September 21, 1999 • 22m
When Mike says: ""Let's not get so dramatic, okay? This is not some cheesy soap opera."" he refers to Heather Locklear's long-time...Read more
September 28, 1999 • 22m
James struggles to write an important speech to keep himself from being fired by Caitlin. Meanwhile, Paul is worried that Caitlin ...Read more
October 5, 1999 • 22m
Caitlin implants secret background checks on all City Hall employees. Mike, Stuart and Carter break into her office to see the fil...Read more
October 12, 1999 • 22m
Mike tricks Nikki into seeing a couples counselor. The mayor takes an eighth grade test after being challenged by junior-high stud...Read more
October 19, 1999 • 22m
Carter is named Activist of the Year. Stuart has a new paperweight that looks like a breast. Mike's continued jealousy of Caitlin ...Read more
November 2, 1999 • 22m
The mayor considers quitting the senatorial race, teaming Mike and Caitlin to stop him. Carter becomes a kept man, and Paul and Ja...Read more
November 9, 1999 • 22m
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...Read more
November 16, 1999 • 22m
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 i...Read more
November 23, 1999 • 22m
A newly rich Paul thinks Caitlin is hitting on him. The mayor wants a senator's endorsement and invites him, along with his staff,...Read more
November 30, 1999 • 22m
Paul has invested in a politically themed restaurant. Mike struggles to run the city while the mayor is out of town. Deidre is sta...Read more
December 7, 1999 • 22m
Mike celebrates his five-year anniversary working for the mayor by taking Caitlin and going on a joyride with the mayor's '66 Must...Read more
December 21, 1999 • 22m
Mike invites Caitlin to his Christmas party as his only guest but his plans at romance are spoiled when she arrives with a date. P...Read more
January 12, 2000 • 22m
The mayor struggles to find a date for a mayor's conference. Mike goes out with Caitlin's sister, making Caitlin jealous. Stuart t...Read more
February 2, 2000 • 22m
Paul's cheap dentist puts braces on James instead of removing his infected tooth, causing problems in James' date with the new mai...Read more
February 9, 2000 • 22m
After eating some of Rags' dog food, Paul develops a rash before he appears on ""The View."" Nikki helps him discover the wonders ...Read more
February 16, 2000 • 22m
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 t...Read more
February 23, 2000 • 22m
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 boyfrie...Read more
March 8, 2000 • 22m
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...Read more
March 22, 2000 • 22m
Mike helps the mayor deal with his feelings when his father unexpectedly dies. James thinks Caitlin has a crush on him. Paul's mag...Read more
April 19, 2000 • 22m
With the President coming to visit City Hall, Mike is upset when Caitlin gets to meet him instead until plans change. The rest of ...Read more
April 26, 2000 • 22m
The mayor prepares for a three-day trip across New York on his new campaign bus. Paul and James grow mustaches when they think tha...Read more
May 3, 2000 • 22m
While Michael and Caitlin fly to San Francisco, Stuart joins Carter for a protest and the mayor tries to have a light bulb changed.
May 10, 2000 • 22m
Caitlin prepares to marry Trevor and elopes to Paris, where Mike follows and reveals that he loves her. James becomes angered with...Read more
May 17, 2000 • 22m
Mike and Caitlin return from Paris as a couple. Caitlin wants more than a physical relationship, so Mike bets her that he can resi...Read more
May 24, 2000 • 22m
Mike discusses his attempts to have sex with Caitlin with his new therapist. Nikki's new boyfriend is too likable. Caitlin isn't i...Read more
May 24, 2000 • 22m
Mike and Caitlin have sex. The staff works damage control but Mike ultimately fires himself to save everybody else. The staff says...Read more