Christine feels pressured to throw an extravagant party for Ritchie's 9th birthday, his first involving other children from his new private school. Recoiling from sticker shock after meeting with a ritzy event planner, Christine decides to have an arts and crafts party at her home, with mixed results.

Christine's former marriage counselor comes into the gym, leading to some awkward moments between the two women. When Christine mentions this to Richard, his cryptic reaction leads her to question whether it was in the counselor's best interest to encourage their divorce. Meanwhile, Matthew finds Christine's wedding video in a box of old photo albums, and Christine takes a trip down memory lane.

Christine has trouble working with Barb at the gym and feels pressure at home to find a nanny for Ritchie when Richard is unavailable to care for him due to a trip with New Christine.

When Christine's environmentally-friendly hybrid car and Marly's gas-guzzling monster SUV hit one another, it becomes a bigger dispute than simply who hit whom. While her car is in the shop, Christine is forced to go against her principles and rent a luxury SUV when no other car is available.

Christine and Mr. Harris try to establish a relationship before having sex, but Barb gives her pause. Matthew is horrified when he sees his med school cadaver was a neighbor.

Insecurity over a waitress flirting with Daniel sends Christine to a plastic surgeon's office.

Roles reverse when Christine's dubbed a "meanie mom" by a father at Ritchie's school who finds Marly and Lindsay to be to his liking.

Ritchie's soccer match leaves Christine running late for an event she's supposed to be attending with Mr. Harris.

Christine tries to get over breaking up with Daniel. Matthew learns the source of his intimacy issues is not his mother, but Christine.

Christine hesitantly allows New Christine to arrange a blind date for her and finds her intuition against the idea was spot on.

Christine tries to forbid Barb and Matthew from letting a night of passion bloom into a full-blown relationship.

Christine tries to control her hormones when her gynecologist says she may be entering perimenopause.

Christine has been burning the candle at both ends -- working hard and trying to be a good mom. Ritchie decides he wants to join the reptile club at school and tells Christine all she needs to do is get the permission slip in on time. When Christine realizes that she's forgotten yet again, she asks the Reptile Guy (Jeffrey Tambor) to make an exception. He says the only way he'll consider is if Christine will go on a date with him. As creepy as he is, Christine is determined not to let Ritchie down, and so she complies.

After Ritchie hurts himself at a skateboarding party, Christine accuses Richard of bad parenting, and they begin competing to prove each other wrong. Matthew gets involved in a rebound relationship.

Christine and Richard help Marly and Lindsay through labor, bring back memories of Ritchie's birth which, in turn, brings back feelings for one another.

After the mothers at Ritchie's private school continue to take cheap shots at Christine, Christine decides to enroll him in public school.

Mathew gets assistance in losing weight from fitness 'expert' Christine, but she soon realizes she can't shed off a few pounds herself.

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 and Matthew fly to the Bahamas to get Barb an illegal visa after she was arrested by immigration during Richard and New Christine's wedding ceremony.

A trip with Barb to retrieve some of Richard's things sees Matthew worry that New Christine isn't letting out her feelings over the wedding fiasco. Meanwhile, Christine and Richard meet up with some of their friends from college and are shocked to see how badly they've aged.

An aggressive divorce attorney is hired by Christine after being convinced that Barb owes her alimony.

Christine starts seeing a therapist who's Matthew's mentor, but they are both confused on whether they want to have a professional or romantic relationship. Richard and New Christine have trouble adapting to living under the same roof.

When Ritchie is asked to a dance by the most popular girl in school, Christine believes that she is popular by association and has finally surpassed the Meanie Moms. Meanwhile, Matthew and Richard find an apartment that they want to rent together. Unfortunately, they will have to find a way to evict an old lady that lives there before they can move in.

Max decides it's time to tell Christine that she quits anything that gets too hard for her, which includes relationships, and he points out that is the reason he chose to be her therapist rather than her boyfriend.

Christine has set up a date between Richard and a gorgeous, passionate woman who works out at her gym, while Tom (Richard's friend) continues trying to woo Chrisine.