Michael invites Jim and Pam and Andy and Angela to a couples-only dinner party, where they witness Michael and Jan's extremely dysfunctional home life. Dwight finds a way to invite himself, too.
Kevin and Andy team up to reclaim the stolen Dunder Mifflin parking spaces, which forces them into a showdown with the other four bosses of the office park. Meanwhile, Michael becomes fascinated by a woman modeling chairs in a catalog.
Michael and Dwight go to New York to party with Ryan, who is having lots of personal and professional problems. The rest of the office employees work late, and wind up getting locked in the business park.
Michael tries to figure out how to respond to Stanley's insubordination during a meeting, and Dwight buys Andy's vehicle and immediately flips it for more money.
Dunder Mifflin participates in a high school job fair, but few students are interested. Jim, Andy, and Kevin play a round of golf with a prospective client. Back at the office, everyone but Dwight and Angela leave for the day.
Michael throws an extravagant going-away party for Toby, and falls in love with the woman who is replacing him. Jim plans to propose to Pam at the party, but gets out-staged. Back at corporate, Ryan is arrested for fraud.
Michael tries to motivate the Scranton branch to lose weight as part of an interoffice competition. Jim is lost after Pam leaves for art school in New York, and Angela continues to see Dwight even though she is now engaged to Andy.
A confession at an H.R. business ethics seminar leads to a dispute between Michael and Holly over whether Meredith should be fired. Dwight tries to prove to Jim how long he can go without taking a personal break.
After planning an office baby shower for Jan, Michael is upset when he finds out that she had the baby without him--even though he's already been told that he's not the baby's father.
Michael and Holly have sex for the first time, and Michael holds a fundraiser for the office after it is burglarized. Dwight confides in Phyllis after Andy and Angela set a wedding date, and Jim runs into Pam's ex-fiancé, Roy.
Holly is transferred back to New Hampshire after corporate discovers that she and Michael are dating. Dwight tries to apply to Cornell to get under Andy's skin. Jim's brothers and Pam decide to play a trick on Jim when they meet for lunch.
Dwight and Jim believe that something is suspicious about their low customer performance ratings. After consulting with Angela, Andy finds the perfect site for their wedding--Dwight's beet farm.
David Wallace sends Michael on a business trip to Winnipeg to help him forget about Holly's transfer to Nashua, and Pam tells Jim that she failed a class and has to stay in New York City.
When Michael discovers that corporate has brought back Toby to replace Holly, he tries to frame him with drugs and to get him fired. Meanwhile, Pam has issues with the disgusting microwave. Finally, Jim surprises Pam by buying his parents' house.
Michael has to spend the office surplus by they end of the day, but he can't decide between a copier or new chairs. Dwight plays a dirty trick on Angela and Andy as they prepare for their wedding on the beet farm.
Phyllis blackmails Angela into doing the work for the Christmas party, which Michael turns into an intervention after Meredith gets drunk and sets her hair on fire. Meanwhile, Dwight corners the market on a popular Christmas gift.