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 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 begins to feel attached to Aleksandr but cannot ignore his womanizing past. Together again, Steve moves into Miranda's apartment and finds it hard to avoid her angry ex-boyfriend Robert. Charlotte tries to forget her miscarriage by volunteering. Samantha accompanies Smith to an industry party hosted by Richard Wright.

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 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.

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 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 high-school sweetheart visits her in New York—on his way to a mental asylum in Connecticut. Miranda develops a crush on her attractive neighbor Robert, the team doctor for the Knicks. In order to get into an exclusive pool at the SoHo House, Samantha pretends to be a member — and British. Geri Halliwell and David Duchovny guest-star.

Carrie shows strange signs of distress when Big needs heart surgery. Miranda gets close to her new boyfriend Robert, but is reluctant to introduce him to Steve. Reproductively-challenged Charlotte tries acupuncture in order to get pregnant. Samantha refuses to hold hands with Smith.

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 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.

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.

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 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 returns, but then breaks up with Carrie with a Post-It note. Miranda finally loses all her baby-weight and rediscovers her "skinny jeans". Charlotte decides she wants a small wedding. Samantha is reluctant to be labeled as Smith's "girlfriend".

Carrie dates a twenty-something man who's openly bisexual. Miranda deals with personal issues when Steve proposes moving in with her. Charlotte poses as a drag king for an artist at her gallery. Samantha butts heads with her new twenty-something male assistant.

Carrie and Mr. Big begin dating on a regular basis, but she learns after bumping into him that he is dating other women. Samantha begins to look for an apartment to purchase.

Carrie accidentally suggests that her friend Susan Sharon leave her domineering, violent husband. Miranda builds up the courage to talk dirty in bed. Charlotte tries to replace the perfect man with the perfect dog. Samantha gets dragged to couples' therapy with James and tries to avoid talking about her real problem with their sex life.

Carrie starts seeing Mr. Big again. Miranda buys her own apartment on the Upper West Side. Charlotte meets a recent widower at a cemetery. Samantha's actions with a married man gets her in trouble with the New York high-society "ladies who lunch" and only a titanic star can help her out.

Carrie meets a jazz musician while on a pseudo-date with Big. Miranda tries to get more comfortable using the bathroom in front of her date. Charlotte is dismayed that Trey only wants to have sex in places where they can get caught. Samantha meets Maria, a lesbian painter, at Charlotte's gallery, and questions her own sexuality.

Carrie continues to date Ray King, the jazzman, but finds he has an ADHD problem. Miranda substitutes chocolate for sex. Charlotte deals with Trey getting a little too overconfident in bed. Samantha tells the girls she's in a relationship with Maria and is now a lesbian.

At a birthday party for thirty-something Miranda, Carrie and her friends vow to stop worrying about finding the "perfect" male and start having sex "like men". Carrie has several encounters with tycoon heartthrob Mr. Big. Miranda starts dating nice-guy Skipper Johnston. Charlotte goes on a date with Capote Duncan, but when she tells him she won't have sex with him, he goes to a club and winds up going home with Samantha.

After Miranda and Skipper bump into each other at the convenience store, they sleep together for the first time. Carrie interviews Barkley, a modelizer who videotapes his conquests. Derek, a male model client of Stanford Blatch, spends the night with Carrie after a fashion show, although they don't sleep together. Samantha chases Barkley while at a fashion show, in order to be taped.

Carrie and Mr. Big have their first official "date", but Carrie suspects Mr. Big is keeping her secret from his social circle. Miranda dates a man from her gym class, but she discovers a spanking video in Ted's apartment.