Paul and Jamie enjoy a quiet Sunday with nothing to do except decide what to do. However, they have to decide whether to see a movie, take in a parade or get to the museum before their friends' Sundays' intrude.

On a trip to Connecticut to spend Thanksgiving with Jamie's parents, Paul and Jamie are doing fine, Mark and Fran begin to fight, while Selby and Lisa are just friends. However, on the return journey, everything is different.

Paul's father has his 15 minutes of fame following an incident with Regis Philbin that embarasses Paul. Events progress to a point where Paul is being viewed by the entire city as an over-reactive son.

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 together back, but they decide to get split.

Jamie suspects a surprise party waiting for her at home. However, that's not what has been arranged for her birthday by Paul, who gets separated from her on the subway en route to the surprise.

Jamie and Paul must endure two months of separation when Paul has to shoot a film in Chicago, returning only for the weekends, weather permitting.

Paul invests in a startup venture, bringing out a virtual-reality system with Ira, after a demo but without consulting Jamie, who reacts calmly to his actions, both real and imagined.

A Valentine's Day story that begins with Jamie and Paul at Rockefeller Center rink side and moves back three years to the day they finally moved in together and ended up engaged.

The night before Jamie returns to school she worries that Paul might not support her fully. In the morning before Jamie leaves, Paul realizes that he has forgotten to mail her registration.

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 pray, Paul finds out that he lost his wedding ring. Worried about what will jamie tell him, Paul rushes to the house to find him.

A wave of heat and the death of climate device rushes Paul and Jamie to find a refreshment. They go out on the streets of NY, but find out that there it's even worse. Jaime convinces Paul that they should runaway from the 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...

Arranging an appearance by a former Yankee player for Buchman's Sporting Goods annual midnight sale, Jamie gets her PR juices flowing. But Paul is left feeling uncomfortable, for more reasons than one.

Paul's ideas on how to meet and engage the opposite sex are tested by Jamie in a hypothetical encounter, while Ira has a very real encounter with Jamie's friend.

The saga of Paul's birthdays since meeting Jamie, going back and then forth, recounting the disasters and the strange tale of a bottle of Grandfather Port.

Unable to buy her an anniversary present, with or without everyone else's help, Paul hands Jamie a slip of paper entitling her to a magical night. Things take a decidedly unusual turn after that.