In an effort to better himself, Tony heads off to college. The public speaking class is headed up by a strict grammer enthusiast who singles Tony out as an impossible case. Its My Fair Lady as Tony does a complete turnaround, but he alienates himself from his family and friends and must rely on the ""inner Tony"" to figure out who he really wants to be.

Sam wants to queue for cards for the Beastie Boys concert overnight.Tony allows it not without remarking he has done much wilder things in his youth. During the stories told by Tony and Mona, Angela realizes that she has missed a lot. Now she wants to catch up on some 'action'. So she makes up a list what to to: Among these is a meeting with Jake 'The Snake' and a trip to his 'Rock of Inspiration'.

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.

Michael, Angela's ex-husband, returns to announce he is going to be married again soon, and invites everyone to California for the wedding. Jonathan takes an instant liking to Heather, his father's new wife-to-be, and to the California lifestyle. Michael tells Angela that he thinks their son would have a better life in California, and that he wants custody of Jonathan.

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.

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

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 is invited by her grandfather to visit him in Florida. But on her way there, Nick dies. First Sam tries to pay no attention to this but Nick's death, however, left big marks on her.

Angela tries desperately to find a new job but no one of her old friends or partners has one for her.The only job she can find is one of a copy writer.Eventually,Tony and Mona convince her to open her own agency.

While Tony and Samantha live it up at the lavish estate of Tony's new boss, a wealthy older woman, Michael and Angela enjoy their reunion. But the celebration is short-lived, as they are eventually reminded of the professional and personal differences that drove them apart the first time.

Angela gets invited to a dinner at which Frank Sinatra is to perform; Tony, a huge Sinatra fan, is to be her guest. When business affairs leave her unable to go, Mona goes in her place, but doesn't tell Tony that the ticket is nontransferable.

The family visit Jonathan's summer camp when his counselor calls Angela to say he is homesick. While there, Angela and Tony realize they both attended camp in the same area many years earlier. Their individual stories of their first kiss seem to coincide, and they soon suspect they may have met each other a long time ago.

An attractive young government representative becomes Tony's guide to major events and public appearances around America's capital. Angela begins to suspect that the woman's intentions toward Tony are less than pure.

Angela is ready to profess her love for Tony, but her hopes for a romantic anniversary night with him are dashed when he invites her and the whole family to a carnival. A fortune teller tells Tony that he is about to lose the love of his life, but he misses the point. A ride through the Tunnel Of Love changes their relationship.

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.

Jonathan, because he takes life too serious, should do something else than always studying. He decides in favor of gymnastics and Tony should teach him. During a competition he falls due to his overzealousness and breaks his shoulder. And this is something Angela really isn't happy about.

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.

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.

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.

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.

Discouraged that Angela had to pay for an escort for a dinner event, Mona convinces Tony to ask her out on a date. The date hardly seems like a first for them, though, as they discover how much they know about each other. Things get ugly when Angela learns the reason behind the evening, and attacks an obnoxious comedian.

After posing for a calendar, Tony becomes the object of a seductive woman's affections. Angela doesn't want him to date her, but her views change when one of the calendar's other stars takes an interest in her.

The wife of Mona's brother has died. But to go to heaven she must make Mona reconcile with her brother. Tony is picked out as the mediator.

Tony's poker game has run late, and Angela hurries him to clean up the house in time for her friend who will soon be arriving. Just as his last guest (a raucous Brooklynite) is ready to leave, Angela's friend (a quiet, straight-laced woman) arrives, and the two end up as an item.

Samantha gets drunk one night, and when she sees Tony drinking the next day, she calls him a hypocrite because he told her drinking was wrong.

The Bowers get new neighbors: the Harpers. But they are a little bit too snooty and an big argument between Tony/Angela and the Harpers comes up. But Jonathan and Heather, the Harper's daughter, have fallen for each other.

Due to heavy snowfall life in Fairfield is down. To pass the time stories are told. Topic: Who has brought together the two families - Sam, cause she's the reason Tony wanted to move; Tony, cause he wanted to make life better for Sam; Jonathan, cause he needed someone who takes care of him; Angela, who needed someone for the household;or Mona, who has 'found' Tony ?

At a practical program, where students are assigned different jobs, for Sam and Bonnie there are only two left: domestic engineer with Tony or advertising with Angela. Sam decides in favor of the housekeeping job which she regrets soon. The following day Bonnie and Sam switch their jobs but working for Angela isn't any fun, neither.

For the weekend Angela goes to Maine with her friend Geoffrey. Tony now alone at home, the kids are on a school trip to Washington, invites his old flame Tanya. Angela and Geoffrey couldn't manage to go to Maine and return unexpected.

Tony is greatly anticipating his dinner date with a girl in Brooklyn, just as Angela is preparing for a business dinner for two with a client. When Angela's guest cancels at the last minute, Tony reluctantly stays in Connecticut to keep her company, while attempting to keep, but slightly postpone, his date.

Samantha and Mona both break up with their boyfriends on the same night, so they go out to eat at a restaurant to clear their minds, which troubles Tony.

Jonathan's friend gets him worrying that, one day, Tony may no longer be part of his life. Hoping to ensure against Tony leaving, Jonathan arranges for him and Angela to meet on Valentine's Day at a restaurant for a romantic dinner for two. But they think that the ""Mr. Bower"" behind this evening is really Michael, Angela's ex-husband.

Geoffrey keeps his brandnew Porsche at Angela's while he's in Boston. After Angela has gone shopping using the car, she let the car outside. There the tree the neighbor's cutting down hits the car and causes a write-off.

A local news reporter, Bobbi Barnes, wants to do a story on the daily life of Angela. But when a series of innocent mix-ups leads Tony and Angela to wake up in the same bed, Bobbi's camera crew is waiting in the hall to capture the scene. Bobbi thinks she has a juicy story for her show, but Mona has other ideas.

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.

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.

Dr. Ferguson, Marci's Dad, marries and Tony and Angela should be best man and maid of honor. In the course of this both have to face the question whether the want to marry again. At the wedding party they meet Geoffrey.

Tony has graduated from college and his job search is unfulfilling. He gets a letter from an Iowa university who wants him to teach there. The job sounds perfect for him, but he pretends he is not interested, because it's so far from his home. Angela sees through his facade and convinces him to take the job.

Tony and Angela are audited by an IRS agent after Angela's accountant is imprisoned. The auditor suspects that Tony and Angela are more than just employer and employee, and alleges that they may inadvertently be married already.

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.

Tony gets a new car as birthday present. First his pride forbids to accept it but after some encouragement he, however, decides to keep the car. But selling his Van brings up memories of good old times.

Geoffrey invites Angela to a trip into the mountains. There he would like to ask her 'a question, which would change both's life'. But it's not the proposal Angela expected.

Angela is teaching a class on advertising, and Tony is one of her students. For the students' first assignment, they are to make a commercial for a laundry detergent. Tony is overbearingly proud of his ad, but Angela despises it and give him an F.

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.

Mona has been evicted from her apartment and begins looking for a new home. She takes Tony's suggestion to convert the loft above Angela's garage into an apartment. Angela is not happy about the new arrangements.

After Tony and Angela have confessed their love for each other,they both now want to spend an enchanting evening together.But that isn't that simply,especially since no one can know about it.

It's time to paint the Jaguar, and Angela wants the new color to be sandalwood. Tony overrides her decision and has it painted diablo red. When Angela discovers this, she is enraged and forbids him from future decision-making, proclaiming that he is just the maid. He then takes this declaration to the extreme by dressing, speaking, and behaving like a prim and proper butler.

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.

Angela's ex-husband, Michael, visits so that they can sign the final divorce papers. Instead, they find themselves back together again. With Michael back in the house, there's no longer a need for Tony, who is given two weeks' notice by Michael.

Tony's relatives from Italy are coming for a visit and uncle Aldo has a great surprise for Tony: he gives him a 12 hectare piece of the winery. Maurizio, Tony's cousin, has fallen for Angela and wants to marry her.

Angela had planned a special dinner for five, in honor of Tony and Samantha's two-year anniversary in Connecticut, but Tony is the only one who doesn't have other plans. During the meal, Tony falls ill and is rushed to the hospital in need of surgery. After he has been given sedatives, but just before he falls asleep, he says ""I love you"" to Angela.

A distant relative of Tony's comes to town to meet the man she is to marry through an arranged marriage. Upon learning that the intended groom is a male chauvinist, Tony throws him out of the house and forbids him to marry his cousin. But this infuriates her father, who flies from Italy to confront Tony.

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.

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.

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.

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.

Young Samantha has reached a teenage milestone - she has her driver's license! But in upscale Connecticut she feels left out when Bonnie gets a brand new car but Tony buys Samantha a hazard light on wheels! It comes down to pride vs love when it's discovered she's parking blocks away from her school.

To prevent the old school in Brooklyn from being tore down, a benefit concert is organized.There, also 'Tony and the Dreamtones' should be on stage, but due to their continuing disagreements there not, that also caused their breakup years ago. After Tony hears Angela sing, he wants her to join the band on stage for a few songs. But the other's refuse and Tony ultimately quits again.

Tony has been invited to a frat party and Angela accompanies him. But there Angela drinks a little too much of the (with alcohol mixed) bowle and 'entertains' those present. In the end Angela and Tony land up in the campus jail.

Angela has found a model to play the part of a princess in a series of pasta commercials. But the client instead chooses a shy photographer, who didn't even want the job.

A social worker pays a surprise visit to Tony and Angela in order to check up on Billy. Unfortunately, no one seems to know where he is.

Jonathan is looking for a job. A friend of Tony's arranges for Jonathan to work as a ball boy at New York Mets games. A slight mistake during his first game costs him his job -- and the Mets the game.

While Angela is away on business, Mona begins dating one of her biggest clients. She finds him thoroughly uninteresting and promptly dumps him. In an attempt to prevent from withdrawing his account from the agency, Tony accompanies him on a duck hunt. An accidental gunshot only makes things worse.

Tony feels inferior to Angela's success. A letter that addresses him as ""Mr. Angela Bower"" doesn't help his self-esteem. He takes a second job at a bar, but that proves to be a mistake.

Angela gets a generous offer for her house. Tony persuades her to sell and move into a new one because the current house belongs to 'Angela & Michael' and not to 'Angela & Tony'.

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.

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.

Angela books up the whole time with some events and visits. Tony has to fall back on excuses to be together with his friends. But Angela catches on to him.

Mona has caught herself another man. But Cliff also falls for Mrs. Rossini who lives at Angela's for some days. Cliff can't decide on one of the both, so a fight for Cliff arises between the two women.

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.

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

Sam moves out of the house and into a dorm. Tony's frequent visits make him as popular there as she is, and she begins to feel smothered.

Hard times have begun in the advertising industry - and Angela isn't spared either. Tony takes over the financial management because he has economy experiences. He pinches and scrapes wherever he can.When Angela, totally frustrated, goes shopping, she runs into serious troubles with Tony. He without hesitation takes away all her credit cards.

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.

The family fly to Italy to visit Tony's relatives, who have a surprise for him. He is now the owner of a vineyard there.

Sam visits a beauty school run by Angela's friend. While there, she meets Charlie, a friend of hers from the old neighborhood, who is living there. Charlie is unhappy with her life there, and is considering running away.

Tony and Sam compete for a college job as a sportscaster. Sam expects Tony to give it his best shot, but she is afraid that, since she is running against him, he will let her win. Tony's audition video, however, misleads Sam about his intentions.

An older woman from Tony's old neighborhood has fallen ill and wants Tony to be the guardian for her 5-year-old grandson, Billy.

Samantha wants to go to Vermont ski lodge for the weekend, but Tony forbids her. Sam goes anyway. Along the way, she remembers everything her father did, even the embarassing moments!!

Mona's mother visits and gives the subtle impression that she doesn't want Tony and Angela to get married. Mona can't convince them that her mother is manipulating them, trying to turn them against each other.

Sam and hank return from their honeymoon to learn that married couples aren't allowed to stay at the dorm. Tony skeptically agrees to let them stay at the house. Despite a sleepless first night for Tony, he and Hank soon bond. This creates tension between Sam and Hank.

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

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.

Tony and Angela invite Sam to temporarily move back to the house while she is sick. She is skeptical at first, but soon is taking full advantage of their hospitality. Only Jonathan sees that she is milking Tony and Angela for their attention.

Sam and Jesse decide to go steady.

Tony feels guilty when he remembers he got his grandfather in trouble when he was a child, causing him to never take the American citizen swearing in, so Tony does the swearing in for his grandfather.

After a car crash Sam and Pierce come closer. When Tony finds this out after weeks, he - against the other's expectation - takes a fancy to Pierce and confides his money to the stockbroker. But like always he overdoes here, too, and he spends more time with Pierce than Sam does.

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.

Sam has spent the summer working at a ranch in New Mexico. When she calls home and announces that she'd like to move there permanently, Tony and the family fly out to change her mind. Tony is adamant that she return to Connecticut and go to college, but even more so when she meets her new boyfriend.

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.

Forced to confront the fact that Samantha is not a little girl any more, Tony buys her her first brassiere. When it turns out not to be the kind she wanted, Tony enlists Angela's help in buying Samantha new clothes. He is less than thrilled, however, when Samantha comes home looking a bit too grown up. (Note: This episode was originally titled ""Samantha's First Bra"" but was later changed due to censoring problems.)

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.

After a party Sam comes home with a love bite and Tony, beside himself, forbids her seeing Todd again. In the evening Sam sneaks out of the house to meet Todd anyway.

Jonathan has a new girlfriend: Jenny. But Jenny has fallen more for Tony. When Jonathan finds this out he gets really upset.

Again Sam comes home with an expensive T-shirt. This time Tony wants to show her that she can have them cheaper and produces some of them himself. Angela and Sam persuade him selling them at the flea market. Both of them help him, especially Sam hopes she can get rid of her debts which she has made at Jonathan. But it happens what has to happen: Angela and Tony quarrel.

Repeated instances of swelled lips have Tony frantically searching for the cause of his affliction. Angela notes that each occurrence happens just after they mention their wedding, and she begins to worry that the swelling is a sign that he isn't ready for marriage.

Angela hires a shy contractor to put a skylight in the kitchen. He takes an immediate liking to Mona, who agrees to go out with him. When he learns that he is not the only man in Mona's life, he abandons the skylight job. Tony accuses Mona of having no respect for men's feelings.

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, Angela, Mona, Jonathan, Mrs. Rossini, and Hank's parents chase after Sam and Hank. They arrive at the chapel before the service began -- Sam did not want to be married without Tony present. Tony is still adamant against the union, but the ceremony goes forward as planned.

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.

Sam has had a big argument with Bonnie. Tony wants to see them both together again but Sam only agrees if he for his part makes it up with his old foe from high school, Mickey. Therefore Tony invites Mickey who has in the meantime become a Father. But when Tony annoys him too much Mickey strikes a blow.

Discouraged that Angela is spending too much time at home, Tony convinces Mona to bring her to a night club. Angela does loosen up, but more so than Tony had intended. Soon, Angela is having middle-of-the-night parties, skipping work, and becoming a regular at Mona's club.

The death of a friend puts Tony in a mid-life crisis. He has become quite the adventurer, and invites the family on a ski trip. His plan to propose marriage to Angela are thwarted by a series of accidents that consistently plague her. The joy of the proposal is short-lived when Angela turns him down.

Angela, accompanied by Mona, goes to a health resort to get some distance from Tony and his temper. There she meets Tom who, bylook, could be Tony's lost twin brother but his way is completely contrary to Tony's.

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

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.

In Sam Angela's new neighbor Kelly has found a babysitter for her daughter Melissa. When Tony and Kelly are out once again and Sam wants to go to a concert, Angela takes care of the kid. As she did so, Melissatells Angela that her dad called her once, though he, according to Kelly, is dead. On the basis of the circumstances Angela assumes that Kelly could have abducted Melissa from her father.

Mrs. Rossini visits Tony. Accompanying her is her young uncle Al.Al is attending the nearby Beauty College and Tony should take care of him. In the course of this Sam and Al come closer.

Al is having difficulty getting for his own apartment, because the landlords would all rather sell to a young couple than to a single guy. Sam agrees to pose as his wife, but Tony is upset when he discovers the charade, and insists Al stay at Angela's house. The family comes to regret this.

Max proposes to Mona, but she refuses. When Max' ex-wife shows up, Mona feels threatened by her and, however, accepts the proposal.

Tony and Sam spend a weekend together skiing in Vermont. There Tony meets Lisa, his skiing instructor. But Sam isn't happy about her father's fling. Inbetween - at home - Angela and Mona catches a cold.

Sam's friend Scott gets nervous about French finals, so on test day, Sam gives Scott the answers. When Tony finds out, he takes Sam's car privileges. But when Sam has to take chemistry finals, someone gives Sam the answers to the test, but she does not use it. When the teacher sees the answers under Sam's desk, he calls Tony. But will anyone believe anything she says?

Tony's campaign for PTA president is clouded by his opponent's mudslinging. He attempts to justify her accusations by explaining some past misunderstandings (this is done through clips of earlier episodes).

After hearing a colleague from the shoe factory describe his boredom with his life, Mona encourages him to be spontaneous and pursue a new life. He takes her advice a little too far when he leaves his wife and infant in search of Hollywood stardom.

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.

With a trick Jim Petersen snatches away Angela's first customer. Tony and Mona try, with a similar trick, to get him back to Angela.

Tony meets Kathleen's father, who takes him hunting, and later tells him he expects Tony to be the father of his grandchildren. Angela and Mona babysit a child from Tony's old neighborhood.

Tony signs up Samantha for ballet lessons. He is pleased when her instructor tells him she has great potential, but the compliment may not have been sincere.