[s2e15] - Shortcomings

Originally aired on September 12, 1999, the episode asks a classic Carrie question: "When you sleep with someone, are you dating their whole family too?". Episode Highlights

: This was actually Justin Theroux's second appearance on the show. He previously played a different character named Jared in Season 1, Episode 7, "The Monogamists". [S2E15] Shortcomings

: The episode opens with Miranda facing "family hour" at the gym. She dates a divorced father, Roger Cobb, but finds she isn't cut out for his bratty son, Simon—culminating in a scene where she accidentally slams a door in the kid's face. Originally aired on September 12, 1999, the episode

In the world of Sex and the City , is a fan-favorite for its hilariously awkward exploration of family baggage and sexual mismatches. Originally aired on September 12