Seasons & episodes
S4 · E20About Last Night 2000-04-19 · 22 min
With the President coming to visit City Hall, Mike is upset when Caitlin gets to meet him instead until plans change. The rest of the staff gathers at the bar, where Caitlin joins them. Nikki and Carter bet on who can pick up more women. Stuart tries to get Caitlin drunk; he succeeds and she leaves a drunken message for Mike. Paul tries to get James to help take his picture with the President.
S4 · E21Don't Get on the Bus 2000-04-26 · 22 min
The mayor prepares for a three-day trip across New York on his new campaign bus. Paul and James grow mustaches when they think that Carter's gets him the best assignments. Nikki becomes a female version of Stuart when she consults him for dating advice. After Mike discovers that Trevor has asked Caitlin to marry him again, he accidentally hits him with the bus. Mike and Caitlin kiss but their session is interrupted when Mike reveals he was deliberately aiming for Trevor.
S4 · E22Airplane! 2000-05-03 · 22 min
While Michael and Caitlin fly to San Francisco, Stuart joins Carter for a protest and the mayor tries to have a light bulb changed.
S4 · E23An American Deputy Mayor in Paris 2000-05-10 · 22 min
Caitlin prepares to marry Trevor and elopes to Paris, where Mike follows and reveals that he loves her. James becomes angered with the mayor when he receives an undeserved war award. Stuart asks Nikki to pose for a ""charity"" swimsuit calendar.
S4 · E24The Commitments 2000-05-17 · 22 min
Mike and Caitlin return from Paris as a couple. Caitlin wants more than a physical relationship, so Mike bets her that he can resist her for a week, while tries to break his willpower. The mayor falls in love with Rags after filming an animal rights commercial with him.
S4 · E25Goodbye (1) 2000-05-24 · 22 min
Mike discusses his attempts to have sex with Caitlin with his new therapist. Nikki's new boyfriend is too likable. Caitlin isn't in the mood when Mike is. A reporter accuses the mayor of being involved in organized crime; Nikki's boyfriend turns out to be a mobster who has been getting the office staff to do favors for him. Mike weighs giving his friends up, but ultimately throws himself on his sword and takes all blame.
S4 · E26Goodbye (2) 2000-05-24 · 22 min
Mike and Caitlin have sex. The staff works damage control but Mike ultimately fires himself to save everybody else. The staff says their goodbyes at the bar. Caitlin promises Mike that she's not going anywhere. Mike says goodbye to the mayor and walks out of City Hall for the last time. Six weeks later, Mike turns up as an environmental lobbyist in DC.
S5 · E1Hello Charlie 2000-10-18 · 22 min
Charlie Crawford is late for his first press conference as the new deputy mayor. He later runs into trouble trying to settle a tollbooth workers strike when their lawyer is an ex-flame of his.
S5 · E2Smile 2000-10-25 · 22 min
Charlie tries to get the mayor to a dentist before an important photo shoot. Caitlin hires a new male assistant only because he's attractive. Carter and Stuart deal with someone who keeps parking a bike in their parking space.
S5 · E3The Spanish Prisoner 2000-11-01 · 22 min
Caitlin causes a misunderstanding when she believes that Charlie is taking a Spanish class to improve relations with the Latin American community. Paul and the mayor struggle to create office water-cooler talk. Stuart becomes jealous of the time Carter has been spending with Caitlin.
S5 · E4The Bone Collectors 2000-11-08 · 22 min
Caitlin auditions for the job of co-host on ""Live with Regis."" Stuart and Paul work together supervising after bones are discovered under the Westside Highway. The mayor has an audio/visual link connected to the office while he is on vacation.
S5 · E5Blind Faith 2000-11-15 · 22 min
Caitlin goes out of her way to prove that she's fun after a blind man won't date her because she's not. Charlie accidentally talks Claudia into becoming a nun; she leaves Paul. The mayor researches religion.
S5 · E6Balloons over Broadway 2000-11-22 · 22 min
Paul convinces his mother that he is dating Caitlin, so she won't be upset that Claudia left him. Charlie tries to prove to Caitlin that his girlfriend isn't dumb. A quickly made balloon for the Thanksgiving parade goes awry in New York.
S5 · E7Lost and Found 2000-11-29 · 22 min
Caitlin and Charlie fight the attention of Caitlin's new friend. Carter, Stuart and Paul compete for a trip to New Orleans with the mayor.
S5 · E8All the Wrong Moves 2000-12-06 · 22 min
An overworked Charlie causes problems after beating the mayor at racquetball. Paul's annual request for a raise is approved by the mayor after his loss of self esteem. Stuart hires an actor to go out with Carter.
S5 · E9The Burgers of Wrath 2000-12-13 · 22 min
Mike has been in Zimbabwe for three weeks, so Paul teaches Caitlin about celibacy. Stuart convinces Angie that he's a biker guy. War on unemployment forces the mayor to work at a burger joint.
S5 · E10Toy Story 2000-12-20 · 22 min
Paul struggles to find the best joke for the mayor's Christmas card. Carter convinces Caitlin to volunteer with him at a retirement community. The mayor's attempt to be more involved in the office process goes awry.
S5 · E11The Perfect Dorm 2001-01-10 · 22 min
In an attempt to get over Claudia, Paul decides to move into a college dorm. Caitlin tries dating, after ending her relationship with Mike--but doesn't have much luck. The Mayor builds an access ramp after he gets caught parking in a handicapped parking space.
S5 · E12Hey Judith 2001-01-17 · 22 min
Caitlin sets the mayor up with her neighbor, Judith, who becomes way too much of an influence on the mayor. Carter helps Stuart prepare for a million dollar shot at a Rangers' game. Paul thinks he's Canadian.
S5 · E13The Gambler 2001-01-24 · 22 min
Paul, Stuart and Carter rope reformed gambler Charlie into their poker night, and are responsible for his subsequent gambling bender. Caitlin tries to teach the mayor to be more self-sufficient.
S5 · E14In the Company of Dudes 2001-02-07 · 22 min
When a supermodel sues the mayor, Charlie hires his old college friend to defend him. Charlie finds himself torn between two friends after Scott hits on Caitlin. Meanwhile, Paul and Stuart compete for the same woman.
S5 · E15The Image Maker 2001-02-14 · 22 min
Carter discovers an old love letter written by Stuart. He decides to set Stuart up with the addressee of the letter, a woman who turns out to be Stuart's ex-wife. The woman quickly manages to set a whipped Stuart into his old rut. Meanwhile, Caitlin hires an image consultant when the mayor's approval ratings go down. The consultant discovers that the mayor has a problem with women, causing Charlie to make himself over. And also, Paul worries that he's unrecognizable.
S5 · E16Trainstopping 2001-02-21 · 22 min
Julia's having a hard time dealing with her kiss with Charlie, so he asks her out. Their first date is a nightmare. Meanwhile, the mayor and his staff take the subway to prove that the mayor is in touch with the people. The train gets stuck in a tunnel, screwing up Charlie's plans for a second date. Meanwhile, Paul tells an exclusive cafe that Carter is Cuba Gooding Jr. to get reservations.
S5 · E17Rain on My Charades 2001-02-28 · 22 min
The mayor's daughter Meg returns and inspires Caitlin to be more spontaneous and free. Paul, Stuart and Carter give Charlie advice about compromising with Julia. This leads to Charlie deciding he's ready to commit, while Julia decides she's not.