Carrie invites Jack Berger to her book opening party, which turns out to be a huge event. Charlotte butts heads with Bunny MacDougal. Miranda's single life and her life with Brady conflict. Samantha gets an impulse-buy chemical peel that goes awry.

While nervously anticipating her first date with Berger, Carrie runs into Aidan for the first time since their breakup, and is surprised by how far he's moved on. Miranda realizes she's in love with Steve—only to hear he has a new girlfriend. Charlotte struggles with Harry's assertion that he can only marry a Jew. Samantha sleeps with a stockbroker who gives insider tips while inside her.

Carrie and Berger's dates sizzle in the restaurants, but fizzle in the bedroom. Miranda becomes addicted to a British show featuring an interracial romance. A tenacious Charlotte pursues converting to Judaism for Harry. Samantha and the girls go to a cold-food restaurant where Samantha meets hot waiter Jerry Jerrod (Smith).

Carrie feels bad for criticizing a minor point in Berger's book. When Berger teaches Miranda how to tell that a guy is "not that into her", she feels the need to spread the word to other women. Charlotte cooks her first Shabbat dinner for Harry. Samantha and Jerry act out all their sexual fantasies.

Carrie receives a big royalty check for her book sales, which upsets Berger— whose book deal has been dropped. A lovesick Miranda helps Steve bake cupcakes—for his new girlfriend. Charlotte is reluctant to date after Harry leaves her. Samantha takes charge of the PR for Jerry's struggling play where he gives a striking—and nude—performance.

Berger tells Carrie that he needs a break from their relationship. Workaholic Miranda has to cut her hours at work in order to spend more time with Brady. Women from the synagogue compete to set Charlotte up with their single sons, but she runs into Harry at a singles night, and they realize they are meant to be together. PR Manager Samantha changes Jerry's name to Smith and gets him great exposure on a revealing billboard in Times Square.