The New Adventures of Old Christine - Season 1 (2006)

Christine's 8-year-old son, Ritchie has been accepted into a posh private school where Christine encounters two snooty class moms, Marly and Lindsay, who can't seem to grasp the concept that Christine actually works. Her 20-something slacker brother, Matthew, lives with her, but in a pinch, also serves as Ritchie's babysitter. On the first day at Ritchie's new school, Christine is mortified to discover that her ex-husband, Richard, with whom she gets along even better than when they were married, is dating a young, nice, impossible-to-hate woman also named Christine… the "new" Christine.

When Christine learns that Richard and "new" Christine are enjoying an intimate relationship, she becomes determined to make her own conquests. After several failed attempts to meet eligible men, she finally runs into a guy named Stan at the grocery store. Unbeknownst to Christine, Stan is a father at Ritchie's school who is known as "Sad Dad."

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.

After 10 dates, Christine faces a critical moment in her relationship with Burton. Will she or won't she? Let him in the house, that is, to meet her son, Ritchie. She eventually relents, only to be thrown for a loop later.