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
: While some fans find the episode cringeworthy due to its focus on sexual dysfunction, others praise its "melancholic realism" and its sharp critique of the "perfect family" myth.
In the world of Sex and the City , is a fan-favorite for its hilariously awkward exploration of family baggage and sexual mismatches. [S2E15] Shortcomings
: Carrie dates Vaughn Wysel (played by Justin Theroux ), a charming author with a family she absolutely adores. The problem? Vaughn has a persistent "shortcoming" in the bedroom—premature ejaculation—and refuses to talk about it. Carrie eventually realizes she's more heartbroken over breaking up with his mother than him.
: Charlotte’s brother, Wesley, comes to town after a rough divorce. While Charlotte tries to "muffin" him out of his depression, Samantha gives him exactly what he needs: a night out and some much-needed sex. This leads to a classic Charlotte meltdown, followed by a trademark "muffin-based" apology. Fun Facts & Trivia Originally aired on September 12, 1999, the episode
: 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.
: The episode featured legendary actress Valerie Harper as Vaughn's mother, Wallis Wysel. : Carrie dates Vaughn Wysel (played by Justin
: 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".