After ending her relationship with Mr. Big, Carrie dates a member of the New York Yankees. However, when Carrie sees Mr. Big, she realizes that shes not over him. Meanwhile, Miranda becomes annoyed with men talkers, Samantha is unsatisfied with her boyfriends shortcomings, and Charlottes boyfriend repetitively adjusts himself.

After Mr. Big sends her flowers, Carrie invites him to her birthday party. Samantha struggles to talk about her boyfriend's shortcomings with him and they wind up in therapy. Meanwhile, Miranda forces herself to talk dirty to her boyfriend and Charlotte gets a puppy.

Carrie dates a bunch of freaks until she meets Ben. However, she ruins their relationship when she turns into a freak. Samantha goes on her first date with Harrison, Charlotte dates Mitchell Sailor, a.k.a. Mr. Pussy, and Miranda quits dating all together.

Carrie starts to think she likes being single until her magazine cover shoot doesn't well. Samantha dates William, who turns out to be a jerk, Charlotte tries to get a date with Tom, an actor, and Miranda has to fake an orgasm.

Charlotte falls for a recently widowed man at a funeral; Carrie tries to make up with Mr. Big; Samantha becomes detested by the New York social scene after she tries to seduce another woman's husband; Miranda has panic attacks after buying her own apartment.

Carrie and Mr. Big are officially back together; Charlotte catches her date making out with another girl and accepts to have dinner with a power lesbian; Miranda learns that her lover can only have sex while watching porn; and Samantha discovers her hot personal trainer is seeing other women.

Miranda's interior decorator falls in love with her friend from London, announce that they're getting married after only a few days of knowing each other, and ask the girls to be part of the wedding.

Carrie tries to get Mr. Big to know her friends better. Samantha starts hanging out with a seventy-something millionaire. Miranda starts to date a bartender.

Mr. Big has annoying habits that Carrie tries to change. Meanwhile, Charlotte begins to date an uncircumcised man, Samantha runs into an ex who's now a drag queen, and Miranda has trouble working around Steve, the bartender's, late night schedule.

Carrie tells Mr. Big that she loves him but didn't get the response she was hoping for. Miranda breaks up with Steve due to his money issues. Meanwhile, Charlotte hooks up with a movie star and Samantha dates a wealthy man with a maid that interferes with their relationship.

Carrie attempts to leave items at Big's but he returns them to her. Miranda's gynecologist tells her that one of her ovaries stopped producing eggs. Samantha tries to get revenge on the one guy that broke her heart, but her plan backfires, and Charlotte can't figure out if her boyfriend is 'gay-straight' or 'straight-gay'.

Big tells Carrie that he's moving to Paris for 6 months. Charlotte's shoe fetish lands her a free 500 dollar pair of shoes from a salesman with a feet fetish. Miranda meets a guy in a bookstore who likes to get 'caught in the act'. Also, Samantha introduces the girls to the newest S&M restaurant.

Carrie meets a new guy at her therapist’s waiting room, Samantha meets a man who likes to ’score’ when his team does, Miranda flirts with a Peeping Tom, and Charlotte joins a bridge club to meet a guy.

Carrie makes a date with her 'special friend', Samantha makes love to the couple next door, Miranda dates a high-strung man, and Charlotte decides she needs to ask more men out.

Carrie dates a writer and meets his very open family. Samantha goes out with Charlotte's brother and Miranda dates a divorcee.

Carrie dates an alcoholic who she thinks is using her as a substitute for alcohol. Charlotte's partner falls asleep during sex so she enrolls in a tantric sex class. Samantha agrees to sleep with a gay couple. Meanwhile, Miranda buys new sheets.

The girls go on vacation at the Hamptons. Charlotte meets a twenty-something guy and lies that she's 27. They sleep together and he gives her crabs. Miranda bumps into the hairstylist she's suing for age discrimination, and Carrie learns that Big is dating a 26 year old woman.

Big drops the bomb that he’s engaged to his 26 year old girlfriend, which angers Carrie. Miranda gets back to Steve as ’friends who have sex’, Charlotte tries to overcome her fear of horses, and Samantha meets Mr. Too Big.