Will, Grace, Karen, and Jack wish they could have experienced Christmas in old New York City, but realize the past was not quite as romantic or open to diversity as…

With the kids away at the school dance, Katie and Greg look forward to a romantic evening alone; but Anna-Kat is crushed when the boy she likes doesn’t ask her…

Anna-Kat runs for the Green Chair position in the school election against Chloe Brown Mueller’s daughter, which results in Katie and Chloe turning their kids’ election into a feud of…

After the previous “fattest housewife” in Westport gets plastic surgery to lose weight, Chloe Brown Mueller rubs it in Katie’s face that Katie has now assumed that title. In order…

Katie lands the perfect pawn to play on the insecurities of the Westport housewives when she convinces a hot young trophy wife named Harper to volunteer as room mom for…

As Oliver and Taylor stumble through their love lives, Katie begins to miss the spontaneity and unpredictability of being young and in love. Meanwhile, Kathryn’s plan to soothe Oliver’s heartbreak…

Katie plans a “friend date” in hopes of reconnecting with Taylor and encourages Greg to attend self-help guru Johnny Diamond’s seminar with Oliver. Meanwhile, Anna-Kat takes extreme measures to secure…

Katie feels left out and slightly jealous when Greg becomes fast friends with the newest member of the Westport Historical Guild. Meanwhile, Oliver fears Cooper is ditching him when he…

When Katie’s mentor and dear friend Tami moves to Westport, Katie wastes no time introducing her to her “A Real Mother” vlog viewers. Meanwhile, Taylor discovers Greg has been keeping…

Katie and Greg struggle to resist the urge to micromanage as their children navigate life choices, such as landing your first job, picking out friends and managing homework.

The Otto children are beginning to experience struggles in their love lives after jumping into the dating world: Oliver is forced to choose between his girlfriend and his friend Cooper…

Katie enlists Angela’s legal help to convince Chloe Brown Mueller to sign off on the venue for the Spring Gala, but Angela ends up cozying up to Chloe instead.

Despite pressure from Oliver, Greg and her rival, Tara, Katie insists she’s going to plan the Spring Gala her way. After Oliver is emasculated by his ex-girlfriend, Greg attempts to…

Katie and Greg dislike Taylor’s new boyfriend, so they attempt to use reverse psychology to drive a wedge between them, which later backfires. After Spencer’s over-the-top vision for Oliver’s first…

Greg comes down with the flu and Katie battles exhaustion trying to take care of him and the kids. Her exhaustion leads to a confrontation with the school’s overbearing school…

Phil takes over Halloween decorating duties from Claire. Jay is upset when he wants to dress up as Prince Charming but Gloria buys him a Shrek costume. Mitchell has a…