Carrie has overslept and rushes like crazy though bogged-down traffic, for she has the honor to open Wall Street by ringing the bell, and has her first 'official' date with Jack Berger, but takes the girls' advice to date simultaneously, notably graphic designer Applegate, a disaster. Miranda finally admits being in love with Steve, baby Brady's father. Charlotte tests Harry's determination not to marry a non-Jew, but even sex fails. Samantha is happy in her sexy neighborhood, where a Pottery Barn looks more out of place than SM leather, and notices the incredibly attractive Wall Street yuppie Chip Kil-Kinney moving in at her building; when she welcomes him with a kinky gift basket, he accepts her dare to drop his towel to take it; they have hot sex and he gives her a hot stock tip. Alas when she has him handcuffed the next day.

Carrie is taken with her romantic Berger, except when it comes to taking her in bed, and admits it to the other girls in the vegan restaurant where the cooking is so light it deserves the name Raw (but restaurant?)- where Samantha dragged them just because the waiter is too hot to miss out on. Charlotte announces her unshakable intention to convert to Judaism in order to become eligible to marry Harry, but finds the rabbi most reticent. Miranda, rejected by Steve, stakes her substitute love life on a state of the art video recorder, but technology can break down, especially when her housekeeper Magda sits on it. Samantha sits out an inedible marathon to be the last customer at Raw and sit on the yummy waiter and vice versa.

Carrie finally sees Berger's apartment, and likes it but hears it's the work of his ex Lauren, just as his sleeping sounds machine. Big suddenly phones her from California. Charlotte aces her Judaism classes, but is shocked that she must abandon all Christian traditions, even Christmas trinkets. Miranda's ex, Steve, has a new girlfriend, Debbie, so she accuses him of neglecting his paternal duties, perhaps angry after she declared her love and he rejected her. Samantha has sex with the Raw waiter at a crazy would-be designers handbag party, which gets him fired. When she offers to compensate him financially, he's insulted. While she tries to make it up to him, he tells her he's an actor named Jerry.

Charlotte is shocked and Berger slightly embarrassed when Samantha enthusiastically explains how she enjoys role-plays with her sexy actor Jerry "Smith" Jerrod, including fake rape. Miranda is relieved when he says a man not calling her back just means not interested, as men don't send sexual double messages. When Carrie can't help herself and criticizes a futile detail in Berger's book, even though she loves it, he shuts down; Samantha cuts of Jerry when he confesses being in AA; both couples soon make up. Charlotte makes her first sabbath a grand production- her pride and nitpicking don't make Harry set a wedding date as she desperately wanted but even walk out altogether.

Carrie drags Berger along shopping to Prada, and brags with a check from her publisher for success in Europe, but learns then her publisher dumped both her supervisor Courtney and Berger; when he takes her on a rather wild bike ride, she freaks out. Miranda still wrestles with her feelings for Steve; Charlotte feels like a basket case after Harry dumps her. When Samantha learns Jerry has dropped his waiter job to do a terribly bad paying play outside Manhattan, he can only lure her to it by promising hot sex afterward. She decides to help him by doing its PR, based on the fact he goes full-frontal in it, and aces its premiere.

Carrie finds being an 'irreplacable' freelance writer is not an excuse to dodge jury duty. After her break-up with Harry, Charlotte keeps going to synagogue alone, where Jewish ladies swarm to match her to their eligible sons, but she dishes neither till Harry reappears. Berger is fed-up with disloyal Carrie and the girls' attitude men are always wrong, so he decides to take a break from her in the Hamptons. Miranda is made to understand at the law firm her maternal distraction won't be pardoned; at home Brady seems to feel neglected too. Samantha launches Smith's image as a practically naked perfume poster model 'Abolute Hunk' but he has no confidence even though gays already drool over him.

The quartet's morning meeting hears counterbalancing news: Charlotte is elated to show her engagement ring from Harry while Carrie, infuriatingly pissed off, is determined not to make the day 'the day she got broke up with a post-it', as Berger chose this excessively succinct medium to beat her to the dumping line. Samantha takes the girls to a new club called 'Bed' where Miranda, who just discovered because of being too busy to eat she can fit into her skinny jeans once again, meets a nice man, Peter. Carrie drags everyone out after having lectured Berger's friends about imaginary break-up etiquette and manages to get street kids to sell them pot. Samantha hears Smith on TV putting on the 'I'm still single' act she advised him and finds she doesn't like how it sounds.

Vogue sends Carrie to report on the latest fitness craze, trapeze 'flying', and she's hooked. Charlotte and Harry prepare for her second perfect wedding, helped by Anthony. Harry's funny friend Howie gets on with Carrie, but in bed drills like a rabbit. Steve wants his girlfriend Debbie to meet Miranda, who hides under the bed to avoid meeting her. Charlotte's big day seems ruled by Murphy's - rather than rabbinic - law: her picture in the paper and her dress in synagogue are stained, Samantha's diamond bracelet falls to pieces...

Carrie has no luck at a baby shower: Stanford snatched the last good gift from the list, and host Kyra makes everybody take off their shoes. Carrie's Manolos disappear and Miranda insists she should be compensated. Kyra offers to pay for them until she finds out they cost $485. She claims the shoes are an irresponsible waste and will only pay $200. While she grumbles singles don't get any gifts after graduation, Samantha learns even her bravado is helpless when it comes to children. Miranda meets and instantly falls for handsome new upstairs neighbor Dr. Robert Leeds. After Harry moves in, Charlotte obsesses about his habit of leaving dripping teabags around the apartment; the next day she learns he walks around stark naked in the morning.

Carrie agrees to a reunion to see how her high-school crush -whom she dumped- is, and finds Jeremy got even more attractive. Back in hot Manhattan Samantha can't get through the waiting list for Soho House club which has a pool with service, but picks up someone's (Annabelle Bronstein's) forgotten pass. When Stanford has paraded his hunk Marcus in front of Charlotte and Anthony, the latter proves with a photo from Honcho magazine that the stud used to work as a gay escort named Paul, Charlotte shows it to Miranda at the Knicks game in Madison Square Gardens where they admire her flame, doctor Robert Leeds, who treats the team but seems interested in a cheer-leader. When Jeremy stays at Carries, he tells her he's in intensive mental therapy in an excellent facility. Just when she invited the other girls and Stanford, who got to see the Honcho photo, Samanatha is found out not to be Annabella -who's British- and thrown out. Stanford his broken up with Marcus and asks Carrie to a gay prom ball- they even make king and queen; Marcus turns up...

Carrie hears Big is in New York to get a 'routine' heart operation and fears for his life; sharing his convalescence makes them close again, but not for long. Miranda is getting on with her neighbor & boyfriend Dr. Robert Leeds, enough to take her first true day off work ever to spend in bed with him- just then Steven burst in and is so surprised by the doc's butt that he butts himself a bloody nose, which gets under control the Knicks way: with a tampon. Now Smith is back, Samantha instructs him sexy manipulations, but can't handle holding hands. Charlotte is seeing the Chinese doctor Mao, but must first learn to concentrate on the acupuncture amidst the city noise.

When Carrie follows Charlotte to a performance by a woman in Chelsea who speaks nor eats, she meets famous Russian painter and sculptor Aleksandr Petrovsky, who is intrigued by Carrie's cavalier attitude. Samantha, who bravely announces she is 45 and getting glasses, tries to rejuvenate herself by an intimate hair-coloring after finding gray down there, which proves disastrous. Charlotte gets pregnant but has a miscarriage and is plunged into depression until she finds inspiration in a TV documentary on Liz Taylor. After Robert declared his love on a cookie, Miranda gives Brady's first birthday party, breaks her promise to Carrie not to have a ('scary') clown and finds herself declaring her love to daddy Steve, who reciprocates.

After three weeks, Carrie gets a written invitation from Aleksandr; they start flirting and end up in bed. Charlotte looks for a new perfume and a volunteer career while waiting for another pregnancy. Miranda would be happy back with Steve, but keeps bumping into unforgiving yesterday's perfect man Robert. Samantha didn't feel like accompanying Smith to a Teen Girl party- till she reads it's hosted by her ex Richard Wright; she tells Smith they should each play with their own friends, but is greatly relieved to find him waiting for her anyway.

Miranda and Steven exchange good intentions and she proposes to him, instantly sealed with a kiss; the girls wonder what to buy her, not too domestic etcetera. Carrie admires Aleksander's piano playing and poetry reading but isn't really comfortable with such old-fashioned romancing; however a dress from his personal friend Oscar de la Renta sets her glowing. Charlotte and Harry enjoy a romantic French restaurant, but the digestion proves a waking nightmare. Samantha feels, after seeing her photos in a magazine report on Smith, she may need bigger, but still tasteful breasts; alas the plastic surgeon discovers a lump which proves to be a cancer tumor.

Carrie feels extremely welcome with Aleksandr when he spontaneously gives her keys and even the alarm code, which she can't remember. When the girls hear Miranda and Steve are going on a a honeymoon - according to Sam, 'sex with room service' - they offer to babysit Brady. The first watch goes to Carrie, who thus finds out Aleksandr has had a 22-year daughter in Paris and neither wants nor can sire another; Charlotte has him next, and panics when the baby sees her intimate with Harry. When Samantha's male gynecologist sort of suggests her childlessness contributed to her cancer-risk, she walks out indignant. Samantha finds his best-reputed female colleague is booked for months, no matter who she knows, so she keeps waiting until the receptionist sees in a magazine that Jared Smith is her boyfriend.

After eating at restaurants of various exotic nationalities, Aleksandr decides to cook in Carrie's apartment, where he sees and kills a mouse. What she really cannot handle is his insistence to be open about death, even from breast cancer, while she insists on avoiding the subject. The girls try to make visit time in Samantha's hospital room resemble cocktail hour. Ever-competitive Charlotte learns none of her eggs are good, again, but meets King Charles Spaniel show dog Princess Dandyridge Brandywine, who fails because of a shorter leg, and Charlotte decides imperfection is no reason to give up on someone. Now Brady has taken over their bedroom, Steve insists Miranda and he consider moving to a larger home - in Brooklyn! When Samantha loses some hair while hooking up with Smith, they both freak a little; unable to find a satisfactory wig, she decides to shave her head, and Smith does the same.

Carrie is embarrassed to be presented to Aleksandr's artistic friends now that he's getting another Paris exposition and enjoys four cold days in his apartment. Miranda is grumpy during their move to Brooklyn, but Steve delivers in every respect. Samantha and Smith Jerrod invite Stanford and Marcus out - the Tattle Tale columnist prints a rumor that Smith is gay; Sam won't have that undo her rep, so she releases a sex tape with Smith online. Big is calling Carrie again but she deletes his messages. Charlotte is enamored with her puppy, and decides to enter her in a dog show, with Anthony as groomer and inviting the girls plus Stanford - the dog goes into heat but still wins. Carrie unexpectedly brings the girls to visit Aleksandr, but he tells them to keep out of the atelier as he's working.

Carrie finally has a chance to present everybody to Aleksandr at a dinner, but he's rather aloof and drops the bombshell that he expects her to move with him to Paris for good. Samantha and Charlotte act supportive after some questions, but Miranda doesn't hide she's dead against the idea. Enid invites Carrie to a party, and asks her to bring Aleksandr and a friend of his for her. However she rejects graying food critic Martin Grable as an elderly 'hobbit', dumps him on Carrie and argues the fishing pond for her age group is so small that Carrie's relationship with the older Russian is unfair. Charlotte's King Charles Spaniel joins the list of pregnant females to be jealous of, annoyingly after doing it with eight pedigree-less mutts, but when the puppies come so does Charlotte's maternal instinct. After ample consideration, Carrie chucks her job and announces, symbolically at the funeral of Lexi Featherston, the party scandal queen of the 1980s, she is moving with Aleksandr to Paris.

Just when Carrie is almost ready to leave for Paris for good, Mr. Big shows up in his limousine - yet she walks away from him for her last dinner with the girls, where Charlotte cries and Miranda makes up. Samantha has her personal input, from nature and experience, concerning a cancer benefit. Once in Paris, Carrie loves the city, but doesn't love sharing Petrovsky's love with his bratty daughter Chloé and his time with his obligations as busy artist. After a disastrous day shopping, her confidence is down like her credit card limit and she loses her "Carrie" necklace. Carrie calls Miranda, homesick for New York and thinking about Big, who turns to the girls there.

Carrie has lunch with Petrovsky's ex Juliette B. who tells her he always gives priority to his art above his partner- she finds that true and has a generally bad time. Charlotte prepares with Anthony to receive her promised adoption baby's birth parents, but those changed their mind; ultimately she and Harry get another baby girl from China. Steve's ma Mary suffers memory loss after a mild stroke, and Miranda offers to take her in, which their maid Magda calls love. Samantha finally admits that Smith means enough to her, unlike any other man, to be jealous. Mr. Big has finally realized that he cannot be happy without Carrie and sets out to bring her back to New York, just when she was considering breaking up with the Russian anyhow.