Paul and Jamie Buchman are newlyweds adjusting to life together in Manhattan. When after only 5 months of marriage Jamie complains that their sexual life is not like it used to be, Paul decides to come home earlier from his job so they can spend a nice evening alone. But their scheduled evening goes awry as each assumes the other had cancelled their dinner plans with friends.
To Paul, a couch by any other name is not a couch, especially if it is a divan, a settee, or worse, a love seat. Jamie is determined that their first major purchase be jointly made and when dragged to the department store, Paul manages to hyperventilate. When they hang out together in the store, Mark tells Paul some information that he probably shouldn't ever find about.
Planning their last will and testament together brings up the subject of Paul's old bachelor pad, which he now sublets to Cosmo Kramer (guest star Michael Richards). Jamie wants Paul to get rid of his apartment, but Paul is against that. They get into a fight, which results in Paul deciding about the future of his apartment and Jamie getting rid of her t-shirt from her past (which she later wants back).
The story of how Paul and Jamie met is told, beginning with a chance encounter on a Sunday evening by the newsstand, followed by Paul's hard work to locate Jamie. Jamie breaks up with her boyfriend and is feeling strange. Paul appears in her office bringing her dry cleaning and as time passes, they go on a dinner date.
Jamie's new client is a former TV star, Diane Caldwell (guest star Barbara Feldon) idolized by Paul and Ira in their childhood. They quickly revert back to their old ways and compete for star attention. But, Ira charms Diane before Paul and gets to spend a night with her. But, the next day, everything is about to change when Ira finds out the truth...
Jamie hires an ex-boyfriend, Sherman (guest star Rick Rossovich), to paint the apartment and is a bit annoyed when Paul is not concerned by the prospect of her old flame being alone with her. When Paul comes home from his job, he finds Sherman and Fran together in their bed having sex, because Fran is stressed over her move-out from Mark's apartment. So, Paul talks to Mark about their marriage. Jamie and Paul try to get them back together, but they decide to split up.
Jamie is suffering from sleeplessness because she drank four cups of tea full of coffeine while studying for a test. Restless and board, Jamie urges Paul to spend the night awake with her which leads them to an all-night adventure in the building, from the basement to the rooftop, which ends with a tango together with John Astin, if that's who he really is.
Paul finds Mark working in a local store. After he meets the owners of the shop, Kim & Tammy, Paul finds out that Mark is learning to pray Zen. While Mark is trying to make him join him in prayer, Paul finds out that he lost his wedding ring. Worried about what will jamie say, Paul rushes to the house to find it.
The real marriage anniversary arrives and Jamie gives Paul a gift - a swiss military knife - and receives a gift from Paul - a machine for making sugar products. Both disappointed with their gifts, they go to a store where it turns out that they have totally different opinions about children. Then, when they have lunch with Paul's sister, they try to entertain Susan's son Nah while she's on the phone. Paul realizes that having kids is nothing different than having a dog, but Jamie has a totally different opinion.
A heatwave and the death of their air conditioner forces Paul and Jamie to find refreshment. They go out on the streets of NY, but find out that there it's even worse. Jaime convinces Paul that they should leave town and have dinner in a restaurant by the sea where they used to eat. But, while borrowing Fran's car, Jamie gets upset to find out that Fran got her old job...
After Jamie's dearest uncle dies, Paul, Jamie and Lisa find themselves together on his funeral. But, when Jamie convinces Paul to make a speech, he insluts her entire family with uncomfrontable notices. However, Paul soon realizes that he is the one who is upset, because Jamie insists that her uncle Van's ashes would be in their house until they find a better place for him.
After talking to Fran, Ira and Mark the Buchamns realize that their friends are in a big fight due to Fran & Ira's recent relationship so Jamie decides to take everybody to dinner to straighten things up between everybody. Lance Brockwell decides to candidate for town major, so Jamie and Fran become the campaign managers. However, Jamie is not happy due to Paul's belief that Giuliani would be a better major. When Jamie asks Paul to make a campaign commercial, it turns out to be so great that everybody gets on Brockwell's side for which Paul is not too happy for.
The next step in the Buchman baby saga is trying to find out if Paul is the reason Jamie is unable to conceive. They rush to the hospital, but everything seems to be trying to stop them. First, they must wait for their neighbors to come to the elevator and then, when their car gets stolen, Paul must do his 'sample' all over again which is also interrupted by a car chase on tv which results to be Buchamns car chased by the NYPD bomb squad.
Jamie undergoes a minor diagnostic procedure and is quite smitten by her doctor so as Fran. Meanwhile, Paul's job is on the risk when the head people from his office find out that he did a commercial for Brockwell, due to crashing his contract rule. When Hollis walks in on Ira and Paul talking, Ira presents himself as Paul's agent and later saves Paul's job at the Explorer Channel.
Jamie tries to plan for a weekend getaway in Pennsylvania Dutch country, but Paul is preoccupied with his current documentary project about a weed to be interested. Meanwhile, Fran and Mark decide to get on the getaway that Jamie planned. Paul gets too stressed with his job and keeps on fighting with Hollis which leads them both to a surprising reaction of their boss.
When Paul and Jamie drop their daughter Mabel off for her first day of college, it quickly becomes clear that they have very different ideas of what their lives after children will look like.
After too many surprise dorm visits, Mabel forces Jamie to sign a contract limiting contact for the next 48 hours, and suddenly Paul finds himself in the parenting hot seat.
Jamie makes the decision to get back into the work force, but time and menopause conspire against her. Meanwhile, Paul is invited to speak to Mabel’s class only after promising to Mabel that no one will know they’re related.
Jamie spins out when one of her meticulously crafted scrapbooks documenting Mabel’s childhood disappears. Meanwhile, Ira shocks everyone (himself included) when he asks Lucia to marry him.
Tonya oversees Jamie’s sessions as she transitions back into the workplace as a therapist. At the gym, Paul is going through a battle of his own as Mark is upset that Paul refuses to be naked around him.
Paul and Jamie pay a visit to the retirement home to visit Paul’s mother, Sylvia, and her new boyfriend, Ralph. Meanwhile, an unexpected visitor walks into Ira’s restaurant.
Paul and Jamie's concerns about mortality and getting their affairs in order are triggered when they attend the funeral of Paul and Ira's Childhood friend.
When Lisa is double-booked on her celebrity pet-sitting obligations, Jamie volunteers Paul to stay at Anderson Cooper's place, allowing him his first bachelor night in years.
Paul and Jamie are forced to make a tough decision about the future of their home when a wealthy buyer expresses interest in their apartment.
Following Sheila's advice, Paul and Jamie head to a marriage boot camp in the Berkshires in hopes of working out their issues.
Paul and Jamie help Mabel deal with the fallout after a school experiment goes awry; Jaime stumbles upon an unconventional way Tonya can help Donovan overcome his sleepless nights.
Paul and Jamie try to plan a surprise birthday party for Mabel while she intends to reveal a big surprise of her own.