Lisa manages to lose Paul and Jamie's dog, Murray, when she takes him out for a walk, and returns with another Collie breed Jamie knows isn't the real Murray since the dog responds to commands, which prompts an all night search by Lisa and Ira in the park, Fran with Paul's listless and un-energetic cameraman, Warren, in her car and a trip by Jamie and Paul to the police station.
Paul takes the night off from work so he and Jamie can spend the night together. Each time they start to be romantic, something interrupts: Murray running across the bed, wrong music, phone calls, and more.
Paul's father Burt has a small heart attack. While he is in the hospital, Paul & Jamie stay with his mother Sylvia. Sylvia manages to make her backhand compliments to Jamie and Paul's sister, while treating Paul still as a young child.
After a hard day at work, the Buchmans go out to eat at Riff's Bar/Restaurant where Paul complains about his meddlesome new producer, Lou Bonaparte, for his latest documentary film about New York City, and Jamie counters with all about her sexist, credit-grabbing boss, who happens to be sitting quite near them.
On Halloween night, Paul forgets to tell Jamie that they're suppose to baby-sit for his 10-year-old nephew, and Jamie is forced to take him out trick or treating when Paul is delayed at work when Lou forces Paul to help do further editing for his latest film.
Paul & Jamie argue over her plan to set Lisa up with a date. He thinks Lisa should meet someone on her own, they way he & Jamie met. Jamie says fate brought she and Paul together. We see Paul & Jamie's first meeting through a flashback.
Jamie suspects Paul is planning to throw her a surprise 30th birthday party for her, but that's not the surprise Paul has planned, but neither is getting separated in the subway before the night can begin which involves Paul taking Jamie to an opera.
Jamie and Paul travel with Ira and Fran for the weekend in Atlantic City where Ira's long-estranged wife, Marianne, who works as the casino hostess, arranges their weekend for them. But Paul is not fond of the memories he has of Marianne who deserted Ira nearly 20 years ago, and who wants Ira to sign divorce papers for her to get married again.
Paul enjoys his work and is upset when Lou wants to cut three minutes out of his latest film. Jamie is looking for a new job and not sure what she really wants to do. Jamie sets Fran up with Lou on a double-date.
Jamie becomes upset when Lisa comes into her own, under a pseudonym, as the "saddest chapter" in her therapist's book, which blames Jamie as the "overbearing" sister for all the problems in her life despite the fact that it's Lisa who is the overbearing and obnoxious type.
Paul and Jamie spend the entire weekend broke and in a limbo state when another man named Paul Buchman dies and the bank mistakenly freezes their bank account. The Buchmans end up attending the funeral of the other Paul Buchman to find out what kind of man he was.
Fran and Ira both tell Jamie and Paul two different versions of their problems when Fran worries that she might be pregnant following her tryst in Atlantic City with Ira (from ep. 'A Pair of Hearts'). Later, they all somehow get involved in painting Fran's apartment when the different versions of their secrets get out of control.
Ira talks Paul into investing in a virtual reality system. Paul tries the system and visits with Christie Brinkley. Jamie is upset, but more about Paul being with Christie. Jamie tries the system and Paul is worried about who she will find.
Paul & Jamie go to a Chinese restaurant with Fran and Ira. Jamie's cookie predicts bad luck follows the guilty. Paul misses a phone call from Yoko Ono, a can almost hits him, etc., and he thinks he has the bad luck from the fortune cookie.
Paul submits a zoo documentary to the Family Network and is waiting to hear if they accept it. As Jamie cleans out closets, she finds a tape which has Paul & Jamie being romantic. They play the video and find it is the zoo documentary.
As Mr Wicker fixes the toilet in their apartment, they find a pack of love letters from a previous tenant from WWII behind the wall. Jamie reads the letters and she sees a parallel between the lives in the letter and her and Paul's life.
Paul & Jamie go out to eat with both sets of parents. Later, each set complains about the other over the last scampi at the restaurant. Paul & Jamie refuse to take sides of the argument. Lisa plays one set of parents against the other.
It's the first day of school and Jamie is reluctant about going, being the "new kid on the block", she's afraid that when she goes to the cafeteria, she will have her fish sticks and since she doesn't know anybody, she will eat alone and is using the excuse that Paul doesn't want her to go. Paul, along with Lisa Ira and Fran, throw a small surprise party that morning for Jamie's first day of school. Jamie is ready to go, and Paul finds an envelope containing her prepayment for tuition and registration that he forgot to mail. Paul finds out from the college, that he ...
Jamie's insomnia prompts an all-night adventure for her and Paul when they get locked outside their apartment, which takes them from the basement of their building in a futile attempt to find their superintendent, Mr. Wicker, to let them back into their flat, which ends when they find themselves on the roof watching a climactic tango with the building's new tenant: John Astin.
In the one-hour season final, on their second wedding anniversary, Paul loses his wedding ring, prompting a frantic search behind Jamie's back to find it. Meanwhile, the newborn baby of a neighborhood couple causes Jamie to begin thinking about having one herself.