Al has graduated beauty school, and Tony helps him set up his own salon in Brooklyn. Al's behavior to the customers upsets them, and when Tony explains that Al will never make it unless he changes his ways, Al decides to close the shop.

Part of settling into his new home has Tony using Angela's personal bathroom and getting an eyeful when she steps out of the tub. Neither of the two stubborn housemates accept responsibility, and disagree to an extent that Tony's new girlfriend gives him the heave-ho. Mona's advice about role-playing to better understand each other's point of view helps Tony and Angela see that they aren't angry after all.

Single dad Tony Micelli and his street smart young daughter Samantha decide to leave the mean streets of their poor neighbourhood for a chance at a better life in Connecticut. Tony happens upon a job offer as a live-in housekeeper for wealthy business woman Angela Bower and her young son by means of her flirtatious mother Mona. He puts his machismo aside and takes the job for the betterment of his daughter and a new ""family"" is formed.

Mona meets Jason, the man of her dreams, but she's old enough to be his mother! After much hiding the truth comes out and Angela, who previously stated that age had no part in love, is aghast. It's not until Jason's parents tell Angela that Mona isn't good enough for their son that she stands up for her mother and does an about-face of her opinion.

Angela's sorotory sister from college comes around and takes an interest in Tony.

Tony is moonlighting to raise extra money, which Mona believes is to take care of a secret girlfriend in Brooklyn. Soon the truth comes out: Tony is still paying rent on his recently deceased father's apartment, so that he and Sam will have a place to go just in case things don't work out in Connecticut.

Tony fears he can't afford the ski club Samantha wants to join with her friends, but he lets her sign up anyway. When his attempt to economize by cleaning Angela's chimney himself fails, he must go back on his word and tell Samantha she cannot join. Refusing to borrow the money from Angela, Tony soon sells one of his prized possessions to be able to pay for Samantha's ski trip.

While everyone prepares for the wedding, Angela and Michael plan for a legal battle for custody of Jonathan. Soon, Angela is ready to give up, but a messy incident at the ceremony proves to Michael and Heather that they are not ready to be parents.

The family go to Mrs. Rossini's apartment for Thanksgiving. Angela is disgusted by the antiquated custom of women waiting on men, hand and foot. She also feels threatened by one of the guests, an attractive young girl who used to know Tony and is interested in him romantically. Meanwhile, Mona appears in the Macy's Thanksgiving Day Parade as one of Santa's elves.

At the market, Tony picks up a woman who believes that he is the owner of Angela's house and Jaguar. Meanwhile, Angela accepts a date with a man who believes that she is Rosie, Angela's flighty secretary. Both advise the other that no good relationship can begin based on a lie, and soon both are forced to confront their deceived dates.

During a company party at Angela's house, Tony throws out one of her vice-presidents for saying unprofessional things about her.

Nick, Tony's father-in-law, visits. He cannot bring himself to tell everyone that he will soon be imprisoned, so he instead claims that he is dying, then milks the sympathy.

Stories of Tony's rebellious youth are rubbing off on Jonathan, particularly when Jonathan brings home a hubcap stolen from a police car. Angela then decrees that from now on, she is to be consulted on all decisions regarding her son. Not to be completely overruled, Tony decides to handle the situation in his own way.

Angela and Tony want to pair off Angela's cousin Christy and Tony's friend Lyle. The evening together didn't go as planned, but on the following day the both stand in the doorway announcing their wedding. But unfortunately the wedding coincides with an icehockey game. As the game is more important, Christy angrily cancels the wedding.

During a trip to Tony's old neighbourhood to find runaway Samantha, Angela must stand up for Tony who is criticized for being a housekeeper. After proclaiming that fighting is no way to resolve a dispute, Angela ends up in a cat fight with the waitress in Tony's old hangout.

Angela comes home from a rowdy birthday party, just as Tony returns home from a police-sponsored demonstration of the effects of alcohol on the mind. Both are in a woozy state, and they end up kissing.

Angela becomes involved with a gentleman who is quite the sports fanatic. He becomes more interested in hanging out with Tony and talking sports than in spending time with Angela.

After visiting the site in the woods where each remembers from their past, a thunderstorm prevents Tony and Angela from returning to the campsite in time. They end up having to share a room at a cheap hotel. Meanwhile, Mona and the campers tell scary stories and play pranks on the counselor.

The family is thrilled when a recently deceased stranger leaves Mona a sizable chunk of money in his will. Mona soon realizes who the man was, and suddenly doesn't want the money. The man turns out to be a former family friend with whom Mona had an affair many years ago.

Mona's brother has bought a seedy hotel in New York City and used Mona's money for it.

Joe, Mrs. Rossini's husband, has cleared off with a woman from the neighborhood. Now Tony should help out at Mrs. Rossini's fish store until they have found a replacement.

Mona has saved the order for Angela and designs now the new get-up for the magazine 'Mature Woman'. Jonathan runs for treasurer in his school. For the magazine's cover Mona let herself photograph scantily dressed. When Jonathan schoolfellows see this cover, his chances getting elected seem to be gone.

Tony goes to an 'Old Timer'-meeting of the Cards in St. Louis,accompanied by Angela. There Tony meets also his old friend Betty.But to prevent approaching attempts he introduces Angela as his wife. When Tony is 'unfaithful', the 'marital row' follows.

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.

Angela meets, and begins to date, Christopher, a man who appears to be perfect. Everyone who meets him seems to feel as if they've met an angel. Tony, however, cannot seem to meet him, encountering several failed attempts, which begin to ruin his relationship with Kathleen.