In the season two premiere, Carrie gets past her break-up with Mr Big by dating a "new Yankee". Meanwhile, Samantha expresses dissatisfaction with her boyfriend's lack of manhood, and Charlotte's man has a problem with crotch adjustments.
Carrie invites Mr Big to her birthday party, Samantha must tell her boyfriend about his shortcomings, Charlotte gets a puppy, and Miranda musters up the courage to talk dirty with her lover.
Carrie dates numerous freaks before turning into one herself when she meets a nice guy. Meanwhile, Samantha goes on a date with a man who likes to be disciplined, and Charlotte begins to realise that Mr Pussy might be only good for one thing.
While Carrie begins to enjoy the single life, Miranda has to fake satisfaction with a lover, and Samantha gets 'taken in' by a club-owning jerk. Meanwhile, Charlotte convinces herself to like an actor friend.
Charlotte falls for a widower whom she meets at a funeral, whilst Carrie mends some fences with Mr Big. Meanwhile, Samantha makes the mistake of trying to seduce a celebutante's husband, and Miranda has panic attacks after buying her own place.
Carrie officially gets back with Big, whilst Charlotte is intrigued by the "Power Lesbians" - a group of well dressed and successful gay women. Meanwhile, Miranda competes with a boyfriend's adult films, and Samantha gets a "lightning bolt" from her personal trainer.
Miranda's interior decorator and her friend from London fall in love at first sight and, much to their dismay, invite the girls to be part of their wedding.
Whilst Carrie and Big continue their new relationship, Samantha begins seeing a 72-year-old millionaire, and Miranda hooks up with a nice bartender.
Whilst Carrie is meeting another "wrong" guy in her shrink's waiting room, Samantha starts dating a sports addict. Meanwhile, Charlotte joins a bridge club in order to meet a nice guy, and Miranda plays "peep show" with a man in the building across from her.
Ground-breaking times for Carrie and Big as they say "I love you", whilst Miranda breaks it off with the bartender. Meanwhile, Samantha dates a rich guy with a duplicitous servant, and Charlotte gets caught in the fast lane with hot-shot movie star.
Carrie tries (unsuccessfully) to leave some feminine items behind at Big's place. Meanwhile, Miranda discovers that she has a 'lazy' ovary, Charlotte has questions about her new boyfriend, and Samantha plots a revenge scheme against an ex.
Big tells Carrie that he is moving to Paris for six months, Samantha introduces the girls to the hottest S&M restaurant in town, Charlotte's shoe fetish is counterbalanced, and Miranda meets a guy who only enjoys intimacy when he is at risk of being caught.
Getting over Mr. Big, Carrie makes a date with a special friend. Samantha has an interesting time with the couple next door. Charlotte summons the courage to ask men for dates but gets carried away and double books. Miranda dates a man who she thinks is highly-strung.
Carrie dates a short-story writer....and his family. Meanwhile, Miranda begins dating a divorced father, whilst Samantha sleeps with Charlotte's brother.
Carrie questions dating an alcoholic man, Charlotte is troubled when her latest lover falls asleep at an embarrassing time, and Samantha's gay friends make an intriguing request.
Carrie and the girls get invited to a beach party in the Hamptons...where they find themselves dealing with age disparities - Charlotte gets an unfortunate affliction from a younger guy, and Carrie finds out that Mr Big is dating a 26-year-old girl.
In the season two finale, Big reveals to Carrie that he and 26-year-old Natasha are engaged. Meanwhile, Miranda and Steve get back together, and Samantha gets involved with Mr Too Big.