Carly Craig

When Oliver reveals that he's so embarrassed by his parent's modest house that he'd rather not have a birthday party at all, Katie decides to teach him a lesson by throwing him a surprise party at home with all of his wealthy friends.

Katie's scheme to get out of mandatory volunteer hours and the kids' school by pretending to be pregnant gets out of hand when the other moms plan a baby shower for her.

In an effort to get Anna-Kat invited to a popular girl's birthday party, Katie dresses up like other Westport moms and spends time at the yoga studio.

Katie teams up with Oliver to bribe rich Westport families to donate big-ticket items for the spring gala; Greg takes Taylor and Anna-Kat to a Revolutionary War re-enactment.

Anna-Kat tells her parents that all she wants for her birthday is to be able to walk to the library alone; Greg struggles to adjust to the fact that Taylor has a boyfriend.

When Doris insists that Katie attend the charity polo match she's organizing, Katie invites her best friend from college.