Carrie deals with her past with Aidan when she runs into Nina Katz, who had dated Aidan after he and Carrie split up. Charlotte gets a tough lawyer to go up against Bunny in a fight to keep her apartment. Miranda has no one to turn to when she needs help taking care of Brady. Samantha tries to return a spent vibrator, then spends some of her free time on Miranda.

Carrie goes to San Francisco to promote her book and visit Big. Charlotte sleeps with her unappealing (to her) divorce lawyer, Harry Goldenblatt. Samantha accompanies Carrie to California, looking for a good time.

The girls attend the Hamptons wedding of an over-the-hill socialite and a lounge singer whom they all thought was gay. Carrie encounters Jack Berger again. Charlotte goes public with her relationship with Harry. Miranda gets more comfortable with the baby and with her role as a mother. Samantha throws a huge party at Richard Wright's Hamptons house.

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).

After Berger flips out and flips off his ex-girlfriend's answer-phone message, Carrie tries to not think about her influence on his life. Miranda finds condoms in Brady's diaper bag and gets upset with Steve. Newly converted Charlotte mourns the loss of Christmas. An on-the-job quickie with Samantha gets Smith fired from a catering gig.

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.

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.

Carrie finds that a casual fling with Harry's best man is a pain in the neck. Miranda is scared of meeting Steve's new girlfriend. After Harry accidentally sees Charlotte in her wedding dress before the big day, she is convinced their wedding is cursed. Self-sufficient Samantha struggles without a man around.

Carrie's shoes are stolen at a party; the hostess (Tatum O'Neal) not only refuses to apologize, but shames her for her extravagant footwear — and lifestyle choices. Miranda gets chicken pox, and she flirts with the handsome black doctor who just moved into her building. Charlotte must adjust to living with Harry (and his tea bags) in her pristine apartment. Children misbehaving in nice restaurants annoy Samantha.

Carrie meets fifty-something Russian artist, Aleksandr Petrovsky (Mikhail Baryshnikov), at a gallery. Miranda's boyfriend Robert says "I love you" but she cannot say it back. Charlotte is delighted to discover she's pregnant — then devastated when she miscarries. After finding one gray hair down under, Samantha dyes her pubic hair with shocking results.

Carrie finds Aleksandr's old-world romantic attention a little overwhelming. Miranda prepares for her non-traditional wedding to Steve. Charlotte and Harry's romantic French dinner leads to a night of the runs. Samantha considers a breast augmentation and receives some unexpected news.

Carrie discovers that Aleksandr has decided to not have any more children. Miranda and Steve go on their honeymoon to a remote inn in upstate New York. Baby Brady sees Charlotte and Harry having sex. Samantha uses Smith's fame to get her an appointment with a well-known female oncologist.

Carrie gets upset at Aleksandr for being inconsiderate of her feelings about Samantha's cancer. When her new family outgrows her apartment, Miranda considers buying a house in Brooklyn. Charlotte receives a dog and names her Elizabeth Taylor. Samantha's hair falls out as a result of chemotherapy.

Aleksandr refuses to talk about his work or introduce Carrie to his friends. Miranda adjusts to life in Brooklyn. Charlotte decides to enter Elizabeth Taylor in a dog show. Samantha makes a sex tape with Smith after a tabloid reports that she's his "fag hag".

Petrovsky hosts a dinner party for Carrie's inner circle, and makes a shocking announcement. Later, the death of an old party friend (Kristen Johnston) helps Carrie reach a big decision.

Before joining the Russian in Paris, Carrie has one last dinner in New York with Samantha, Charlotte and Miranda. However, life in the City of Light doesn't live up to her expectations. After being told-off by Carrie before the dinner, Big goes to girls for advice; they tell him to go to Paris and find their girl.