Following a whirlwind romance, Teddie and Max get engaged, but she has difficulties ingratiating herself to his kids.
Teddie has to choose between taking a meeting with Hillary Clinton or attending Carter's school art fair.
Teddie attempts to juggle her career, friendships, and her newfound motherly duties, but she winds up with an annoyed client, a disgruntled bestie, and an unintentionally erotic cake.
While enjoying a night out with Max and her girlfriends, Teddie runs into her ex. She's appalled that Max isn't jealous, and she herself becomes overwrought with jealousy when she learns that he had a fling with a woman who sometimes babysits the kids.
Teddie gives Carter some advice about girls which horrendously backfires and finds him accused of sexual harassment.
Teddie and Max spontaneously decide to take a dance class, which leads to a quarrel due to Max's lack of dance skills.
When Teddie throws an extravagant birthday party for Eliza, she's targeted for scrutiny by a pack of mean moms.
Teddie freaks out after Max's college roommate gives her an uncomfortable goodbye kiss. Meanwhile, Hillary and Judy feel uneasy about Teddie's decision to make Doris one of her bridesmaids.
Max hopes to land a job at a prestigious magazine, but Teddie's the one who's asked to author an article.
Teddie's Christmas plans are shattered when she discovers Max has invited her mother for the holidays.
Teddie becomes protective of Carter when he brings home a disrespectful older girl.
When Eliza loses the role that she wants in the school play, Teddie promises her a role in a TV commercial.
Teddie tries to trick Max and Hillary into liking one another.
Teddie feels threatened when Judy has her own whirlwind romance.
Teddie's racy photos for Esquire Magazine are the talk of the town when Max's repressed parents arrive for a surprise visit.
After Carter is punished for getting drunk and breaking curfew, he discovers college home movies of his father stoned.
Carter gets a job at Korndog King and gives away food to the popular kids; Teddie adopts a psychotic cat.
Teddie takes Carter to a party where her famous friends inflate his ego.
Teddie decides to sublet her apartment, but she has second thoughts after realizing she and Max can use the pad to have uninhibited sex.
To appease Eliza, Teddie decides to forget her dream wedding and run down to city hall to marry Max, but a variety of complications ensue.
Teddie's bachelorette party takes an unexpected turn when she's reunited with her former best friend.