When Carrie turns 35, all the girls reflect on how it feels like being in their thirties and still single. Samantha is doing just what she likes best: men - her latest attempt is a monk, and despite her unsuccessful attempts to drive him to sin she still manages to have some sex with him, even if it's only in her mind. Charlotte still believes in soulmates. Unfortunately she realizes Trey isn't hers after he ejaculates on her leg ("my soulmate wouldn't do this to me", she whines). Miranda, at first marveled with the greatness of marriage realizes that you don't have to be married to be happy, while Carrie freaks when no one shows up at her dinner party and she goes home feeling depressed and abandoned. Fortunately, Big shows up with a bottle of champagne. And even though he might not be her soulmate, it's good enough for her. After all, not everything is perfect. Not even your 35th birthday.
Carrie is asked to be a model on a fashion show mixing real models and real people. At first reluctant to believe she was chosen to be a model, Carrie is quickly swept off her feet with the glamour of the fashion business. But as everything that comes fast goes fast her dream turns into a nightmare when moments before the show her dress is changed to a jewelry panty. With a huge hair, heavy makeover and high heels, Carrie finally feels like a supermodel and enters the stage strong and confident, only to fall from the top of her shoes. Nevertheless, she gets up and goes on with the show, after all she's a real person and when real people fall they get back on their feet and move on. Meanwhile, Charlotte is embarrassed to change gynecologists when she develops a rash on her vagina, and even more embarrassed when the doctor prescribes anti-depressives for her vagina. But the real solution for Charlotte's depressed vagina is more attention, and so Charlotte finally meets her female part wi.
Carrie and Big finally seem to be getting along fine, despite the girls's pressure for her to define what kind of relationship she has established with him. Carrie doesn't know it herself, but it clearly shows as not being a regular friendship when she flirts with a jazz player. Big shows up on their date and acts jealous about Carrie, and she has to set some boundaries. Meanwhile, Miranda lowers her boundaries too when she decides to let her boyfriend pee with the bathroom door open, but changes her mind after he decides to do everything else with the door opened. Charlotte sets her boundaries on Trey, who wanted to have sex on virtually every room they stepped into, and Samantha lowers her boundaries on relationships when she decides to take on a lesbian relationship with a Brazilian artist.
Everyone is having sex except Miranda. She's on a sex strike because she's tired of going on bad dates so she substitutes sex with chocolate. She finally ends her strike and masturbates. Carrie is having mind blowing sex with Ray, the jazz club owner, in hopes of forming a relationship. Charlotte is having great sex with Trey but is angry with him for not asking him to move in with him. He later comes to see her and not only does he ask her to move in with her but he also asks her to re-marry him, she accepts. Samantha decides to give relationships a try because she really likes Maria. She tells Carrie, Charlotte and Miranda that she's in a lesbian relationship and they support her when she tells them that she wants to have sex when it feels right. It apparently feels right rather quickly because the following day she's telling them about how great sex with another woman is.
Miranda is invited to the opening of Steve's bar, but is afraid to go because he seems to be getting on with his life while she's been living the same life she did except she's still single now. She asks Carrie to join her, but Carrie is reluctant once sees that Aidan is Steve's partner. However, after mature thinking, Carrie decides that if Aidan can be a bigger person and invite her, she can be even bigger and buys him a plant. When she enters the bar Steve tells her Aidan didn't invite her; he did. Shocked, Carrie flees the scene before she runs into the ghost of Aidan. Meanwhile, Charlotte is faced with a ghost of her own when Bunny insists they buy her preferable mattress. Suddenly Charlotte realizes that their apartment is more Bunny than her and decides to take a stand in the name of her marriage. Samantha is bored with all the talking and soaking of her lesbian relationship, and Maria buys her a strap-on to make up for Sam's dick abstinence. Unfortunately she never knew how har
Carrie sends Aidan an email saying that she misses him and when he doesn't respond she decides to give him a call. They go out with Miranda and Steve and Carrie senses that Aidan wants a relationship too even though he tells her that he doesn't want a relationship. She pursues him anyways and they have sex. He later shows up again and they go walking the dog. Samantha attracted a man by using fake nipples but discovers that he's a big baby when she tells him to stop using baby talk during sex. Miranda meets a man who she dubs Marathon Man because he's training for a marathon. They have sex several and she's shocked when he performs analingus on her. She wonders if she has to reciprocate so she confers with Charlotte, Carrie and Samantha and they all tell that they've never done except for Charlotte who seems to find it acceptable because she's married. Charlotte and Trey try to have a baby but after having dinner with married friends and their children they decide to stop trying
Things between Carrie and Aidan - which had been going great - get weird after Aidan overhears Big on Carrie's answering machine. While he seems more distant and cold, Carrie goes out of her way to please him. Finally, when Aidan and a waitress get too friendly, Carrie confronts him if he's out to get even with her. He asks her not to see Big again, but she can't. Aidan will just have to accept it. Meanwhile, Samantha goes to bed with a guy who stole her cab and ends up shaving his pubic hair after he tells her to get waxed. And Charlotte faces lack of support from her friends when she decides to quite her job and become a full time wife and mother - and maybe cure Aids in the meantime. All the arguments she has with Miranda cause her to have a neck thrown out, and if that wasn't painful enough try having Aidan picking you up from the bathroom floor when you're naked.
Carrie freaks out when her computer crashes because her whole life was on the computer. Everybody starts telling her that she should have backed up her work. Aidan buys her a new computer and a zip drive and she gets angry at him for invading her space. He gets angry at her for not letting him be a part of her life more and he gives her back her key. Miranda's mother dies. Samantha buys a guide on the street featuring 1001 sexual positions and tries them with her wrestling coach boyfriend. For some reason she can't get off and fears that she lost the ability to have an orgasm so she masturbates all day to try and get it back. Carrie, Samantha and Charlotte go to Miranda's mother's funeral to give Miranda their support and Carrie is surprised to see Aidan there.
Carrie goes to Aidan's cottage with him and is bored, and scared of a squirrel, so she returns to the city where she has dinner with Mr. Big and he tells her that he's dating a movie star. She decides to give it another shot and returns to the country this time with Samantha. Samantha is bored until she sees Farmer Luke and she decides to ask if she can borrow some milk and they end up sleeping together. Miranda finds out that Steve has testicular so she tries to comfort him but it ends up pissing him off because he thinks she's pitying him. Charlotte and Trey go to Trey's mother's where they keep trying to have a baby.
Carrie goes to the country with Aidan and ends up accidently inviting Mr. Big when Willow breaks up with him. He calls Carrie and tells her that Willow dumped him and she says that she wishes that he could come over but it's too far but he's willing to take the long drive to see her. She gives him the directions and then tells Aidan who isn't pleased to hear that Mr. Big is coming over. He says that it's like a super hero thing and Mr. Big is Batman while he's the Green Hornet. Mr. Big gets drunk and Carrie won't let him drive so Aidan lets him sleep on the couch. The following morning Mr. Big tries to apologize to Aidan but Aidan starts a fight with him and Carrie steps in to stop them. It turns out that they really get along. Charlotte sends Trey to have his sperm tested but he can't do it in a cup. She comes in to see how things are going and they end up having sex in the little room. Miranda goes with Steve to see a specialist about getting a prostetic testicle but Miranda tell
While Charlotte is frustrated that she's can't get pregnant despite her efforts with Trey, Miranda has the exact opposite problem: her lazy ovary combined with Steve's lonely ball somehow managed to get her pregnant in what Samantha called "a mercy fuck" ("he only had one ball", Miranda justifies). Although she's decided to have an abortion, she isn't sure about whether or not to tell Steve. Carrie thinks she should, despite never having told a waiter from The Saloon that she got an abortion herself after a drunk one night stand over a decade ago. In the waiting room of the abortion clinic, Miranda reconsiders her position as she wonder when she'll ever find time and chances to get pregnant again; so she decides to keep it. Meanwhile, Charlotte discovers her uterus is attacking Trey's sperm and considers in vitro fertilization; Carrie comes clean with Aidan about her past after meeting the waiter that knocked her up and Samantha has a hard time being the rep for Lucy Liu and finding a
Upset with the idea of having to move out because her building is going co-op, Carrie faces an even bigger problem: Aidan suggested that they moved in together after he bought both Carrie's and the next door apartment to make one big place for them. It's a big step that needs some thinking time, which is not helped when Carrie accidentally discovers an engagement ring among Aidan's stuff. This makes her question if Aidan is really "the one" and if she is ready for it. But then again, are we ever ready? An unexpected bump into Big doesn't really help her, specially when the ring she saw has nothing to do with her - nevermind that it was Miranda who helped him pick it out. Finally, when she's not expecting, Aidan knees and pops the question. The right timing, the right place - and most important, the right ring - make Carrie say yes. Meanwhile, Miranda faces a proposal too, after she tells Steve she's pregnant with his child. But different from Carrie, Miranda is definitely not ready for
Maybe having Aidan move in wasn't such a good idea, as Carrie feels her apartment overcrowded with stuff that isn't hers and noise that disturbs her alone time. Things only get worse once Carrie's old neighbor tells her she's not moving out until the end of the month, postponing Aidan's plans of breaking the walls. After a big fight, Carrie and Aidan spend three days without talking to each other, until she breaks and apologizes first. Turns out there's a lot more about moving in than just throwing out some one-time-worn clothes in order to make room for your future husband's stuff. Meanwhile, Samantha freaks out because she is actually falling in love with her perfect-dicked boss; Charlotte is extremely offended when Trey gives her a cardboard baby and Miranda wonders if having sex is going to hurt the baby.
The girls all go dancing at a gay club and Carrie meets a gay guy and they start hanging out but she soon discovers that she has to fight for his attention whenever they go out. Miranda runs into a co-worker who she didn't know was so she tells him that she's pregnant and he lets it spill at work so she accidently lets it out that he's gay. Samantha takes a hit of extasy and tells Richard that she loves him. Charlotte and Trey's home is featured in "Home and Gardens" but they grow farther apart and he moves out.
When asked when she was getting married, Carrie reflects on the purpose and meaning of getting married. Miranda, after faking an ultrasound - she doesn't get it why she has to cheer with everyone the fact that she's having a boy - takes Carrie to try on ugly wedding dresses in a weird shock therapy to exorcise her fears away. But Carrie has a freak allergic reaction to the dress, which makes her feel negative about the whole thing. She asks Aidan for some time, but he won't give it to her. She realizes he still doesn't trust her and despite their mutual love, the wedding is just something to give him confidence on her. He moves out the next day. Meanwhile, Charlotte freaks out on tap dancing class and Samantha has her first monogamy attack - something she never thought she could - after finding out Richard is sleeping around.
Aidan moves out and leaves Carrie the option of either buying back her apartment for what he paid for it or selling it off but she doesn't have enough money for a loan so she goes to see Mr. Big who writes her a check but she finally decides that she wants to do it on her own so she tears up the check. Charlotte ends up giving her her wedding ring so that Carrie can use it as collateral to get her loan.
Carrie has a one-time, big-shot free-lancing opportunity at Vogue. She puts her heart and soul into a shoe article, which unfortunately isn't very well accepted by the female editor. After a lot of bonding with the male editor, Julian, Carrie finds herself completely swept off her feet with all the glamour of Vogue. When she is given the opportunity of her dreams - pick anything on the Vogue closet - she decides that no pair of shoes can replace her dignity as she is surprised by a pant-less Julian. Meanwhile, Samantha decides to give Richard a threesome for his birthday, and learns that one twenty year old bimbo doesn't get anywhere near her twenty year old experience. And Charlotte freaks out while hosting Miranda a baby shower after sees a present that brings her back to her past.
Carrie accidentally finds out that Big is planning on moving away from NY and wonders if she should have goodbye sex with him. She tries to have a romantic evening with him, but Miranda goes into labor and Carrie has to ditch Big to join her friend at the hospital. Miranda still doesn't feel maternal at all - she doesn't want to be motivated to push and she gets annoyed every time Steve cries about the baby. Meanwhile, Charlotte sees her ex husband and his mother at the museum and decides it's time to date again, but her date freaks out with her apartment. Samantha wears a wig to catch Richard cheating on her with another woman.