When Christine learns that her close friends, Barb and Pete, are responsible for introducing Richard to his "new" Christine, she allows them to set her up on a blind date of her own. After a series of unsuccessful dates, she finds the possibility of love in the strangest of places. Meanwhile, Matthew takes Ritchie to swimming lessons.

Richard learns from a gloating Matthew that Christine is out enjoying her fifth date with a new beau, Burton, so he does what any self-respecting ex-husband would do: he sabotages the happy couple's goodnight kiss and insults Burton with lawyer jokes. But when he tries to make it up to them by inviting Christine and Burton to dinner with him and "new" Christine, his best-laid plans go awry.

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 volunteers to help out at Ritchie's spring carnival and while there, she runs into the mean moms -- Marly and Lindsay -- who are clucking over the attractive father of a new student at Westbridge. Christine is excited to learn that the hot dad is her ex-boyfriend, Burton, but her hopes of re-igniting their romance are shot down when she learns Burton has a new girlfriend.

Richard tells Christine that the reason he has good luck with women is that he "says yes to life." When Christine meets a good-looking man after paying a surprise visit to New Christine, she decides to break out of her mold and says yes when he asks her out to dinner.

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.

When Christine learns that Richard has been hired to remodel "meanie mom" Lindsay's bathroom, she can't help but intervene to make sure he doesn't screw up the job and risk their reputation at Ritchie's school. Additionally, she and Richard are at odds over which of them gets to be the one to give Ritchie the sex talk.

Christine realizes that one reckless evening may have jeopardized her chance to begin dating Mr. Harris.