Season 5
(2005)
Cast
as Jim
as Cheryl
as Dana
as Andy
as Ruby
as Gracie
as Kyle
Episodes
Foul Ball 0.0
September 20, 2005
The fifth season premieres with Jim sneaking off to a Cubs game with Kyle instead of taking him to his first day of kin…
The Tale of the Tape (1) 0.0
September 27, 2005
Jim worries that Cheryl's romantic expectations will increase when his new brother-in-law, Ryan, showers Dana with flow…
The Tale of the Tape (2) 0.0
September 27, 2005
Jim worries that Cheryl's romantic expectations will increase when his new brother-in-law, Ryan, showers Dana with flow…
Charity Begins at Hef's 0.0
October 4, 2005
When Cheryl wins two tickets to visit Hugh Hefner at the Playboy Mansion in a charity-raising contest that Jim secretly…
The Race 0.0
October 11, 2005
Out-of-shape Jim enters a 10K marathon to teach Kyle, who wants to quit basketball, a lesson about not being a quitter …
Anec-Dont's 0.0
October 18, 2005
Cheryl, upset that Jim thinks her daily anecdotes are boring, steals Dana's story about meeting Oprah. Jim, now determi…
The Chick Whisperer 0.0
November 1, 2005
Jim helps Andy pick up a beautiful woman in a bar, but she turns out to be crazy -- and eventually leaves Andy and stal…
James & the Annoying Peach 0.0
November 8, 2005
To teach Jim the value of communication, Cheryl doesn't speak to him for three days.
The Dream 0.0
November 15, 2005
Jim tries to blackmail Dana when he finds out she’s having erotic dreams about him.
Lean On Me 0.0
November 29, 2005
Cheryl encourages Jim to meet a former girlfriend wants to discuss business for lunch, and then regrets it when she bec…
The Gift of the Maggie 0.0
December 13, 2005
When Cheryl and Dana's mother, Maggie, visits for the holidays, Jim and Cheryl compete with Ryan and Dana for her affec…
Sex Ed Fred 0.0
January 10, 2006
When Jim and Cheryl watch an sex education video that is shown at Ruby's school, Jim realizes that he is watching a you…
Renewing Vows 0.0
January 24, 2006
Ruby and Gracie want to get their ears pierced but Cheryl believes that this will lead to the girls growing up too quic…
The Stick 0.0
February 7, 2006
It's Jim's birthday and he gets upset when Cheryl gives him gifts he does not want, but is really happy when Kyle give …
Mr. Right 0.0
February 7, 2006
Cheryl and Jim get into a disagreement about Erik Estrada, and Jim tries to prove that the incident that occurred ten y…
Get Your Freak On 0.0
February 21, 2006
Cheryl believes she's attending a tasteful lingerie party, but is shocked to learn the hostess is selling sex toys and …
The Grumpy Guy 0.0
February 28, 2006
Jim gets mad when he finds out that his neighbor Julie has been writing children books and basing them about him.
Polite Jim 0.0
March 7, 2006
Jim makes his own neighbour cry with complaining about his backyard barbeque, so he ends up taking polite lessons from …
Daddy Dearest 0.0
March 7, 2006
Jim believes that Bill, the father of one of Rubys and Gracies classmates is actually his real father that abandoned Ji…
The Thin Green Line 0.0
March 14, 2006
Cheryl gives her best to assure herself a spot on the Church Committee, and in order to get that, she forbids Jim to do…
Jim's Best Friend 0.0
March 21, 2006
When Andy stars playing chess with Ryan on a regular basis, Jim is convinced that he is losing his best friend.
Belaboring the Point 0.0
May 2, 2006
When a proud and happy Ryan announces that Dana is pregnant, Jim warns him of Dana's upcoming hormone swings, and ends …