Season 6 poster

Season 6

(2001)

Cast

Charlie Sheen as Charlie Crawford
Charlie Sheen

as Charlie Crawford

Heather Locklear as Caitlin Moore
Heather Locklear

as Caitlin Moore

Richard Kind as Paul Lassiter
Richard Kind

as Paul Lassiter

Alan Ruck as Stuart Bondek
Alan Ruck

as Stuart Bondek

Michael Boatman as Carter Heywood
Michael Boatman

as Carter Heywood

Barry Bostwick as Randall Winston
Barry Bostwick

as Randall Winston

Episodes

The Arrival (1) poster

The Arrival (1) 8.0

September 25, 2001

Mike shows up at Caitlin's to announce that he's met someone. Meanwhile, the mayor is dating a judge who's not yet div…

A Tree Falls in Manhattan (2) poster

A Tree Falls in Manhattan (2) 8.0

September 25, 2001

The mayor has a tree cut down to impress his new girlfriend. Unfortunately, it was a tree planted by George Washington…

Wife with Mikey poster

Wife with Mikey 7.0

October 2, 2001

Mike calls off his engagement with Allison and increases his presence in the office, making Charlie feel threatened. H…

The Apartment poster

The Apartment 7.0

October 9, 2001

The mayor's approval ratings are going down, thanks to his relationship with the not-yet-divorced Judge Simmons. Charl…

Yet Another Stakeout poster

Yet Another Stakeout 7.0

October 16, 2001

Carter's friend Michelle visits and begins dating Stuart. However, Carter has just asked her to be his child's surroga…

Yeah Baby! poster

Yeah Baby! 8.0

October 23, 2001

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 poster

Sleeping with the Enemy 8.0

November 6, 2001

The mayor prepares to debate his opponent, while Charlie and Jennifer, his opponent's campaign manager have been dating…

She's Gotta Habit poster

She's Gotta Habit 8.0

November 6, 2001

Charlie discovers that Jennifer's ex is a woman. He becomes jealous when watching her be affectionate with Caitlin, so…

The Wedding Scammer poster

The Wedding Scammer 7.0

November 13, 2001

Caitlin's mother Jane comes to visit when Caitlin tells her she finally has a boyfriend. In a panic, Caitlin enlists Ch…

Fight Flub poster

Fight Flub 8.0

November 20, 2001

The Mayoral race hits a snag when Mayor Winston's opponent suffers a heart attack which forces him to drop out of the r…

Chinatown poster

Chinatown 8.0

November 27, 2001

Charlie endangers his relationship with Jennifer when he realizes that he loves his staff more than her. The Mayor dec…

An Office and a Gentleman poster

An Office and a Gentleman 8.0

December 11, 2001

Caitlin makes plans with the City Hall Santa without knowing what he looks like. Stuart wrestles with his feelings whe…

O Mother, Where Art Thou? poster

O Mother, Where Art Thou? 7.0

January 8, 2002

Caitlin finds love with an older man, Tom -- whose daughter, Tracy, flirts with Charlie. Meanwhile the Mayor is depres…

Rags to Riches poster

Rags to Riches 7.0

March 5, 2002

Caitlin surprises Charlie on his birthday by inviting his father, Ray, for a visit. What no one knows is that Ray is a …

Sex, Lies and Video Date poster

Sex, Lies and Video Date 7.0

March 12, 2002

The Mayor's niece, Stephanie, pays a visit to City Hall and flirts with Charlie, who reciprocates - until he finds out …

Eyes Wide Open poster

Eyes Wide Open 6.0

March 19, 2002

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 poster

Age Against the Machine 7.0

March 26, 2002

Charlie has a hard time keeping up with Tracy, his new 23-year-old girlfriend who likes to party every night. Caitlin a…

An Affair Not to Remember poster

An Affair Not to Remember 9.0

April 9, 2002

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 poster

Let's Give Them Something to Talk About 9.0

April 16, 2002

Caitlin is confused by the kiss she and Charlie shared and seeks the advice of a therapist. Meanwhile, the Mayor buys t…

Look Who's Not Talking poster

Look Who's Not Talking 7.0

April 23, 2002

Caitlin ends her relationship with Tom and tells Charlie she's interested in dating him. When they go out on their firs…

A Tale of Four Cities poster

A Tale of Four Cities 7.0

April 30, 2002

Charlie and Caitlin struggle to find security in their new relationship. To spite Charlie for downplaying an encounter …

A Friend in Need poster

A Friend in Need 8.0

April 30, 2002

Charlie and Caitlin are caught having sex on a surveillance camera in the Mayor's office and their secret affair is blo…