Editing Sex and the City (section)

===Season 2 (1999)===
{{Main|Sex and the City (season 2)|l1=''Sex and the City'' (season 2)}}
Carrie dates a baseball player on the rebound but ends the relationship when she realizes she's not over Big. She then dates a filmmaker who has compromised his artistic integrity, a shoplifter, and a nice guy whom she inadvertently scares away by snooping. Eventually, she rekindles her relationship with Big, initially keeping it a secret from her friends. Their relationship remains tumultuous, and when Big reveals that he may have to move to Paris for a year but does not explicitly invite Carrie to join him, they break up for a second time. Carrie then unsuccessfully tries to turn a friend-with-benefits into something more, dates a writer with a great family but who is consistently "early" in bed, and then a recovering alcoholic who uses Carrie as a replacement for his previous addiction. She later encounters Big again, who has returned from Paris with his new 20-something fiancée, Natasha (played by [[Bridget Moynahan]]).

Charlotte encounters a range of suitors, including a legendary expert in cunnilingus, a handy actor who lives next door, a widower looking for a relationship, a man who undergoes adult circumcision, a famous actor, a pastry chef with effeminate tendencies, a shoe salesman with a foot fetish, and a 20-something who gives her crabs.

Miranda dates a man who enjoys dirty talk, fakes it with an ophthalmologist, and tries to adapt to a guy who likes to watch porn during sex. By the time she meets Steve, a bartender, she is skeptical of his niceness. Although they begin dating, differences in their schedules and finances eventually lead to a breakup. They reconnect and end up in bed together again, but not before Miranda dates a man who wants to get caught cheating, a Peeping Tom in the next building, and a divorced father.

After a brief attempt at couples therapy, Samantha ends her relationship with James. She then has encounters with a litigator, a salsa dancer, her personal trainer, a sports fan whose sexual performance depends on his team's success, and Charlotte's brother. She also meets a man whose anatomy is too large even for her.

The end of season two also marks the end of characters' [[Fourth wall|talking directly to the camera]].