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- A divorced mom tries to keep pace with everyone around her.
- An empty-nester mom who wonders how she ended up alone while her children live their best lives thousands of miles away.
- Marty Schumacher coached his last club soccer team for ten years, ultimately taking them to the National Championships but now he has to start from scratch with a diverse group of eight-year-old's, and their disparate parents.
- Hilary Pfeiffer-Dunne, a high-powered executive who, having dominated the corporate America for years, now faces the biggest challenge of her life when she finds herself unemployed and acting as a full-time mom to her two teenagers.
- 2006–201022mTV-PG7.2 (189)TV EpisodeChristine freaks out when she learns that Richard and New Christine are planning to take Ritchie to a Rolling Stones concert.
- 2006–201030mTV-PG7.4 (193)TV EpisodeChristine and Burton have been on a date ten times and now it's time to take the next step. Christine introduces Burton to her child, but Burton shocks her by saying he'll do the same "when the time is right".
- 2006–201030mTV-PG7.2 (188)TV EpisodeHaving broken up with Burton, Christine forgets that she has switched nights of care-taking of Richie with Richard since she was going to see a play with Burton. She wants to switch back to the original schedule, but Richard has already other plans for the next day. So Christine concedes and ends up spending the evening alone, since Matthew is with his new, clingy girlfriend Natalie (who is never seen again after this).
- 2006–201030mTV-PG7.6 (195)TV EpisodeChristine is going on her fifth date with Burton, who is just a little bit too handsome for Richard's comfort. So he proceeds to sabotage their private time. Later, he comes to his senses and invites Christine and Burton on a dinner with him and the New Christine to make amends. Somehow, things go a bit wrong...
- Richie dreads going to his first swimming lesson. Barb sets Christine up on a blind date. At the restaurant while waiting for her date, she meets someone else waiting for his blind date. They get along better than their set up dates.
- 2006–201030mTV-PG7.3 (195)TV EpisodeChristine meets a woman at her son's school who shares her disdain for the snooty mothers who look down on her.
- 2006–201030mTV-PG7.2 (185)TV EpisodeChristine takes care of setting up Ritchie's birthday party herself after learning that she can't afford a party planner, which will certainly draw the attention of the school's other snobbier parents.
- 2006–201030mTV-PG7.7 (213)TV EpisodeChristine encourages an African-American couple to enroll its child in Ritchie's school to increase diversity, only to find out after the fact that they're raging homophobes.
- Christine Campbell is a recently divorced mother who runs her own gym, for other working woman who come to work out 30 minutes. She brings her boy Richard Jr. 'Richie' to his new, exclusive school on the first day of third grade, and finds it impossible to make him -or his in-living uncle Matthew- share in her excitement. She quickly finds the other mothers are wealthy and spoiled, looking down upon working class. Her ex Richard Sr. Campbell is there too, and not only suggests she brought the kid more for her own ego then for his future, but is seen on the parking lot, kissing his new girlfriend, also called Christine, who offers to be addressed as Chrissie but is called by the snooty mothers New Christine, making Ritchie's mother 'Old Christine' (hence the title). One consolation: the kid made new friends already.
- 2006–201030mTV-PG7.6 (230)TV EpisodeChristine finally hooks up with a new guy, only to discover that he's pathetic and has a child at Ritchie's school.
- 2006–201030mTV-PG7.8 (190)TV EpisodeWhile at her son's school signing up to help at the upcoming fair, Christine runs into ex-boyfriend Burton, whose son recently enrolled. Seeing him rekindles her interest and her hopes soar when he seems interested in her, too.
- 2006–201030mTV-PG7.1 (191)TV EpisodeChristine is feeling anxious over the parents' night at Richie's school. Richard then just happens to suggest that Richie finally meet the New Christine. Christine turns to Matthew for opinions because she thinks Richie is not ready. Matthew's ingenious solution is not to answer Richard's calls - therefore the meeting can be postponed indefinitely! So Christine has to confess to Richard that it is actually she who is not ready.
- 2006–201030mTV-PG7.1 (178)TV EpisodeMatthew goes through old family photo albums and finds only two photos in which he appears. Matthew becomes fixated to the idea that he's been left out. Then Christine points out that it is someone else in the other photo. Richard becomes angry at Christine, because she is so controlling about everything. Christine just sees Richard as helpless, in need of her telling how things should be done. Then she accidentally meets Hillary, Richard's old marriage counsel. Hillary asks how Richard is doing and Christine manages to force Hillary to voice her opinion that the divorce was Christine's fault. Christine then becomes fixated to the idea that Hillary has mixed them in her mind with some other couple. Turns out that there really has been something quite different in Hillary's mind...
- 2006–201030mTV-PG7.6 (183)TV EpisodeChristine tries to get New Christine to take Richard back, just to keep him from going after an even younger, hotter woman. And in the process, she finds a new man of her own.
- 2006–201030mTV-PG7.4 (180)TV EpisodeChristine and Richard get back together, more out of convenience than out of passion. But the guy she really has the hots for is Ritchie's new teacher.
- 2006–201030mTV-PG7.7 (170)TV EpisodeChristine freaks out when she finds out that she's dating New Christine's dad - which means that if they got married, she could become ex-husband Richard's stepmother-in-law.
- 2006–201030mTV-PG6.8 (185)TV EpisodeRitchie starts asking questions about religion after Richard and New Christine take him to church, so Christine reluctantly decides it's time to take him to church herself.
- 2006–201030mTV-PG7.1 (161)TV EpisodeChristine tries to help Barb when she learns that she's splitting up with Pete, but Christine doesn't understand why Barb isn't more depressed.
- Christine hooks up with Stan one more time. She knows that he's pathetic and she could do so much better, but there's something about him she can't resist.
- 2006–201030mTV-PG7.5 (172)TV EpisodeChristine wins a playdate for Ritchie with Mr. Harris, which only complicates things for her because she has a crush on him and he can't date parents.
- 2006–201030mTV-PG7.0 (162)TV EpisodeChristine tries to find ways in which to cut back in on costs when Richie's school tuition increases. Wanda Sykes guest stars