- Carrie is attracted to a furniture maker named Aidan and starts dating but he can't date a smoker. She must decide on Aidan or smoking. Charlotte attempts to coach a bad kisser while Miranda finds difficulty in supporting Steve's pipe dream of making a half court shot at the Knick's game. Samantha begins dating an African-American record executive who has a strong-willed sister who runs a new restaurant.—tomtrekp
- Carrie's smoking becomes a problem when she goes on her first date with Aidan Shaw (John Corbett). Shaw is a furniture designer and Carrie had attended one of his shows with Stanford. Shaw goes out on a first date with Carrie, and they hit it off. It is clear that Aidan doesn't like smokers. He cannot even kiss Carrie since she tastes like cigarettes. Carrie likes him and pretends to be an occasional smoker. But Shaw is hard on that. He can't date a smoker.
The girls advise Carrie to give up smoking and Carrie decides to see what happens with Shaw as she is not willing to give up smoking unless she feels there is a long-term future with Shaw. She decides to quit cigarettes temporarily till she is dating Shaw. But she can't make it through one dinner with Shaw without smoking. She runs out to smoke an emergency cigarette in her purse. Carrie decides to give up smoking for Shaw and switches to patches.
At the same show, Stanford met Marty Mendelson (Donald Berman) and they had a first date as well. Marty collects dolls and OCD about where he places each one. Many of the dolls in Marty's room are real collector's items and are worth a fortune. Marty dumps Stanford when he breaks one of his porcelain dolls during sex.
Miranda makes more time for Steve in her life. Steve was picked for the half time $MM shot at a Knicks game. Miranda says it's a tough shot. She thinks its illogical, but Steve expects her to be supportive. Miranda has work to do and says that she cannot come to see Steve practice. Steve gets really angry at Miranda and says that she always gets very pessimistic about every topic related to him. He wants Miranda to believe in him. Steve never wins the big money, but having Miranda show up just for him was worth more than a million bucks.
Charlotte dates the worst kisser Brad (Ross Gibby) she's ever met. The girls suggest she dumps him, but Charlotte is reluctant to be that harsh. Samantha says that a bad kisser is the first sign of someone being lazy in bed as well. Samantha says a bad kisser is non-negotiable. Charlotte decides to teach Brad how to kiss good. But Brad can't give up his bad habits and when Charlotte dumps him, he says being a bad kisser is "his thing".
Samantha dates a colored man Chivon Williams (Asio Highsmith). Chivon is in the music industry and Samantha met him at a few parties she organized. Chivon takes Samantha to a colored club and then pretty soon they are in her bed. Chivon finds Samantha sweet, and she likes a man who has more accessories than her. Chivon's sister Adeena (Sundra Oakley) runs a successful fusion restaurant in NYC and he takes her there. Adeena tells Samantha that she doesn't like that her only brother is dating a white woman. Adeena says that she does not approve of Samantha as a possible match for Chivon. Samantha decides to ignore Adeena. But Adeena gets into a physical fight with Samantha, and she insults her food. Chivon dumps Samantha.
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