlie's mother to tell her, he learns that her mother doesn't care about Charlie and doesn't want her in her life.

Tony and Angela are apartment-sitting for Mrs. Rossini. After meeting two couples Tony used to be friends with, Angela dreams that she and Tony are married, living in Brooklyn, and expecting a baby.

Sam joins a book discussion group when she develops a crush on the instructor, a young college professor, unaware that he is married.

On the spur of the moment, Tony accepts a date with a woman he meets at a bar. Having second thoughts, he cancels the date the next day, only to learn later that the woman is the professor of his new class.

Angela has reached the goal of her dreams when Braden, a V.I.P. in the advertising branch, offers her the merger. Suffering from this is Mona who gets fired by Angela. After some days has passed Angela realizes that she isn't really happy about this merger.

Al has founded a rock band and Sam becomes, as she has some quite good ideas, the group's manager. But she has problems getting gigs because everyone just sees the 'cute girl' in her.

Angela brings the family to a psychiatrist for counseling when she thinks Sam and Jonathan's fighting is getting to be too much. The psychiatrist reassures the family that their family is emotionally healthy. But his evaluation of Tony's busy life prompts him to ask Tony to continue counseling with a group of parents who risk burning out.

Angela joins a health club, where she quickly makes friends with a group of three women. After they meet Tony, Angela tells them they are a couple. Tony learns of Angela's lie, and she explains that, just like in high school, she felt pressured to do it, in order to fit in.

To fill out his semester class schedule, Tony takes an independent study course, expecting it to be an easy A, and that he won't have to do any work. The course puts him in a third-grade class, where the teacher orders him to assist her on the first day. After an initial struggle, he finds he is able to work well with the students, and is soon considering becoming a teacher.

Some bad experiences at school, including being assigned to play the accordion, have Jonathan's self-esteem at rock bottom. Tony helps him overcome his depression by introducing him to an old friend of his, who is now an accordion player. Jonathan soon enjoys playing the accordion, but when Tony encourages him not to restrict himself to one activity, Jonathan misinterprets Tony's intentions as disapproval for the accordion, and bans Tony from his first recital.

To put up Mona after she has been stood up by a man, Tony and Angela decide going to Atlantic City. There Mona first gamble away Angela's diamond necklace and then the car. To win back those things Angela sits down at the poker table.

Due to good scholastic work Sam is admitted to a special program which allows her to skip her last year in High School and go directly to college. But she fears that Tony then is left back alone.

When the neighbor Fred picks up Tony to go playing tennis, he makes up to Angela and Tony gets angry. During the tennis match Fred suffers a heart attack and dies. Now Tony blames himself of Fred's death. When Fred's brother Ed shows up Tony let himself be used because of his feelings of guilt.

Angela buys, due to tax reasons, a house in the neighborhood and Tony helps her shaping it up. A lodger already seems to be found but when Angela returns from a business trip she finds a young actress moving in instead.

Sam and her boyfriend Eric want to attend a concert. But Eric usually spends the evenings with his (widowed) grandfather. So Tony gets an idea: Mona should instead spend the evening with him. But then when it turns out that Eric's grandfather is the man, who Mona let down 40 years ago at the wedding, the general feeling is at zero level.

Angela persuades Tony to train her volleyball team. Doing this Tony takes care more about the other, poorer team members and when the important game is due, Angela quits the team.

Sam and Bonnie take part in a school trip to Fort Lauderdale. And the supervisor is: Tony. Mona and Sam are able to persuade Angela to go with them to look after Tony. In Florida Sam realizes that she's more similar to Tony than she has ever thought.

A client of Angela's, a baseball player, upsets Tony when he demonstrates that he is only in baseball for the money and the fame. Tony wonders whatever happened to pride in the game.

After researching her family tree, Sam discovers that her great-grandfather, assumed to be deceased, is still alive in Italy. He is flown to Connecticut to meet the family. Tony soon discovers that the man is not who they believe he is.

Tony and Angela make friends with another couple at the country club. The couple is about to become engaged, but their relationship with Tony and Angela may pose a problem.

After a fire at Mona's apartment which hospitalizes her, Angela's attempts to find her a new place to live are met with hostility.

Sam has her heart set on attending Tate College, but Tony insists she keep an open mind, so the two take a road trip to visit some schools. Sam eventually gets a letter from Tate requesting an interview, but things don't go as she hoped.

A census taker visits Tony and Angela, just as they are hoping to leave for the movies. Using flashbacks from previous episodes, Mona gives the man a brief run-down of the history of Tony and Angela's relationship.

Tony must move with his studying group from the living room into a motel room. After an evening full of studying the others go home leaving Tony and Kathleen back alone. The both want to spend some more time learning but instead they are getting closer.