When the quartet is invited to an engagement party, Carrie and Miranda feel like outcasts - singles without marriage prospects. Samantha picks up a TV agent, but soon switches her attentions to a physically attractive Franciscan, and offers her charitable PR services in a vain attempt to seduce him. When Charlotte asks Trey if they still have a marital future, he gets sexual but this time premature. Carrie has a birthday party from hell as nobody gets there, but is pleasantly surprised afterward.

While Carrie and Stanford hang out at the bar of Brasserie 8 1/2 in midtown Manhattan, they run into Lynn Cameron, an old friend, who is producing a NY fashion show featuring real models and famous New Yorkers as models. She insists Carrie model in the show for her. Meanwhile, Miranda can't believe it when hunky guy at her gym asks her out on a date, telling her he thinks she's sexy. Samantha is trying to get ready to pose for nude photos, sticking to a healthy, organic diet. She says she wants to remember her body as it is before everything goes south. Charlotte has to make a trip to her gynecologist because, as it turns out, her vagina is "depressed." Her doctor gives her anti-depressants and tells her to keep a vagina journal. Later, she sets up Stanford with her old wedding stylist, Anthony Marantino, for Carrie's big day as a model. When he had asked her about Stanford on the phone, Charlotte described him as a young Ed Harris. When Anthony sees Stanford at the fashion show, he is not happy, and he takes off. Carrie is backstage at the fashion show, thinking she's going to wear a beautiful blue sequined dress by Dolce & Gabbana. Backstage, the designer (played by Alan Cumming) says there has been a change of plans. She's now wearing a pair of jeweled panties. Carrie freaks out. He says not to worry, there's also a great blue jacket with it. Carrie's not sure she can go on stage like this. She asks Samantha to comeback stage to tell her honestly how she looks. She tells her she's a model and she looks fabulous. Carrie goes on stage and promptly falls in her stiletto heels. Heidi Klum follows her down in the runway, and Stanford exclaims, "Oh my God! She's fashion roadkill!". Carrie can't do much else besides get up and laugh it off and flash her best smile. Her courage to get back up inspires her friends to face their fears as well.

Miranda is dating Doug, a respected professional, but just can't get comfortable with his loose sense of toilet intimacy. On a 'non-date' with Mr. Big Carrie meets and gets attracted to Jazz musician Ray King, who turns out to own two clubs and is interested in her too. Trey is finally hot enough for Charlotte, but now she finds him too demonstrative in word and deed. Samantha hits on with Maria, a Brazilian painter she meets in Charlotte's gallery, who turns out to be lesbian.

Carrie has another date with Ray King at his place, and confesses she doesn't really like jazz, because it makes no sense; she tells the girls she had the most intense orgasm in her life. Miranda claims to have sworn of sex indefinitely; her alternatives are sweets and TV, rapidly becoming a chocoholic. Samantha declares she has a relationship- with Maria! She tries to be passionate as always, but is told to make love, not porn scenes- and is quit happy learning about lesbian-style lust in a relationship. Charlotte and Trey get active in bed again, and then in other rooms; he's happy again, she gets so frustrated she runs back to her apartment, but in the morning accepts to 'marry again'. Carrie reaches the conclusion she can't really talk with Ray, and decides to break up, rather then just become one of his many soon tossed away instruments.

While Miranda has the feeling there is a ghost in her apartment, Carrie feels haunted when she gets an invitation for the new bar opened by Steve Brady and her own ex Aiden Shaw, but considers he must go as a step to becoming friends again. Samantha gets fed up with Maria's raving about relationships and just misses mens dicks. Charlotte feels it was bad enough Bunny dominated the interior-decoration of their apartment, but then she dictates what type of bed they should get and when he catches a cold even moves in to nurse her 'little boy' exactly as she always did.

Samantha's lover Warren is great in bed, but addicted to something the quartet hates: baby-talk. Miranda finds an attractive man while training for the marathon whom she welcomes in her bed, but is in doubt about his tongue's interest in her rear. Trey and Charlotte feel ready to get children, but a dinner visit by a couple with young kids shakes that confidence. Carrie's first e-mails aim to arrange double date -with Miranda and Steve- so she can get back to Aidan, who however still seems reticent.

Carrie is happy back with Aidan but gets a call from Big. Now she has opted for motherhood and society life, Charlotte wants to quit her gallery job and interviews potential successors. Samantha reviles taxi-thieves but still lands in bed with Brad; he's cocky enough to declare she needs another intimate waxing, but accepts reciprocity. When Miranda strains her neck badly wearing only a bath towel she calls Carrie, who can't cancel her appointment, so Aidan comes to the rescue; the therapy is her first week off in ages. Carrie feels justly punished but too much when Aidan spends time with Steve's foxy bar maid Shayna.

Carrie finally gives her house key to Aidan, but he still feels kept out of her life when she refuses to accept a new laptop from him after hers broke down mysteriously, while she didn't even know the concept of backups, let alone zip drives. Samantha is delighted to try out the similarities between sex positions and the wrestling holds her new boyfriend teaches as a coach. When Miranda's mother dies unexpectedly, so it takes a while for the grief to kick in, Charlotte is determined to contribute to a classy ceremony. Samantha mourns the last thing anyone ever expected to forsake her: orgasms!

When Miranda learns Steve has testicular cancer, she gives him a 'kick in the balls' about taking it serious and then feels guilty, but he ends up thanking her for making him get the best possible care. Samantha can have orgasms again but freaks out every time a date asks about her plans for the weekend, so she accepts when Carrie begs her to come to Aidan's wood cabin up state where city girls feel stranded; Sam quickly focuses on hunky farmer Luke, Carrie crashes in front of Aidan. Charlotte is in the McDougals posh Connecticut country house where mother in law Bunny nurses orchids and sits at Trey's bath planning her still hypothetical grandchild's future, just when Charlotte's meticulous fertility planning dictates using Trey's saved up seed...

Since Steve's testicular amputation, balls are a sensitive subject; he even wants a prosthesis, however supportive Miranda insists they don't matter to women. Now his movie star- girlfriend has dumped him, Carrie must receive heart-broken Mr. Big at pissed-off Aidan's cabin. Trey is offended when Charlotte insists to have his sperm quality tested and needs personal encouragement once he's in the boot. Samantha wants a job from hotel tycoon Richard Wright, but fears that he refuses to hire a woman.

To her horror, Miranda is pregnant after one single night with Steve. After she told the girls including her intention to abort, Charlotte walks out envious and disgusted; Carrie tells Aidan after making him swear not to tell, so he must sit by how his buddy Steve may lose his baby without even knowing, and goes see waiter Chad, the ignorant father of her aborted child years ago. Charlotte gets a fertility test which confirms her chances are only 15%. Meanwhile Samantha longs for a Birkin, the ultimate status handbag, and abuses her star-client Lucy Liu's name to jump the five years waiting list...

When Carrie's apartment is going co-op, Aidan proposes they buy it together. She finds a ring in his things, and accidentally insults Miranda who helped pick it out. Trey's MD tries to control Charlotte's reproductive zeal in light of the tough statistics of in vitro fertilization, and Charlotte looks into adopting a girl from China. At the annual Highland Fling, Bunny's objection to a 'Mandarin granddaughter' causes a marital row. Samantha finds out Richard Wright is a tough boss but into quick sexy without commitment, such as on a flight to Rio. Miranda tells Steve he's becoming a father but that she doesn't expect his help.

Carrie finds living together with Aidan cramps their space, literally as well as figuratively in secret singular behavior. Samantha is hot enough on Richard to give him a blow job, even in his glass wall-office, but resists any romance. Trey is ready to get on with life without a baby, but Charlotte is offended by any alternative and throws a ladies night which ends quickly as they witness a livid marital row. Miranda has a last hot sex partner, Walker Lewis, before her pregnancy is too far advanced.

The girls spend a hot night at the gay club Trade, dancing in a sea of bare-chest good-looking men. Carrie meets sexy, Australian shoe importer -wow!- Oliver Spencer, to Stanford's envy. Samantha gets so high on beefcake, XTC and naked dicks in the gents (no girls there) that she tells Richard during hot sex she loves him, but gets no response. Charlotte is presented in the club to Anthony's boyfriend Gordon, who works for 'House and Garden' magazine, and arranges for it to take pictures at her place, the house of a 'perfect couple' - but Trey's lack of interest for yet another thing that excites her pushes their relationship to effective separation. Miranda's pregnancy becomes known at her law firm when a young colleague Max means to defend so her dozing off, but they're overheard when she says to what it no more out then his being gay (as she saw him in Trade)- the next day they both come clean.

In order to get over her divorce, Charlotte takes up tap-dancing, but it doesn't solve her emotional state. Richard has enough confidence to admit doing it with Bebe and invite Samantha to join him in the luxury shower in one breath; she obliges, but still is vexed enough to have a quickie just to spite Richard, who doesn't bother. Aidan joins his fiancée Carrie in their smaller shower. Miranda learns from her gynecologist the baby is a boy, and is terrified not to be flooded by maternal feelings. The two brides go wedding shopping together, but Carrie chokes in a dress, an extreme symptom of wedding gibbers, or is it more serious?

Carrie has an opportunity to buy her apartment since it's going coop, but without her ex-fiancé Aidan can't get enough capital together, so she must consider a cheaper lifestyle; Miranda calculates she wasted some $40,000 on her shoe obsession. Samantha takes a Chanel bag and other luxury gifts from Richard as a declaration of love, till she realizes how impersonal the cards are. Charlotte wanted to get her wedding ring converted to a necklace, but the words 'melt it down' make her realize she's not that ready yet. Realizing her financial misery after seeing unaffordable apartments she wouldn't even want, Carrie considers accepting a loan from Big, but after Sam and Miranda say they would rather spring her themselves tears up his check. Charlotte takes a volunteer job in the museum, and Carrie, who can only get freelance work with Vogue, works her frustrations out on the rich girl, who tells her off to manage her own finances like an adult. Taking a bath in Richards apartment, Sam bumps on his gay personal shopper Roger, and makes him put in a card mentioning love for a change. Pregnancy-horny Miranda talks Steve into giving her multiple orgasms, but 'no strings'. Charlotte gives her ring to Carrie for a down-payment, so the contract is signed.

Carrie presents her first free-lance article to the Vogue editors, who react completely differently: Enid barks it's simply 'her column', so 'not Vogue', but Julian takes to her - perhaps even too much. Richard says he doesn't want to celebrate his birthday but Samantha insists he picks a gift, and he chooses a threesome with a young waitress. When Miranda complains about getting things for her future baby, Charlotte - who is mourning her own motherhood ambition - offers to throw her a baby-shower but is instructed to keep it low-key, almost businesslike, without the usual baby theme.

Big tells Carrie he's moving to Napa Valley, but their last night together is interrupted when Miranda goes into labor; Samantha suspects Richard of cheating.