Spin City

In City Hall, Charlie tries to show a cynical Caitlin that he can be just as romantic as Mike. Meanwhile, the Mayor goes public with the news of his new love interest, Judge Claire Simmons.

Charlie's one-night stand could destroy his relationship with Caitlin and the Mayor's political future.

Charlie would love to take Caitlin home, but she rebuffs his offer. Meanwhile, the Mayor balks at the idea of dressing "in drag" for a gala.

Caitlin takes care of Carter's dog, Rags, who swallows a pager and she must rush him to the vet. The Mayor turns Charlie's bachelor pad into his personal love nest.

In New York City, Carter's hopes of adopting a child are stymied by a long waiting list. Stuart falls in love with Carter's best friend Michelle, and Caitlin plots dirty politics to expose Wheeler's infidelity - but doesn't want to hurt his kids.

Charlie and Caitlin's romance could scuttle Carter's parenting plans. Stuart's smitten with Michelle, who agreed to be the surrogate mother of Carter's child. Robin's dire prediction about Charlie's safety causes Caitlin to race to his apartment.

Charlie and Jennifer are still having an affair but pretend they can't stand each other. Paul begs Caitlin to fix him up with Robin (Queen Latifah), the Mayor's political strategist. He is thrilled to be a "boy toy" for someone other than Caitlin.

The Mayor's relationship with Judge Claire Simmons is on the rocks. Paul's ex-wife Claudia, who's now a nun, seeks half of his assets to help support her convent.

Caitlin is embarrassed when her mother places a personal ad for her. Paul rejects supermodel Rhea Durham's advances and realizes he spurned one of the sexiest women on the planet.

Caitlin and Charlie have perfected a system for escaping bad dates. After Caitlin cuts short his latest rendezvous, she reminds him to be "on-call" for her next date. The Mayor suffers a heart attack after Wheeler outshines him at the gym.

Election Day becomes Rejection Day for the Mayor after his fiancee dumps him. The Mayor's commanding lead shrinks after taking Caitlin's honest comments to heart.

Caitlin's date with Santa, Stuart's got a problem with sex, and Charlie's trying to decide who gets the plush office everybody wants.

Caitlin's dating Tom Callahan. Carter tracks down Christine, who received Mrs. Winston's heart in a transplant operation. The Mayor realizes he can't keep seeing Christine because she reminds him too much of his mother.

Special guest star Martin Sheen makes a surprise appearance for Charlie's birthday.

Charlie makes a pass at the Mayor's niece, Carter commits suicide, and Paul becomes a contestant on blind date TV.

Charlie's hot date, Julie, storms out of his apartment after learning he called her "The Sure Thing". Across town, the Mayor battles a bad case of insomnia. Carter announces that Spencer, his teenage protégé, will be staying with him.

Carter is delighted when the Mayor invites him - and Stuart - to a fundraiser thrown by Martin Davis, an art dealer he's had a crush on for years.

Caitlin's older boyfriend Tom ignores her hints about U2 tickets and instead scores seats to a boring play. Carter pretends to be like a married woman so Paul can meet her friend Tiffany.

Carter helps Paul trump, a conservative talk show host in this week's episode. The Mayor gives each staffer a combination cell phone and personal digital assistant.

Mayor Winston hires Pete, an ultra-needy temp, to fill in for Stuart during his vacation. Paul, Carter, and Paul plot to get rid of Pete, but it backfires.

Caitlin tries to make Charlie jealous, and Winston competes with the Mayor of L.A. The Mayor persuades a French official to name New York the sister city of Paris.

Charlie and Caitlin's after-hours liaison in the Mayor's office is "caught on tape" by a surveillance camera. Carter is thrilled to take custody of an infant foster child named Sam, who won't stop crying until his new father holds him.