Models and Mortals Miranda makes the mistake of going out with a 'modelizer' someone who is obsessed with models ; Samantha chooses to go out with a modelizer and has her sexual encounter videotaped; Carrie experiments with Derek-the-model and flirts with Mr. Bay of Married Pigs Carrie is invited to a couple's house in the Hamptons only to be flashed by the husband, Miranda's law firm thinks she's a lesbian and Samantha gets to know her doorman better.
Meanwhile, Charlotte dumps an eligible guy with the wrong china pattern. Valley of the Twenty-something Guys Carrie discovers the limitations of going out with a twenty-something hunk, Charlotte's boyfriend has a sexual favor to ask, and Samantha comes to the sobering realization that she'll always be older than her boy toy. The Power of Female Sex Carrie goes on a date with a gorgeous French architect, who shows his 'thanks' with a thousand dollars.
Meanwhile, a famous painter uses Charlotte as one of his models and Skipper becomes sexually obsessed with Miranda. Secret Sex Carrie thinks Mr. Big is keeping her a 'secret' while Miranda discovers a sex secret about her new boyfriend. Samantha has never been discreet with anyone she's ever slept with, and Charlotte divulges her past secret love affair with a Hasidic Jew.
The Monogamists Carrie wants a monogamous relationship with Mr. Big, while Samantha refuses to have one with her realtor. Miranda's feelings for Skipper intensify, while Charlotte is faced with her new boyfriend's sexual demands. Three's a Crowd Carrie discovers not only that Mr. Big was married before, but that he and his ex participated in a threesome.
Meanwhile, Charlotte's boyfriend wants to add another woman to their relationship. Samantha becomes too involved with a married couple. The Turtle and the Hare Mr. Big tells Carrie he will never marry again. After a harsh dumping, Samantha tries to turn 'The Turtle' an investor with bad breath into a Helmut Lang-wearing catch.
Meanwhile, Miranda introduces Charlotte to 'The Rabbit. The Baby Shower A baby shower for Laney--a wild-child-turned-soccer-mom--gets the girls thinking about their futures.
Carrie is late for her period. Charlotte is fearful she may never have the daughter for which she has been preparing her whole life. The Drought An accidental emission has Carrie certain that she and Mr. Big will never share a bed again. The last three months have Miranda convinced she will never share a bed with any man again. Tantric celibacy leaves Samantha craving old-fashioned sex. Big introduces Carrie to his mother as his friend, causing Carrie to ponder just where their relationship is headed.
Miranda breaks up with Catholic Guy because of his sexual hang-ups.