Carrie goes barhopping with Big and finds that their relationship as ”friends” has never been better. Charlotte and Trey are enjoying themselves as well – having steamy sex in coatrooms and other public places around the city. However, Charlotte starts to wonder where she and Trey are headed. Out on the town again with Big, Carrie is drawn to jazz musician Ray King, who flirts with her and gets her number. Big is noticeably annoyed and Carrie realizes they need to define their relationship.
Meanwhile, Miranda is a little freaked out when her date Doug pees in front of her the morning after their first night together. Miranda decides that she should go with the flow, and tries peeing with the door open herself. However, Doug takes the no-boundaries thing too far, subjecting Miranda to an ”open door dump” after which Miranda quickly dumps him.
At Charlotte’s gallery opening, Samantha meets Brazilian artist and lesbian, Maria. Maria, a ”relationship person” is attracted to Samantha, but Samantha says they should stick to being friends as she’s NOT a relationship person.
On Carrie’s first date with Ray King, they run into Big and his supermodel date, plus Samantha and Maria. Big is clearly being territorial about Carrie, and Samantha tells Big to ”back off.” At the end of the evening, Big is distant with Carrie, leaving her confused. Maria tells Samantha they can’t just be friends and Samantha decides to try being in a relationship with a woman. Carrie and Ray share a passionate goodbye kiss and Carrie ponders the notion that ”what ultimately defines a relationship is another relationship.”
”There isn’t enough wall space in NYC to hang all of my exes. Let me tell you – a lot of them were hung. – Samantha
Carrie faces a bit of an identity crisis when she’s asked to be in a big fashion charity show featuring both models and real people. Samantha, on the other hand, has no problem baring her body beautiful, and decides to have nude photographs taken, insisting they’re for herself, not for men. Utterly unaware of her sex appeal, Miranda is shocked when Dave, a guy from Crunch gym, tells her she’s sexy and asks her out.Carrie realizes we can see our friends perfectly, but we can’t seem to see ourselves clearly. After some convincing from her friends – and when she finds out she can keep the outfit – Carrie decides to be a ”model.” Meanwhile, Charlotte discovers that she has ”vulvodynia” and that she needs to take anti-depressants – not for her mind but for her vagina. The girls are surprised when Charlotte reveals that she’s never looked at herself up-close because she finds herself ugly down there. Miranda’s first date with Dave is a success and she starts enjoying feeling sexy. However, when she exhibits her self-confidence on their second date, Dave doesn’t respond. Samantha brings in her nude photo to be framed and is dismayed when the framer doesn’t react to her body.
On the night of the fashion show, Carrie is informed there’s been a wardrobe change and she has to wear a tiny pair of jeweled underwear. She freaks, but all done up and looking fabulous, Samantha assures her that she is a model. Carrie starts her walk down the runway only to fall flat on her face. Faced with a choice, Carrie gets back up and finishes her catwalk to cheers. Her act of bravery inspires the girls. Miranda confronts Dave about why he hasn’t called her and finds out he thinks she’s full of herself. Samantha’s night is made when a take-out delivery guy sees her photo and comments on her ”nice ass,” and Charlotte grabs a mirror and takes a good, hard look.
”Okay, so you’re not Heidi Klum, but you’re the ‘modeliest’ of the real people.” – Stanford
The girls get ready for a Saturday night out at an engagement party, but are dismayed when they see the invitation – it announces that the couple has ”Two souls, one thought.” After the party, Charlotte shows up at Trey’s apartment wanting to talk. When she includes ”sex life” under their list of problems, Trey tries to convince her otherwise. But instead of being convinced by Trey’s passionate advances, Charlotte ends up with an unpleasant surprise on her leg. At the coffee shop, the girls discuss the concept of ”soulmates.” Afterwards, Samantha spies a hot priest outside a church. The next day, she spends her afternoon masturbating to ”her priest.” Over drinks, the girls discuss masturbation fantasies, and Charlotte admits that recently she masturbates to only one man – Trey. Samantha takes some canned peas to her priest, but is disappointed when he tells her that his life is about ”other joys” than sex. Carrie wonders: ”Are soulmates a reality, or a torture device?”
Samantha decides to throw Carrie a ”fabulous lite” 35th birthday get-together at Il Cantinori. When all her friends are late, Carrie is left at a table for ten all alone. At the coffee shop, Carrie admits that while she was sitting alone at the table, she felt sad that she was 35 and had no special man in her life. Charlotte suggests that the girls could be each other’s soulmates – and men could just be in their lives for fun. Returning home, Carrie spots Big’s car. He’s brought her red balloons and champagne. They sit in his car and talk about ”soulmates.”
”If two people have only one thought between them, something is very wrong.” – Carrie
Samantha and Carrie are having trouble getting their beauty sleep. Samantha is bothered by the late-night cackling and ranting of the transsexual prostitutes outside her window, while Carrie is awakened a tad too early by roosters crowing on a nearby rooftop. Carrie and Miranda spot Steve and Aidan and their dogs at an outdoor cafe. They decide they can’t avoid interaction and approach their exes, only to discover they have new girlfriends. Carrie wonders if maybe everything isn’t the man’s fault, if maybe the problem is them. Carrie gets an even bigger wake-up call when Big rings her up and asks her to lunch at the Boathouse in Central Park. Carrie agrees to go and when she confides in Miranda, the friends have their first big fight. Miranda tells Carrie that it’s a huge mistake to see Big again and Carrie calls Miranda ”judgmental.” Miranda, who feels like she’s in a life rut, runs into Steve at her local Chinese restaurant. They have a nice friendly exchange, and Steve allays some of Miranda’s fears. Meanwhile, Charlotte, in her new-old single-girl apartment gets a 4am visit from Trey, who turns on the heat and manages to keep his Schooner going with Rebecca. After their sexy session, the couple has a real heart-to-heart about their marriage, but no decisions are made. Carrie calls Miranda before she meets Big and the girls make up. At the Boathouse, Carrie and Big fall into the pond and go back to Big’s place to dry off. Carrie says the two are like ”war buddies.” Big hints that Carrie can stay a while, but Carrie says ”It’s a good idea in theory, but somehow it doesn’t quite work.” She leaves. After some serious cat-fighting with the transsexuals, Samantha ends up inviting them, plus Carrie, Miranda, and Samantha, over for a roof party. The girls all get down, drink Flirtinis and try to stop obsessing.
”The ratio of women to men in this city is huge. All they have to do is sit outside, have a beer and wait for the Jessicas and Susans to come to them.” -Miranda
Increasingly depressed by Trey’s lack of libido, Charlotte finds some relief when she stumbles into the studly sweaty gardener at the McDougal country house. Carrie’s guilty conscience takes a beating when she’s rudely snubbed by Natasha in a restaurant. To top things off, Carrie gets mugged, losing her favorite pair of Manolo Blahniks. Carrie wonders if it isn’t all karma. Detective Stevens handles Carrie’s case but when Miranda shows up at the police station, the good-looking detective focuses all his attentions on Miranda. Meanwhile, Samantha tells Carrie that Natasha has left Big, causing Carrie to feel even more guilty and more determined to apologize to Natasha for wrecking their marriage. Samantha drags Carrie to a party given by a certain ”Sam Jones” — only to find out it’s a dorm party and this ”Sam Jones” is a college-aged virgin lad. Sam Jones falls hard for the more experienced Samantha and before Samantha knows it, she has made Sam a real man. Unfortunately, the enamored Sam becomes completely obsessed with Samantha, ultimately causing her to change her phone number. Back in the suburbs, on Charlotte’s second encounter with the gardener, the two share a secret kiss, unaware that Charlotte’s sister-in-law witnessed the embrace. Later that evening, the sister-in-law spills the beans to the whole McDougal clan. Trey says it’s acceptable for the two of them to lead separate lives while being married. Outraged, Charlotte says they should separate for a while and Trey responds, ”Alrighty.” Miranda, nervous that she isn’t good-looking enough for her detective date, gets drunker and drunker as the night goes on. She seduces the detective back in her apartment, but when she wakes up the next morning, she finds a note recommending she call her local AA. Carrie finally tracks down Natasha in a restaurant and expresses how deeply sorry she is about what she did. Natasha tells Carrie that not only has she ruined her marriage, she’s now ruined her lunch. Charlotte returns to the city and to her old apartment as a single woman.
Does a string of bad dates really equal one good one?” -Carrie
Just when things were looking lively for Miranda, her new date Will fails to show up for three hours. Determined to fight back against the injustice of this ”illegal dumping,” she calls Will’s home number and finds out that he is never going to show up — he died last night. Stunned, Miranda agrees to pay her respects at the wake where she finds a very cute, but very dead Will. But all hope is not lost. At the wake, Miranda hits it off with Jim, one of Carrie’s ex-boyfriends from years past. Carrie warns her that he’s a jerk, but Miranda agrees to meet him for a date anyway, only to find out for herself that he really is a jerk. Carrie teaches a seminar about meeting men to a packed crowd of incredibly cynical and frustrated New York women. After a few pointed questions from the audience (”Have you ever been married?”), the class realizes Carrie may have written a lot about men and relationships, but she’s still as clueless as the rest of them. Charlotte and Trey work on bringing ”Schooner” and ”Rebecca” into the harbor, but the wind never gets going. Over brunch the next morning, Charlotte tells the girls about her problems, and Samantha dishes out some raw sex advice which Charlotte finds offensive, but secretly useful. Meanwhile, while shopping for pashmina, Samantha finds her sexy, feisty clone, Claire Anne. They go out for a drink and meet two cute guys, but Claire Anne takes the sexual forwardness too far even for Samantha when she crawls under the table to get busy with one of the men. Meanwhile, on Samantha’s advice, Charlotte makes herself more sexy for Trey by wearing revealing lingerie and touching herself — it works! And for her second class, Carrie finds most of her students have dropped out. Instead of lecturing them, she decides to hit the bars and give them some real experience in the field.
”Are we getting wiser, or just older?” -Carrie
Samantha is hired as the publicist for Jenny Bryer’s A-list Bat Mitzvah. Jenny and her galpals are so New York, and so over-sexed that Samantha starts to wonder whether there’s any difference between Jenny at 13 and Samantha at 34. Miranda’s new braces also have her feeling like a teenager these days. After a new date fears he’ll get caught in her jaws, she dumps the braces. Charlotte scours the internet in a desperate search for a solution to Trey’s sexual problem. When she suggests they discuss options, Trey gets angry and asks Charlotte to accept that he’s just not that sexual of a guy. Finding this unacceptable, Charlotte demands they see a sex therapist whose first suggestion is they name their private parts, Rebecca and Schooner respectively. Meanwhile, Carrie meets her latest man, Wade, at a comic store. She falls in love with his amazing Manhattan apartment, until Wade’s mom comes home. Carrie plays along with her mama’s boy, accepting fresh-baked cookies and all, until Wade’s mom busts Carrie and Wade for smoking pot. But Carrie isn’t the only one busted. Charlotte wakes up in the middle of the night to find Trey masturbating in the bathroom to Juggs magazine.
”Are you saying there’s no way you’d go out with a guy who lived with his family?” -Carrie
”Well, maybe Prince William.” -Samantha
Still away from New York, the girls embark on week two of their Los Angeles adventure. Hoping to get away from the happy superficiality of LA and reconnect with her neurotic roots, Miranda gets together with Lou, an old New York friend. But instead of trashing LA as Miranda hoped, Lou says the city has taught him to let go of his toxic anger. Meanwhile, Carrie and Samantha try to live the quintessential LA. scene by going to a movie screening party – but they’re rejected at the door. Luckily, Carrie meets Keith, who gets them into the party. Wowed by Keith’s status, Carrie goes on a date with him and ends up in bed at his fabulous home…until Keith’s boss comes in the house and lets the cat out of the bag — Keith isn’t a television mogul; he’s a personal assistant. Back home, after another failed attempt to have sex with Trey, Charlotte decides she misses her friends and hops on a plane to LA. Over lunch, Charlotte breaks the news that her marriage is fake, and they’re not having sex — the girls are stunned. And in a last ditch effort to be LA women, the girls all head to Hugh Hefner’s Playboy mansion for a pool party. Charlotte meets a charming older man, who offers to buy her a boob job, and Samantha gets them all kicked out for accusing one of the bunnies of stealing her fake Fendi bag.
”Wait a minute, we’re New Yorkers. Aren’t we supposed to like the neurotic guys?” -Carrie
In a spur of the moment mad dash, the girls (minus Charlotte) head to Los Angeles in search of the care-free life. Within minutes, Samantha meets Garth, a model — a dildo model that is. ”Mr. Dildo” invites the girls to a party for his new product. Carrie and Miranda find the celebration revolting, but Samantha enjoys it and ends up going home with the guest of honor. At his apartment, Garth reads Samantha poetry and wants to get to know her, but she’s focused on sampling the goods. Meanwhile, Carrie meets with Hollywood producer Matthew McConaughey who is interested in making a movie based on her sex columns. McConaughey makes tasteless remarks about Carrie and Big’s relationship and then gets skeevy with Carrie, intimating they should sleep together. Carrie leaves in disgust. These days, Miranda wishes someone would see her as a sex object. After feeling invisible to men for too long, Miranda takes a wild ride on a mechanical bull, determined to unleash her inner sex goddess. And after a sexless honeymoon in Bermuda, Charlotte resolves to get to the bottom of Trey’s sexual underperformance. She devises a little experiment and discovers Trey’s issues are not physical.
”When visiting L.A., there are two things you simply must do. One is rent a fabulous car. Two is learn how to drive it.” -Carrie
Frustrated with being single and only being hit on by talking sandwiches, Miranda tries out multi-dating where she learns being a corporate lawyer isn’t doing any favors for her sex appeal. When she pretends to be an airline stewardess though, she catches a date with Harris, an emergency room doctor. The morning after one of her spark-filled nights with Harris, Miranda cuts her finger, only to learn that Harris isn’t a doctor after all. Instead of fessing up to her own impersonations, Miranda acts disgusted and tells Harris to leave. Meanwhile, the girls go out on the eve of the Charlotte’s wedding, for her last night as a single woman. Everyone is totally stunned by Charlotte’s admission that she and Trey haven’t had sex yet. But after more drinks than she can handle, Charlotte shows up at Trey’s place ready to get busy. Unfortunately though, things don’t work out in bed for Trey, and Charlotte gets a little nervous. Carrie’s nerves are also getting the best of her as she considers whether to tell Aidan about her affair with Big. Just minutes before Charlotte’s wedding, Carrie drops the bomb. Aidan is devastated and walks off. At the wedding, Charlotte gets last minute jitters about Trey’s sexual under-performance, but Carrie calms her down with a white lie, and Charlotte walks down the aisle. Aidan shows up after the wedding and says he loves Carrie, but knows he will never be able to let go of the fact that Carrie cheated. Carrie breaks down crying, but takes some comfort in knowing that at least she has three friends who love her no matter what she does.
”Honey, before you buy the car, you take it for a test drive.” -Samantha