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.

Vogue sends Carrie to report on the latest fitness craze, trapeze 'flying', and she's hooked. Charlotte and Harry prepare for her second perfect wedding, helped by Anthony. Harry's funny friend Howie gets on with Carrie, but in bed drills like a rabbit. Steve wants his girlfriend Debbie to meet Miranda, who hides under the bed to avoid meeting her. Charlotte's big day seems ruled by Murphy's - rather than rabbinic - law: her picture in the paper and her dress in synagogue are stained, Samantha's diamond bracelet falls to pieces...

Miranda and Steven exchange good intentions and she proposes to him, instantly sealed with a kiss; the girls wonder what to buy her, not too domestic etcetera. Carrie admires Aleksander's piano playing and poetry reading but isn't really comfortable with such old-fashioned romancing; however a dress from his personal friend Oscar de la Renta sets her glowing. Charlotte and Harry enjoy a romantic French restaurant, but the digestion proves a waking nightmare. Samantha feels, after seeing her photos in a magazine report on Smith, she may need bigger, but still tasteful breasts; alas the plastic surgeon discovers a lump which proves to be a cancer tumor.