Carrie meets a politician at a FDNY calendar benefit in Staten Island. Miranda gets help from Steve after she undergoes LASIK eye surgery. Tired of waiting for a fairytale romance, Charlotte begins aggressively searching for a "Prince Charming" to marry. Samantha dates the pinup-boy fireman she met at the benefit.
Carrie continues dating her politician beau, but finds his sexual fetish to be anything but 'golden'. Miranda doesn't know how to respond when Steve asks her to "go steady". Charlotte throws a "used date" party to find a new man. Samantha dates a short man who shops at the Boy's Department in Bloomingdale's.
Carrie must confront her past with Big when she runs into Natasha, Big's wife. Miranda hires Magda, an Eastern European maid with very traditional values. Charlotte deals with some of her body issues at a spa. Samantha gets banned from Helena Rubinstein when she gets physical with a masseur.
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's smoking becomes a problem when she goes on her first date with Aidan Shaw. Miranda makes more time for Steve in her life. Charlotte dates the worst kisser she's ever met. Samantha dates a black man whose sister is racist.
Carrie wants to sleep with Aidan, but he's reluctant to rush into a physical relationship. Miranda discovers she has chlamydia and has to inform her past sexual partners. Charlotte's new boyfriend calls her names during sex. Samantha's neighbors disapprove of her sex life after a late-night visitor lets in a burglar.
Carrie obsesses about her perfect relationship when Aidan suggests she meet his parents. Miranda enjoys her intimate life with Steve. Charlotte gets upset when a married friend won't set her up with his bachelor buddy. Samantha tries Viagra while sleeping with a doctor.
Carrie runs into Big who confesses that he misses her and can't stop thinking about her. Miranda gets annoyed with Steve's childish habits when he suggests they have a baby together. Charlotte falls in love with Trey after only a few weeks of dating and is convinced he's "The One". Samantha believes she's hit menopause when her period is a week late.
Big tells Carrie that he's leaving his wife. Miranda deals with her breakup and Steve moving out of the apartment. After meeting the MacDougal family matriarch, Charlotte maneuvers Trey into making an "alrighty" proposal. Samantha is upset when dating a hot guy with "funky spunk".
Carrie feels guilty and wants to quit her affair with Big. Miranda enjoys phone sex with a co-worker from Chicago. Charlotte negotiates the terms of her prenuptial agreement with Trey's mother, Bunny. After celebrating her move to the new apartment in the exclusive Meatpacking District, Samantha's bout of the 'flu gives her a pessimistic outlook on life.
Carrie continues her affair with Big, and tells Samantha after a girly night and Miranda after a drink on their cocktail night. Charlotte finds out by accident, when she bumps into them on the street together. No longer meeting in hotels where nobody knows them in to avoid getting caught,Natasha comes home early from the Hamptons catching Carrie in Big's apartment. She chases Carrie out, falls down the stairs and cracks her tooth. Carrie takes her to A&E where she tells Big "they are so over they need a new word for over". Miranda tries continually to get Carrie to end her affair. Charlotte hires stylist Anthony Marentino to help her find the perfect wedding dress. Samantha meets the "male version of herself", but he refuses to sleep with her because she hasn't had an HIV test.
Carrie struggles to find the right time to tell Aidan about her affair. Miranda tells a guy she's a stewardess in hopes of getting a date. Charlotte has her dream wedding and marries Trey MacDougal—even after attempted late-night tryst reveals Trey's serious shortcomings. Cunning linguist Samantha sleeps with Trey's Scottish cousin, despite being unable to understand him.
Carrie meets with actor/producer Matthew McConaughey in LA to talk about optioning her columns to make a movie. Miranda wrestles with the level of open sexuality in Los Angeles. Charlotte uses the Internet to deal with Trey's impotence problem. Samantha meets a dildo model.
Carrie meets a publicity agent for celebrities who shows her the perks of the rich and famous in LA. Miranda meets an old friend from New York who's lost his East-Coast edge. Charlotte comes to LA after getting fed up with Trey's sexual problems. Samantha meets her idol, Hugh Hefner, and gets the girls invited to a party at the Playboy Mansion.
Carrie dates a hunky comic-book store owner who still lives with his parents. Miranda gets braces. Charlotte is shocked when she catches the supposedly impotent Trey masturbating. Samantha's latest client is Jenny Brier (Kat Dennings), a 13-year-old Jewish-American princess, planning her million-dollar bat mitzvah.
Carrie teaches at The Learning Annex—only her course on "How to Find Love" is as successful as her own love life. Miranda dates one of Carrie's ex-boyfriends (known as Mr. A--hole), whom she meets at the funeral of a dead never-met blind-date. Charlotte gets sexually frustrated with her sex life with Trey. Samantha gets in a fight with Charlotte about her attitude toward sex.
Carrie decides, after a broad-daylight Manolo mugging, that she must clear herself of bad karma and decides she needs to talk with Natasha about her affair with Big. Miranda dates a gorgeous NYPD detective and becomes self-conscious about her own looks. Unhappily-married Charlotte struggles with her lust for a hunky gardener; she and Trey decide to separate. Samantha meets another Sam Jones, who turns out to be an NYU student and desperate virgin.
Carrie meets with Big for the first time since his marriage ended. Miranda gets frustrated when she thinks the Chinese take-out girl mocks her stay-at-home lifestyle. Charlotte moves back into her old apartment and gets an up-lifting visit from Trey in the middle of the night. Samantha feuds with the raucous transsexual prostitutes who conduct business outside her apartment at two in the morning.
