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.
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 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 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 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 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 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 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 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.
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 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 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.