Christine offers to marry Barb to help her stave off deportation. Meanwhile, Richard looks to pop the question to New Christine.
Richard begs Christine to return her wedding ring, which had belonged to his mother, because he wants to use it to propose to New Christine. Meanwhile, Matthew is attracted to his first therapy patient.
Barb is profiled in a black business journal, generating a lot of new customers for the gym. Richard and Matthew struggle to remember Christine's instructions about Ritchie's schedule.
After forgetting to turn in Ritchie's application for a reptile club, Christine guiltily agrees to go on a date with the man who runs the club, hoping to get Richie enrolled. Meanwhile, Matthew tries to deal with his feelings towards his ex-patient.
Christine is devastated that Ritchie no longer tells her he loves her, so she asks Richard to have a baby with her so she can have a new child to love her like Ritchie used to. Matthew tries to overcome a troubling obsession with saying, "I love you."
Christine and Barb prepare for a casual, non-relationship-seeking double date with two guys they meet at a video store, but jealousy arises when only one of them gets asked out for a second date.
Richard joins Christine and her new boyfriend, Patrick, on a dinner date.
When a talent scout recruits Ritchie to audition for a commercial after seeing his standout performance in the school play, Christine is thrilled, but Richard refuses to allow it.
Christine thinks she has the perfect boyfriend, until he has a 'bizarre' reaction to her competitiveness after losing to her at tennis.
Over a Thanksiving visit, the discovery of a shared secret gives Christine a way to negate one of her mother's criticisms.
The parent company of Christine and Barb's gym franchise comes for an inspection and discovers that they have broken a contractual clause, risking the entire business.
After Christine and Barb lose their gym, they decide to turn their building into a day spa.
While trying to make a good impression at Ritchie's Junior High Parents Orientation, Christine realizes that one of the fathers there as someone from her junior high years that wronged her. She decides to take her revenge and starts behaving like she did when she was in seventh grade.
When Christine and Barb throw New Christine a spur-of-the-moment bachelorette party in Vegas, they discover a wild side of her that is the polar opposite of her usual up-tight personality.
When scatterbrain mother Francie, a new parent at Ritchie's school, comes to Christine for guidance, she begins to consider Christine as her 'rock', much to Christine's flattery. But soon, Christine tires of the responsibility of being responsible for Francie all of the time.
When scatterbrain mother Francie, a new parent at Ritchie's school, comes to Christine for guidance, she begins to consider Christine as her 'rock', much to Christine's flattery. But soon, Christine tires of the responsibility of being responsible for Francie all of the time.
When Christine and Richard help Marly and Lindsay through their labors, it brings up memories of Ritchie's birth—and a rekindling of romantic feelings.
After Christine's accused of being responsible for an outbreak of lice at Westbridge, Christine decides to pull out Ritchie and send him to a public school, which turns out to be harder than she thought it would be.
Christine tries to help Matthew lose weight, but is unsuccessful, and soon finds out that she can't shed her extra pounds, either.
Hoping to show she's fine with Richard and New Christine's wedding, Christine feigns being in love with Todd Watski—a ruse that proves difficult to pull off when he acts boorishly at the rehearsal dinner. Meanwhile, Matthew has an encounter with New Christine's sister, Amy.
Christine finds out a secret about Jeff after they rekindle feelings for each other at Richard and New Christine's wedding. Matthew continues to date Amy, and Barb meets a possible love interest.