Air date: 9/5/99
Carrie tries to ease the pain of being separated from Mr. Big; Samantha spends some quality time with her neighbors. Miranda dates an angry control freak.
Shortcomings
Air date: 9/12/99
Carrie dates a short story writer, but becomes more attached to his family. Miranda dates a divorced father. Charlotte finds her brother in a compromising position.
Was it Good for You?
Air date: 9/19/99
Carrie feels she's become a substitute for her alcoholic boyfriend's cravings. Charlotte makes her partner fall asleep during sex. Samantha becomes the subject for her gay friend's experiment.
Twenty-Something Girls vs. Thirty-Something Women
Air date: 9/26/99
Carrie and the girls try to determine if twenty-somethings are friends or foes. Samantha's ex-assistant steals her Rolodex and moves in on her turf. Carrie gets a “Big” surprise.
Ex and the City
Air date: 10/3/99
Carrie tries to develop a friendship with Mr. Big. Samantha meets Mr. Too Big. Charlotte goes for a ride with an old friend.