Carrie starts working at Vogue and finds out from her acerbic editor that she doesn't have a Vogue idea about relationships. Charlotte throws a baby shower for Miranda, but Miranda gets fed up with her after she tries to make the shower too cutesy. Richard asks Samantha for a threesome with a 21-year-old for his birthday.
Carrie is forced to buy her apartment back from Aidan or move out. Mr. Big writes her a check as a loan, but she doesn't know whether she should accept it. Charlotte doesn't know what to do with her engagement ring. Miranda has to refurbish her wardrobe after gaining pregnancy weight. Samantha tries to trick Richard into saying he loves her.
Carrie freaks out about marrying Aidan. Charlotte takes tap classes, and has a meltdown during the "Tea for Two" number when she realizes she isn't ready to be alone after her divorce. Miranda must feign excitement when she learns her baby's sex. Samantha finds out Richard is seeing other women, and pushes him to be monogamous with her.
Carrie finds time away from stay-at-home boy Aidan with a gay Aussie shoe distributor at the exclusive Bungalow 8. Charlotte and Trey separate permanently after their apartment is photographed in House & Garden. Miranda accidentally outs her co-worker after he tells the office gossip that she's pregnant. Samantha tells Richard she loves him while high on ecstasy.
Carrie is reluctant to tell Aidan that she had an abortion when she was 22. Charlotte discovers she only has a fifteen percent chance of getting pregnant naturally. Miranda finds out she's pregnant by Steve, and debates whether or not to keep the baby. Samantha gets Lucy Liu as a client and tries to use the relationship to her advantage.
Carrie is dragged to Aidan's country home in Suffern, New York. Charlotte visits the MacDougal "compound" in Connecticut. Miranda yells at Steve when he tells her he has testicular cancer but has no clue about his condition. Samantha gets annoyed when her dates keep asking her what she's doing "next weekend".
Carrie meets a jazz musician while on a pseudo-date with Big. Miranda tries to get more comfortable using the bathroom in front of her date. Charlotte is dismayed that Trey only wants to have sex in places where they can get caught. Samantha meets Maria, a lesbian painter, at Charlotte's gallery, and questions her own sexuality.
Carrie is reluctant when asked to be a celebrity model in a high-profile fashion show. Miranda gets a lesson in confidence when a buff guy at the gym asks her out. Charlotte works up the courage to look at her "depressed" vagina in a hand-mirror. Samantha immortalizes herself by having nude photographs taken.
Carrie thinks about men and the future when no one shows up for her birthday party. Miranda confronts her married friends about her single life. Charlotte tries to deal with her separation from Trey. Samantha tries to seduce a celibate monk. The girls make a pact that they are soulmates, and men are nice guys to have fun with.