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 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.

Christine discovers that Ritchie has become a bully at school and attempts to change his behaviour by changing her own ways.

Christine asks Richard to have a baby with her after becoming envious of Richard and New Christine's happiness in planning for theirs.

When the gym suddenly begins to become profitable, Christine and Barb find themselves coming into a lot of money. Barb decides to give to charity, and Christine must make the tough decision between splurging on a designer dress or following Barb's lead.

In an attempt to teach Ritchie's class some street smarts, Christine encourages the school administration to let them take the subway on a field trip, but she ends up being stranded at the station when the trains leaves without her.

Christine realizes that Ritchie has never been on a real family vacation, so she plans a trip to Florida, with disastrous results.

Richard is secretly planning an impromptu wedding for him and New Christine, so to help him out, Christine drags a very cranky and pregnant New Christine to a fancy salon while he puts the plan together.