A local politician becomes smitten with Carrie during a firemen's calendar competition in Staten Island. Miranda and Steve continue to hit the sheets. Charlotte meets a man she's convinced is her white knight...but he turns out to be a hot-tempered bully.
Carrie attends a luncheon in the hope of looking fantastic in front of Natasha, but is disappointed when Natasha cancels due to illness. Miranda hires a Ukrainian housekeeper who disapproves of her sex toy collection.
Carrie meets a furniture store owner named Aidan Shaw who's icked out by her cigarette addiction. Samantha dates a black man and soon runs afoul of his possessive sister. Charlotte's date is a bad kisser.
Carrie is puzzled when Aidan doesn't seem eager to hit the sheets. Miranda is diagnosed with chlamydia and has to make a list of everyone she's recently slept with. Samantha moves to the meatpacking district.
Carrie suffers an imagined crisis when she realizes that her relationship with Aidan is drama-free, then goes all drama-batshit when she sees Big at the opera. Charlotte meets her future husband, Trey, when she's nearly run over by a taxi. Samantha pops Viagra and has explosive sex.
Carrie's affair with Big comes to a crashing halt when Natasha finds her in her apartment. Samantha gets an AIDS test and fears the results. Charlotte hires an assistant to help her find the perfect wedding gown.
Miranda and Samantha tag along with Carrie to Los Angeles, where she has a really weird meeting with Matthew McConaughey and chain smokes everywhere. Charlotte is still bummed about her unconsummated marriage with Trey and his flaccid penis.
Charlotte ditches Trey and his flaccid penis and joins the gals in Los Angeles. Carrie hits the sack with Vince Vaughn, but then runs afoul of Carrie Fisher. Samantha meets her idol, Hugh Hefner, and Miranda catches up with her old friend Lou.
Carrie's latest hookup is a comic store owner who lives with his parents. Samantha is hired by a self-entitled thirteen year old to coordinate the PR for her Bat Mitzvah. Charlotte and Trey go to therapy.
Miranda is bummed when she's asked on a date by a cute guy who dies before he can take her out. Carrie accepts a gig from the Learning Annex to advise women on how to date...and does a horrible job. Charlotte is dissatisfied when Trey's penis remains flaccid.
Carrie gets mugged and then somehow feels like she needs to improve her karma by getting forgiveness from Natasha for doinking Big. Charlotte has a sexy flirtation with the MacDougal's gardener. Samantha beds a virgin boy named Sam Jones, who quickly becomes obsessed with her.
Carrie and Miranda run into Steve and Aidan and are dismayed to learn that they've hooked up with new girlfriends. Charlotte and Trey hit the sheets and agree that they got married mostly 'cause of societal pressure. Samantha gets into a beef with three smack talking transsexual hookers.