Carrie has overslept and rushes like crazy though bogged-down traffic, for she has the honor to open Wall Street by ringing the bell, and has her first 'official' date with Jack Berger, but takes the girls' advice to date simultaneously, notably graphic designer Applegate, a disaster. Miranda finally admits being in love with Steve, baby Brady's father. Charlotte tests Harry's determination not to marry a non-Jew, but even sex fails. Samantha is happy in her sexy neighborhood, where a Pottery Barn looks more out of place than SM leather, and notices the incredibly attractive Wall Street yuppie Chip Kil-Kinney moving in at her building; when she welcomes him with a kinky gift basket, he accepts her dare to drop his towel to take it; they have hot sex and he gives her a hot stock tip. Alas when she has him handcuffed the next day.

Carrie agrees to a reunion to see how her high-school crush -whom she dumped- is, and finds Jeremy got even more attractive. Back in hot Manhattan Samantha can't get through the waiting list for Soho House club which has a pool with service, but picks up someone's (Annabelle Bronstein's) forgotten pass. When Stanford has paraded his hunk Marcus in front of Charlotte and Anthony, the latter proves with a photo from Honcho magazine that the stud used to work as a gay escort named Paul, Charlotte shows it to Miranda at the Knicks game in Madison Square Gardens where they admire her flame, doctor Robert Leeds, who treats the team but seems interested in a cheer-leader. When Jeremy stays at Carries, he tells her he's in intensive mental therapy in an excellent facility. Just when she invited the other girls and Stanford, who got to see the Honcho photo, Samanatha is found out not to be Annabella -who's British- and thrown out. Stanford his broken up with Marcus and asks Carrie to a gay prom ball- they even make king and queen; Marcus turns up...