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.

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 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 continues to date Ray King, the jazzman, but finds he has an ADHD problem. Miranda substitutes chocolate for sex. Charlotte deals with Trey getting a little too overconfident in bed. Samantha tells the girls she's in a relationship with Maria and is now a lesbian.

Carrie gets an invitation to the opening of Steve—and Aidan's—new bar, Scout. Miranda thinks she has a ghost in her apartment. Charlotte butts heads with Trey's mother, Bunny, when redecorating their apartment. Samantha's girlfriend Maria gets fed up with the many, many men from Samantha's past.

Carrie realizes she wants to get back together with Aidan. Miranda gets a surprise when she sleeps with "marathon man". Charlotte and Trey decide to start trying to have a baby. Samantha uses fake nipples and attracts a man who uses "baby-talk" during sex.

Big calls Carrie—while she's having sex with Aidan. Miranda throws her neck out after fighting with Charlotte. Charlotte decides to leave the gallery to pursue motherhood full-time. Samantha's latest guy tells her she needs to shave below the belt.

Carrie's laptop crashes, and when Aidan tries to help, she pushes him away. Miranda's mother dies unexpectantly, but at the funeral, her family is more upset by her single status. Charlotte becomes the "Martha Stewart of funerals". Samantha "loses" her orgasm.

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 invites Big up to Aidan's country home to talk. Charlotte tries to discuss her and Trey's infertility problems. Miranda sleeps with Steve to cheer him up after he has one of his testicles removed. Samantha tries to get the PR position for hotelier Richard Wright.

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.

Aidan proposes to Carrie. Charlotte discusses adoption with Trey, but hits a wall when Bunny finds out that the baby could be Chinese. Miranda tells Steve she's having his baby. Samantha starts sleeping with her boss, Richard Wright.

Carrie and Aidan have a huge fight over the clutter in her apartment after Aidan moves in. Charlotte and Trey have a huge fight when he brings home a cardboard baby as a gag gift. Miranda goes on a date despite being pregnant. Samantha finally gives in to Richard's romantic overtures.

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 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 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 shocked to find out that Big is moving to Napa, California and plans to give him a New York send-off. Charlotte begins dating another recent divorcé. Miranda prepares for the new baby as her delivery date nears. Samantha suspects Richard may be cheating on her.