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…

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….

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…

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.

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…

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…

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…

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…

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…

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.

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…

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…

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…

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…

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…

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…

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…

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…

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…

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…

While Michael and Caitlin fly to San Francisco, Stuart joins Carter for a protest and the mayor tries to have a light bulb changed.

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….

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,…

Mike helps the mayor deal with his feelings when his father unexpectedly dies. James thinks Caitlin has a crush on him. Paul’s magic eight ball proves helpful to the staff.

Mike has a meeting with a tomato stand owner who refuses to move his stand so that the city can build a new performing arts center. He ultimately enlists James…

While a reporter visits City Hall to do a story on Paul, the mayor thinks she’s really there for him. Mike thinks Carter’s boyfriend is hitting on him. The staff…

To quell a protest by senior citizens, Mike plans to get the city’s first woman voter to vote for the mayor. When Mike finds out that Trevor isn’t really British,…

After eating some of Rags’ dog food, Paul develops a rash before he appears on “”The View.”” Nikki helps him discover the wonders of makeup, though. Stuart tries to convince…

Paul’s cheap dentist puts braces on James instead of removing his infected tooth, causing problems in James’ date with the new mail girl. The city’s raffle to raise money for…

The mayor struggles to find a date for a mayor’s conference. Mike goes out with Caitlin’s sister, making Caitlin jealous. Stuart tries to join Nikki, James and Janelle’s art class…

Mike invites Caitlin to his Christmas party as his only guest but his plans at romance are spoiled when she arrives with a date. Paul finds John McEnroe’s headband in…

Mike celebrates his five-year anniversary working for the mayor by taking Caitlin and going on a joyride with the mayor’s ’66 Mustang. Nikki and Carter accuse each other of being…

Paul has invested in a politically themed restaurant. Mike struggles to run the city while the mayor is out of town. Deidre is stalking Caitlin a la “”Single White Female.””

A newly rich Paul thinks Caitlin is hitting on him. The mayor wants a senator’s endorsement and invites him, along with his staff, to Gracie Mansion for Thanksgiving. The senator…

Mike and Caitlin agree to share the mayor on odd/even days. On Caitlin’s day, Mike “”borrows”” the mayor to visit a kid who fell in a well. Unfortunately, they’re 20…

Claudia’s mother kicks Paul out of his house so he moves in with Stuart and Carter. Nikki dates the office’s new young male intern. And Mike courts a wealthy socialite…

The mayor considers quitting the senatorial race, teaming Mike and Caitlin to stop him. Carter becomes a kept man, and Paul and James scheme to play a good practical joke…

Carter is named Activist of the Year. Stuart has a new paperweight that looks like a breast. Mike’s continued jealousy of Caitlin causes him to make remarks to a gay…

Mike tricks Nikki into seeing a couples counselor. The mayor takes an eighth grade test after being challenged by junior-high students. Stuart attempts to join Carter’s gay gym to meet…

Caitlin implants secret background checks on all City Hall employees. Mike, Stuart and Carter break into her office to see the files. Caitlin goes to Nikki and Janelle’s girls’ night…