Plot

Carrie and Mr. Big keep bumping into each-other till they date at Samantha's hot restaurant PR-opening, but he cancels last minute. The cook, just Jon, is reserved for Samantha's bed, but his hot friend Sam, also twenty-something flirts with Carrie; Big turns up saying he was on time but couldn't find her, time to leave town.—KGF Vissers

Mr. Big and Carrie continue to bump into each other during social events, which leads them to try to organize their first "drink thing". He never used the word "Date". But then Mr. Big fails to show up at their first "drink thing" and Carrie can't figure out if they are dating or not.

Charlotte is dating Brian (Josh Stamberg), who has looks, manners and money. Brian wanted to buy a painting from her gallery. Miranda is dating Skipper but won't acknowledge it and says that it is just for sex.

On a night out, Carrie meets twenty-something Sam (Timothy Olyphant) for a fling. Samantha is going with Jon (Kohl Sudduth) who is a chef at the hottest new restaurant in Manhattan and Samantha is handling its PR. Sam is Jon's friend. Samantha introduces Carrie to Sam. 20 something boys know the B people (busboys, bouncers, bartenders etc and can get premium service anywhere). Sam is able to get a drink for Carrie from a really crowded bar. Sam has a tongue piercing.

Mr Big eventually shows up, but Carrie is with Sam. Carrie thinks Big is too complicated compared to Sam. Mr Big is not able to stay as he had just one hour, and it took 30 minutes to get in, and 20 minutes to find Carrie. He leaves. Sam takes Carrie, Samantha and Miranda to a more happening place which is meant for guys in their 20's. The corporate guy, the jocks, the groovy ones, the underage ones and so on. Samantha ends up having fabulous sex with Jon that night. The guys in their 20's are up for anything. Both Samantha and Carrie wanted to meet Sam and Jon again, which makes Carrie wonder if guys in their 20's are the new designer drug?

Only a few dates later, Brian asks Charlotte if they could have anal sex. Charlotte calls Carrie, who was late for drinks with Mr Big. But even then Carrie picks up Charlotte in front of her apartment, and then picks Miranda and Samantha to support Charlotte. The girls are not sure what Charlotte should do. Samantha says its fabulous. Charlotte says no to Brian, as no men marry the girl that they have sex with up the rear way. Brian agrees to have sex with her the regular way.

Big takes Carrie for another drink night, but this time turns up with a friend Jack, who is going through his second divorce. Mr Big says that Jack called him crying and he could not leave Jack alone. Carrie is a tad angry and leaves. Carrie walks back 48 blocks to her apartment, and meets Sam who was in a pub.

Samantha has sex again with Jon, who says she has the cutest wrinkles. Samantha gives up guys in their 20's then and there.

Meanwhile Carrie ends up sleeping with Sam, to take the edge off Big. The sex is fabulous, but next morning she realizes Sam is a slob. His apartment is a total disaster. And he has no toilet paper in the bathroom. Carrie buys new shoes to get over her addiction of Sam.

She runs into Mr Big again, who has Jack hooked up. Big asks Carrie out for dinner in a nice way, and she is happy.