The "Sex and the City" columnist for the New York Observer documents the social scene of modern-day Manhattan. The reader gets an introduction to "Modelizers," the men who only have eyes for models, as well as a more common species, the "Toxic Bachelor." Reading like a society novel gone downtown and askew, Sex and the City is a comically sordid look at status and ambition and the many characters consumed by the sexual politics of the '90s.

Genevieve Gernier owns a flower shop in Manhattan. She has a personal, strict philosophy on dating. Her rule: no more than five dates with a man to ensure that she will never get dumped or hurt. When Greg Gatlin buys a restaurant nearby her shop, they decide to date. However, after five dates, Genevieve is not happy with her rule and does not know how to meet Greg again. The rule that she swore to never break, could end up breaking her heart.

A playwright describes how she decided to accept a date with every person who asked her out for an entire year, including a millionaire who lived with his mother, a gay actor, and a divorced man with kids whom she ended up marrying.

Will acclaimed sex columnist Carrie Bradshaw get back together with Mr. Big or will she end up with Aidan? Will Charlotte and Trey be able to live happily ever after? Will Samatha and Miranda ever commit to anything that resembles a lasting relationship? Find out in the eighteen episodes of season four.

A variety of directors each direct a story of a romantic encounter in different areas of New York City.

Last season in the series as Carrie continues her romance with a Russian artist, Miranda has settled down with Steve, Charlotte continues to make baby plans, Samantha faces a breast-cancer scare. In the final two-part episode, Carrie faces her romantic destiny, but also solidifies herself as a fashion icon.

Exploits of a single woman columnist and her friends revolving around her articles on sexual mores and customs in New York City.