Seasons & Episodes
Pilot
Michael Flaherty and his team grapple with a garbage strike and a political gaffe by the Mayor who accidentally insults
The Great Pretender
When Mike is named Sexiest Man in New York by ""Manhattan"" magazine, he has difficulty living up to the notoriety at ho
The Apartment
Michael and the Mayor work around the clock to negotiate an end to the garbage strike, which leaves Stuart in charge of
Pride and Prejudice
Michael allows a TV crew into the office for a profile on himself, and one of his quotes lands him in hot water with Ash
The Rivals
The former Mayor of New York is a constant critic of the current administration, and a plan to appease him has tragic co
A Star is Born
When Mayor Winston's nominee for the Public Schools Chancellor proves an embarrassment to the administration, James urge
Grand Illusion
Carter and Nikki plan a fake wedding to make a point about the mayor's stance on same-sex marriages. Meanwhile, Paul is
The High and the Mighty
Michael needs a favor from famed real estate developer Dan Donaldson, but the price Mike has to pay may not be worth it.
Meet Tommy Dugan
An opinionated school janitor becomes ""Mayor for a Day"" when he wins an essay contest intended for schoolchildren. Mea
The Competition
When the Mayor's office competes against City Council in an annual Thanksgiving contest, the stakes are high, since the
Dog Day Afternoon
Mike tries to appease the disgruntled Police Commissioner by honoring a beloved police dog who has recently died. But th
Criss Cross
Michael substitutes for the Mayor on a political talk show, facing off against Ashley on a hot-button issue. Meanwhile,
Bye Bye Love
The office rallies to lift Mike's spirits after his break-up with Ashley, but he resists their best efforts. That is, un
Starting Over
Michael is uncomfortable with his newly single status when he realizes he's actually on a date with new assistant distri
Gabby's Song
Mike butts heads with a hard-nosed new chief of staff appointee, Gabby Sanchez, who is unmoved by his best efforts to wi
Kiss Me, Stupid
It's Valentine's Day, and Carter's old flame Spence wants to meet with him. Meantime, Mike goes on a date from hell with
An Affair to Remember
For the Mayor's 50th birthday, Paul is determined to get his ""old friend"" George Stephanopoulos to attend the event; a
Snowbound
A major snowstorm hits Manhattan, causing a chain reaction of mishaps at City Hall. Mike desperately tries to meet his l
Striptease
Michael discovers that his new girlfriend, Gayley, is paying for law school by moonlighting as a stripper. Meantime, Cla
Deaf Becomes Her
It's damage control time when the Mayor's inept new sign-language interpreter inadvertently offends the deaf community,
Hot in the City
On the personal front, Mike struggles with his ex-girlfriend, Carrie, who is desperate to bear his child (with or withou
Bone Free
The men in the office find love-or rather, lust-is in the air, causing more than a few problems. And Nikki wonders wheth
The Mayor Who Came to Dinner
The Mayor separates from his wife and moves in with Michael, much to Mike's chagrin. Meanwhile, designer Isaac Mizrahi h
Mayor Over Miami
Despondent over his separation with his wife, the Mayor decides on a whim to take a road trip with Paul, leaving Mike in
Paul Flew Over the Cuckoo's Nest
While acting as the Mayor's divorce lawyer, Michael is attracted to his opponent, Laurie Parres. Meanwhile, the press th
Porn in the U.S.A.
When Mike's new girlfriend, Laurie, bonds with Nikki, Mike must compete with his own staffer for Laurie's attention and
Wonder Woman
Mike finds out that his new girlfriend, Laurie, isn't looking for commitment, which he thinks is great-- at first. Meanw
The Goodbye Girl
Michael tries to dissuade the Mayor from a relationship with Jennifer, a much younger woman. However, as Mike deals with
In the Heat of the Day
While jogging in the park to support the Mayor's fitness initiative, Carter is apprehended by the police, who mistake hi
Radio Daze
The Mayor agrees to a mock election with a popular disc jockey. Meanwhile, the women in the office compete for the affec
The Thirty Year Itch
As Mike's 30th birthday approaches, he is reminded of a promise he made to his high-school sweetheart, Renee Miller, lon
My Life is a Soap Opera
When Mike begins dating Lisa, a writer from the soap opera "All My Children", he starts to see their dating life echoed
Family Affair (1)
Mike's mom, Macy, is visiting for a week and she and the Mayor hit it off better than Mike ever imagined, or feared. Mea
Family Affair (2)
Mike must choose between protecting his mom, Macy, and protecting the Mayor, when he tries to spin the Mayor out of a ne
They Shoot Horses, Don't They?
The Mayor's free-thinking daughter, Meg, with whom he has a somewhat strained relationship, puts the ""bare"" in barebac
Miracle Near 34th Street
Mike struggles to make the children of New York believe again after the Mayor tells them that there is no Santa.
Same Time Next Year
A champagne filled New Year's celebration at the Mayor's mansion gets out of control, resulting in more than a little em
The Paul Lassiter Story
The usually indomitable Mike can't cope at the office because of upsetting news he's unwilling to share--his doctor susp
Gentleman's Agreement
Mike tries to dissuade the Mayor from joining a club for males only. Stuart joins the City Hall all-female reading group
Deaf Man Walking
Stacey's grandmother puts a curse on Mike after he convinces her to move out, into Manhattan. The Mayor is concerned he'
The Marrying Men (1)
Faced with the prospect of spending Valentine's Day alone for the first time in eighteen years, Mike is thrilled when ol
One Wedding and a Funeral (2)
When Laurie accepts Mike's proposal, he begins to worry that they are too different. Meanwhile, Paul struggles to get th
A River Runs Through Me
Mike suggests the staff undergo drug testing to demonstrate the mayor's new anti-drug campaign. But after he accidentall
The Pope of Gracie Mansion
The Pope is visiting New York City, leading to spiritual revitalizations for Mike and the mayor. Carter fixes Nikki up w
Bye, Bye, Birdie
The staff prepares for Paul and Claudia's bachelor and bachelorette parties as the city prepares to unveil a new statue
The Lady or the Tiger
A female magician performs at City Hall and Mike asks her out. Stuart and Carter purchase a bar. After sleeping together
Single White Male
Stuart lobbies to become Carter's roommate. After Carter's apartment is robbed, he must let Stuart stay. A rat on the lo
The Paul-Bearer
The Mayor has a stuttering problem. And Mike has a big problem when he promises to coordinate Paul and Claudia's wedding
Dead Dog Talking
The staff prepares for the mayor's bid for re-election announcement. Mike becomes a hero when he saves a runaway perambu
There's Something About Heidi
After Mike's picture with model Heidi Klum is in the tabloids, people assume he's dating her. But, he soon is after she
Gone with the Wind
Mike prepares to have sex with Heidi Klum for the first time. After "it", Heidi asks Mike to keep their relationship a s
The Deer Hunter
Carter, Nikki and Mike go deer hunting in a fundraising attempt. While Mike is gone, Stuart becomes Stacy's boss for the
It Happened One Night
The Mayor brings an abandoned baby to City Hall. Mike's old girlfriends voice opinions about him. The Mayor sends James
Three Men and a Little Lady
After the Mayor is photographed throwing a baseball ""like a girl,"" Mike tries to give him a more macho image. But when
An Officer and a Gentleman
Mike discovers that his childhood pal, Nate Scott, has more in common with Carter than meets the eye, and finds it diffi
Quest for Fire
Paul has moved to Harlem and is annoying Carter and Janelle because he thinks that he's black. The Mayor is preparing to
The Kidney's All Right
Stacy's staying with Carter and Stuart while her apartment is fumigated. Her partying cramps their style. Trying to outd
Gobble the Wonder Turkey Saves the Day
The Mayor is disturbed by a campaign commercial by his opponent, starring his ex-wife. Mike plans the City Hall Thanksgi
Local Hero
The staff prepares for the Mayor's costume ball. Stuart tries to break up with Deidre. And after Mike sets Stacy up with
Monkey Business
Carter and Stuart plan to spend Christmas together. Mike must baby-sit a smart monkey that will be given to the city zoo
Taxi Driver
Mike can't stop thinking about Nikki. Nikki is ready to take the next step with Arthur, but Mike is worried about that.
The Nutty Deputy Mayor
The mayor submits a personal ad in a newspaper as the rest of the office men prepare for the mayor's annual male bachelo
Not in the Line of Fire
When the mayor starts to worry about becoming the object of a violent attack, a videotape showing Mike apparently leavin
Internal Affairs
Mike and Nikki struggle with taking their relationship to the next level, i.e. sex. Stacy runs a phony psychic hotline o
Dick Clark's Rockin' Make-Out Party '99
Mike and Nikki decide to keep their relationship a secret. Stacy's Aunt Marie visits. Deidre files sexual harassment cha
Back to the Future IV: Judgment Day
Mike's political mentor is preparing to visit with the mayor preparing to appoint him head of the city's millennium proj
Politically Incorrect
Nikki wants to make her relationship public knowledge. The mayor prepares to appear on "Politically Incorrect". Carter i
That's Entertainment
Mike makes the staff work on Oscar Sunday due to a screw-up of Paul's. The staff reminisces about their favorite movie m
The Last Temptation of Mike
Mike agrees to donate sperm for Paul and Claudia, not realizing what Paul forgot to tell him. A City Hall tour guide is
Carter & Stuart & Bennett & Deirdre
A feuding Carter and Stuart become friends with the other's ex, just for spite.
The Mayor With Two Brains
It's Nikki and Mike's four-month anniversary. James is still the only person who knows, but he wants to tell. Stuart tak
Wall Street
The staff pesters Nikki for details about her sex life with Mike. James asks Mike to invest his life savings in an Inter
Klumageddon (1)
Mike is tested when Nikki is out sick and the mayor hires his ex, Heidi Klum, to help publicize the new animal rights ca
Klumageddon (2)
Mike tries to convince Nikki that nothing is going on between himself and Heidi Klum. The mayor doesn't understand that
Catcher in the Bronx
When Mike says: ""Let's not get so dramatic, okay? This is not some cheesy soap opera."" he refers to Heather Locklear's
James and the Giant Speech
James struggles to write an important speech to keep himself from being fired by Caitlin. Meanwhile, Paul is worried tha
All the Mayor's Men
Caitlin implants secret background checks on all City Hall employees. Mike, Stuart and Carter break into her office to s
These Shoes Were Made for Cheatin'
Mike tricks Nikki into seeing a couples counselor. The mayor takes an eighth grade test after being challenged by junior
Rebel Without a Chair
Carter is named Activist of the Year. Stuart has a new paperweight that looks like a breast. Mike's continued jealousy o
The Mayor May Not
The mayor considers quitting the senatorial race, teaming Mike and Caitlin to stop him. Carter becomes a kept man, and P
The Great Debate
Claudia's mother kicks Paul out of his house so he moves in with Stuart and Carter. Nikki dates the office's new young m
How to Bury a Millionaire
Mike and Caitlin agree to share the mayor on odd/even days. On Caitlin's day, Mike ""borrows"" the mayor to visit a kid
The Thanksgiving Show
A newly rich Paul thinks Caitlin is hitting on him. The mayor wants a senator's endorsement and invites him, along with
The Doorman Always Rings Twice
Paul has invested in a politically themed restaurant. Mike struggles to run the city while the mayor is out of town. Dei
Mustang Mikey
Mike celebrates his five-year anniversary working for the mayor by taking Caitlin and going on a joyride with the mayor'
My Dinner with Caitlin (a.k.a. Christmas 1999)
Mike invites Caitlin to his Christmas party as his only guest but his plans at romance are spoiled when she arrives with
A Tale of Two Sisters
The mayor struggles to find a date for a mayor's conference. Mike goes out with Caitlin's sister, making Caitlin jealous
Casino
Paul's cheap dentist puts braces on James instead of removing his infected tooth, causing problems in James' date with t
The Marry Caitlin Moore Show
After eating some of Rags' dog food, Paul develops a rash before he appears on ""The View."" Nikki helps him discover th
Suffragette City
To quell a protest by senior citizens, Mike plans to get the city's first woman voter to vote for the mayor. When Mike f
Mike's Best Friend's Boyfriend
While a reporter visits City Hall to do a story on Paul, the mayor thinks she's really there for him. Mike thinks Carter
The Pig Whisperer
Mike has a meeting with a tomato stand owner who refuses to move his stand so that the city can build a new performing a
Uneasy Rider
Mike helps the mayor deal with his feelings when his father unexpectedly dies. James thinks Caitlin has a crush on him.
About Last Night
With the President coming to visit City Hall, Mike is upset when Caitlin gets to meet him instead until plans change. Th
Don't Get on the Bus
The mayor prepares for a three-day trip across New York on his new campaign bus. Paul and James grow mustaches when they
Airplane!
While Michael and Caitlin fly to San Francisco, Stuart joins Carter for a protest and the mayor tries to have a light bu
An American Deputy Mayor in Paris
Caitlin prepares to marry Trevor and elopes to Paris, where Mike follows and reveals that he loves her. James becomes an
The Commitments
Mike and Caitlin return from Paris as a couple. Caitlin wants more than a physical relationship, so Mike bets her that h
Goodbye (1)
Mike discusses his attempts to have sex with Caitlin with his new therapist. Nikki's new boyfriend is too likable. Caitl
Goodbye (2)
Mike and Caitlin have sex. The staff works damage control but Mike ultimately fires himself to save everybody else. The
Hello Charlie
Charlie Crawford is late for his first press conference as the new deputy mayor. He later runs into trouble trying to se
Smile
Charlie tries to get the mayor to a dentist before an important photo shoot. Caitlin hires a new male assistant only bec
The Spanish Prisoner
Caitlin causes a misunderstanding when she believes that Charlie is taking a Spanish class to improve relations with the
The Bone Collectors
Caitlin auditions for the job of co-host on ""Live with Regis."" Stuart and Paul work together supervising after bones a
Blind Faith
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 accident
Balloons over Broadway
Paul convinces his mother that he is dating Caitlin, so she won't be upset that Claudia left him. Charlie tries to prove
Lost and Found
Caitlin and Charlie fight the attention of Caitlin's new friend. Carter, Stuart and Paul compete for a trip to New Orlea
All the Wrong Moves
An overworked Charlie causes problems after beating the mayor at racquetball. Paul's annual request for a raise is appro
The Burgers of Wrath
Mike has been in Zimbabwe for three weeks, so Paul teaches Caitlin about celibacy. Stuart convinces Angie that he's a bi
Toy Story
Paul struggles to find the best joke for the mayor's Christmas card. Carter convinces Caitlin to volunteer with him at a
The Perfect Dorm
In an attempt to get over Claudia, Paul decides to move into a college dorm. Caitlin tries dating, after ending her rel
Hey Judith
Caitlin sets the mayor up with her neighbor, Judith, who becomes way too much of an influence on the mayor. Carter helps
The Gambler
Paul, Stuart and Carter rope reformed gambler Charlie into their poker night, and are responsible for his subsequent gam
In the Company of Dudes
When a supermodel sues the mayor, Charlie hires his old college friend to defend him. Charlie finds himself torn between
The Image Maker
Carter discovers an old love letter written by Stuart. He decides to set Stuart up with the addressee of the letter, a w
Trainstopping
Julia's having a hard time dealing with her kiss with Charlie, so he asks her out. Their first date is a nightmare. Mean
Rain on My Charades
The mayor's daughter Meg returns and inspires Caitlin to be more spontaneous and free. Paul, Stuart and Carter give Char
You've Got Male
Stuart is hired to write a porno movie. Charlie and Caitlin compete for a donation from a wealthy male chauvinist. Aft
Minor League
Charlie tries out for a minor league baseball team, trying to relive his high school glory days. Caitlin encourages the
Science Friction
Caitlin falls hard for a rich, young, sexy philanthropist. The Mayor is threatened when Charlie temporarily takes over a
Brotherly Love
Charlie attempts to interfere with Caitlin and Tim's burgeoning relationship. Meanwhile, Carter hires his sister to wor
A Shot in the Dark (1)
Charlie and Caitlin fight as she plans to go to the Caribbean for a week with Tim on the night of a police ride-along.
A Shot in the Dark (2)
The Mayor hires Chad, an old prep school buddy who is now a bum. Charlie and Caitlin double date with Tim and Charlie's
The Arrival (1)
Mike shows up at Caitlin's to announce that he's met someone. Meanwhile, the mayor is dating a judge who's not yet divo
A Tree Falls in Manhattan (2)
The mayor has a tree cut down to impress his new girlfriend. Unfortunately, it was a tree planted by George Washington
Wife with Mikey
Mike calls off his engagement with Allison and increases his presence in the office, making Charlie feel threatened. Ho
The Apartment
The mayor's approval ratings are going down, thanks to his relationship with the not-yet-divorced Judge Simmons. Charli
Yet Another Stakeout
Carter's friend Michelle visits and begins dating Stuart. However, Carter has just asked her to be his child's surrogat
Yeah Baby!
The mayor hires a political strategist to act as his campaign consultant. The consultant, Robin, is a bit of a psychic,
Sleeping with the Enemy
The mayor prepares to debate his opponent, while Charlie and Jennifer, his opponent's campaign manager have been dating
She's Gotta Habit
Charlie discovers that Jennifer's ex is a woman. He becomes jealous when watching her be affectionate with Caitlin, som
The Wedding Scammer
Caitlin's mother Jane comes to visit when Caitlin tells her she finally has a boyfriend. In a panic, Caitlin enlists Cha
Fight Flub
The Mayoral race hits a snag when Mayor Winston's opponent suffers a heart attack which forces him to drop out of the ru
Chinatown
Charlie endangers his relationship with Jennifer when he realizes that he loves his staff more than her. The Mayor deci
An Office and a Gentleman
Caitlin makes plans with the City Hall Santa without knowing what he looks like. Stuart wrestles with his feelings when
O Mother, Where Art Thou?
Caitlin finds love with an older man, Tom -- whose daughter, Tracy, flirts with Charlie. Meanwhile the Mayor is depress
Rags to Riches
Caitlin surprises Charlie on his birthday by inviting his father, Ray, for a visit. What no one knows is that Ray is a c
Sex, Lies and Video Date
The Mayor's niece, Stephanie, pays a visit to City Hall and flirts with Charlie, who reciprocates - until he finds out w
Eyes Wide Open
When Carter is unexpectedly called to a late-night meeting, Charlie's left in charge of entertaining Spencer, a 16-year-
Age Against the Machine
Charlie has a hard time keeping up with Tracy, his new 23-year-old girlfriend who likes to party every night. Caitlin an
An Affair Not to Remember
Caitlin takes a trip down memory lane and realizes that she and Charlie met years before and that he was the reason why
Let's Give Them Something to Talk About
Caitlin is confused by the kiss she and Charlie shared and seeks the advice of a therapist. Meanwhile, the Mayor buys th
Look Who's Not Talking
Caitlin ends her relationship with Tom and tells Charlie she's interested in dating him. When they go out on their first
A Tale of Four Cities
Charlie and Caitlin struggle to find security in their new relationship. To spite Charlie for downplaying an encounter w
A Friend in Need
Charlie and Caitlin are caught having sex on a surveillance camera in the Mayor's office and their secret affair is blow
