When Daphne's ex-fiance comes to visit, she tries to let him down easy by pretending to be married to Niles. However, when Frasier, Martin, and Roz get involved in the charade, the evening spirals out of control.

Roz sets up Frasier with a friend of hers who is a professional golfer. Frasier can't wait to go out with her, until Bulldog steals her away right under his nose.

Frasier and Niles struggle to interpret Frasier's recurring dream, in which Frasier finds himself in bed with Gil Chesterton.

Frasier and Niles are ecstatic when their father becomes good friends with reclusive author T.H. Houghton. T.H. Houghton is a favourite writer of the two boys who has only ever written one book. Until Frasier and Niles discover he has a new manuscript for his new book sitting in his brief case.

Niles is the talk of Seattle after a brief session with the local basketball team's slumping star turns the player's fortunes around. Justifiably proud of himself, Niles is mortified to learn that Reggie believes his good luck is due to Niles' hair.

Just as Niles finally gets up the nerve to express his feelings to Daphne, Frasier convinces him it could be a huge mistake. Niles is furious with Frasier after Daphne picks up a Niles-clone at a singles bar.

The Cranes pack up and visit Lilith and Frederick for Thanksgiving. Lilith and Frasier meet with the dean of a prestigious school, hoping to enroll Frederick. After their initial visit goes poorly, they return time and time again, hoping to ingratiate themselves with the headmaster.

Martin misinterprets Frasier's polite compliment of a painting as genuine sincerity, prompting him to buy it for his son. An ungrateful Frasier finds it difficult to express his feelings. When Martin gives Niles a present, Niles tells his father that he doesn't like it and Martin says he will return the present back, with no hard feelings. Frasier thinks that if he says the same to his father, he won't be upset and will return the painting back, but it doesn't go that way, with an unexpected reaction form Martin.

Frasier and Niles disapprove of Martin’s relationship with his brassy new girlfriend.

Frasier and Niles reminisce about an incident in their prep school days where John, a fellow classmate, was punished for their transgression. Overcome with guilt, Frasier visits John, now in prison, to try to pinpoint the beginning of his life of crime. Frasier learns that John's criminal life started when he was kicked out of the prep school and tries to say the truth, but he fears the man's attitude. Later, Frasier visits John's wife and she hits on him, making Frasier very uncomfortable.

When Frasier becomes fed up with the rules and regulations governing his condominium complex, he decides to run for condo board president.

When the Crane brothers go away for the weekend with two attractive women, Niles discovers he hasn’t quite cut his emotional ties to Maris.

A spontaneous gesture gets the Crane boys a weekend double date with two attractive women. Frasier tries to help Niles overcome the feeling that he's betraying Maris.

Niles hosts a party to break in his new apartment. Unfortunately, his new pet bird, Baby, picks the night of the party to attach itself firmly to Niles' head.

Roz comes to be known as the "Angel of Death" after several people die on her while she's helping out at a retirement home. Meanwhile, Frasier begins to wonder about the effect his talk show has on people.

Frederick is coming to visit and he wants to visit Microsoft. Frasier has been unable to book the visit and so takes Frederick to KACL instead. Frederick meets Bulldog and finds out that the KACL softball team is one man down as Roz injured herself during a game. Frederick suggests that his father play, and not wanting to let Frederick down, Bulldog says Frasier is too good for the team. Frederick insists to his father that he should play, since he's "really good." Frasier doesn't want to let his son down and so agrees. Of course, he knows nothing about baseball, so Martin takes him down to the park for some practice. Can Frasier learn how to play in just a few hours? Not very likely... Meanwhile Niles is jealous of his nephew's crush on Daphne, and how much attention she's paying him.

Roz decides to audition for a radio show when a slot opens up. Frasier unwittingly torpedoes Roz's potential show after an offhand remark to his carnivorous agent Bebe sets her in motion.

Frasier’s attempts to produce a live, 1940s-style radio drama for the station’s fiftieth anniversary produce chaos instead.

Niles attends a benefit hosted by Frasier in the hopes of meeting an eligible woman. Unfortunately, Niles has to contend with Frasier, the self-professed "babe magnet," who manages to catch the eye of every attractive woman. Frasier calls Norm to gloat. Martin breaks up with Sherry over an inconsequential offense.

After Martin's breakup with Sherry, Frasier realizes that his father didn't really want to leave her, so he uses his professional skills to bring them back together.

Sherry's meddling in Daphne's personal life hits a new low when she hands out Daphne's phone number to strangers. Daphne makes Niles' dreams come true when she seeks refuge from Sherry at his home.

Niles seeks counsel from both Martin and Frasier when Maris serves him with divorce papers.

Niles asks Frasier whether he believes Niles and Maris are meant to be together. Frasier, touched that Niles thinks enough of him to ask him such an important question, ponders it for days, trying hard to give the question the thought it requires.

After dining at a "couples" restaurant alone, Frasier realizes the void that single living leaves in his life. He impulsively rushes to the airport to meet a total stranger after she accidentally leaves a message on his answering machine.