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S3 · E22Carter & Stuart & Bennett & Deirdre 1999-04-13 · 22 min

A feuding Carter and Stuart become friends with the other's ex, just for spite.

S3 · E23The Mayor With Two Brains 1999-05-04 · 22 min

It's Nikki and Mike's four-month anniversary. James is still the only person who knows, but he wants to tell. Stuart takes Carter's job for a day, helping the mayor deal with various ethnic groups. James develops a rash from keeping the secret. Mike prepares for a magazine interview, but during the interview, the reporter's focus shifts to Carter. Stuart enlists Stacy's help with the ethnic groups. James spills the beans.

S3 · E24Wall Street 1999-05-11 · 22 min

The staff pesters Nikki for details about her sex life with Mike. James asks Mike to invest his life savings in an Internet company, but when Mike holds off on investing, the stock goes up several points, and Mike must find a way to make the money back. Meanwhile, the mayor has an action figure made of himself but unfortunately, they're all anatomically correct.

S3 · E25Klumageddon (1) 1999-05-18 · 22 min

Mike is tested when Nikki is out sick and the mayor hires his ex, Heidi Klum, to help publicize the new animal rights campaign. Meanwhile, the mayor and Paul try to inject some humor into their press conferences. When Mike accidentally tells Nikki that even though Heidi came onto him, he had feelings for her and still turned her down, she walks out.

S3 · E26Klumageddon (2) 1999-05-25 · 22 min

Mike tries to convince Nikki that nothing is going on between himself and Heidi Klum. The mayor doesn't understand that Janelle wants to break up with him. Janelle gets Mike to do it for her, but Nikki overhears Mike talking to Carter about it and thinks that Mike is going to break up with her. After Rags poops in his shoe, Stuart gives him to Heidi. Nikki breaks up with Mike. The next day, there is tension in the office. Carter tells Nikki the truth. She goes to Mike's apartment where Mike is hung over. As he goes back into his room to put on his pants, Heidi sits up in his bed...

S4 · E1Catcher in the Bronx 1999-09-21 · 22 min

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 role as Amanda Woodward in the soap ""Melrose Place"".

S4 · E2James and the Giant Speech 1999-09-28 · 22 min

James struggles to write an important speech to keep himself from being fired by Caitlin. Meanwhile, Paul is worried that Caitlin wants his office; she ends up moving into Mike's. And Nikki breaks up with Mike.

S4 · E3All the Mayor's Men 1999-10-05 · 22 min

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 out. The mayor is offered a part in a movie filming in New York.

S4 · E4These Shoes Were Made for Cheatin' 1999-10-12 · 22 min

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 women.

S4 · E5Rebel Without a Chair 1999-10-19 · 22 min

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 magazine, which is misinterpreted, outing himself and the mayor. Paul is banned from the bathroom after insulting the new attendant.

S4 · E6The Mayor May Not 1999-11-02 · 22 min

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 on Stuart.

S4 · E7The Great Debate 1999-11-09 · 22 min

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 to donate money when the mayor's campaign runs out.

S4 · E8How to Bury a Millionaire 1999-11-16 · 22 min

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 minutes late and the mayor falls in the now vacant well. Carter puts Rags in doggie day care. Paul appears on Who Wants to Be a Millionaire and wins $1,000,000. Stuart negotiates with firemen.

S4 · E9The Thanksgiving Show 1999-11-23 · 22 min

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 thinks that Mike and Caitlin are a couple so they must share a room. Stuart and Deidre are back together.

S4 · E10The Doorman Always Rings Twice 1999-11-30 · 22 min

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.""

S4 · E11Mustang Mikey 1999-12-07 · 22 min

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 vain when City Hall ID photos are taken. The mayor wants to rekindle his romance with Janelle. Caitlin's busy schedule forces James back to speechwriting; he hires Deidre to be Mike's new secretary.

S4 · E12My Dinner with Caitlin (a.k.a. Christmas 1999) 1999-12-21 · 22 min

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 the City Hall clothing drive box. James finds a second job as a suicide hotline operator. Stuart installs a chin-up bar in the mayor's office, which the mayor promptly injures himself on.

S4 · E13A Tale of Two Sisters 2000-01-12 · 22 min

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 to see nude women. Paul is upset that Carter makes more money than him.

S4 · E14Casino 2000-02-02 · 22 min

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 Big Buddy program is screwed up when Paul skimps on the raffle tickets. Stuart and Carter blackmail Caitlin to decrease their workload.

S4 · E15The Marry Caitlin Moore Show 2000-02-09 · 22 min

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 James that he's gay. Mike hires a hotshot director to film the mayor's Senate commercial, unaware that Trevor is Caitlin's ex-husband. After the commercial turns out to be a flop and Mike fires Trevor, Caitlin accuses him of being jealous. When a talk with Nikki persuades Mike to express his feelings for Caitlin, he sees her and Trevor in a heated embrace.

S4 · E16Suffragette City 2000-02-16 · 22 min

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, he must decide whether to tell Caitlin or not. Carter protests anti-gay discrimination in an apartment building. James and Paul fight over a ""hey guy.""

S4 · E17Mike's Best Friend's Boyfriend 2000-02-23 · 22 min

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 looks for good samaritans for a dinner. Stuart tries to convince James that he's getting fat.

S4 · E18The Pig Whisperer 2000-03-08 · 22 min

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 to compete against the man in a ""pig-off"" to decide whether the stand will stay or move. The mayor befriends a rapper who sampled one of his speeches in a song. Paul and Deirdre have memories of having sex at a concert 20 years before, driving Stuart jealous.

S4 · E19Uneasy Rider 2000-03-22 · 22 min

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.

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