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 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 realizes her relationship with New York City is as dysfunctional as is her relationship with men. Charlotte decides she needs to distance herself from her former life as "Mrs. MacDougal". Miranda tries to adjust to her new life with her baby, Brady Hobbes. Samantha gets phone calls from Richard begging her to take him back.

Carrie gets an offer from a publisher who wants to make a book out of her column. Charlotte takes a self-help seminar and takes affirmations to try to find love again. Miranda agrees to have Brady baptized, and chooses Carrie as the godmother. Samantha takes Richard back, despite the girls advising against it.