In the fourth episode of Sex and the City , titled the show explores the generational divide in the New York dating market . The title is a satirical play on Jacqueline Susann's novel Valley of the Dolls , framing the allure of younger men as a consumable, drug-like thrill. Plot Summary
The episode centers on the contrast between the polished, albeit emotionally elusive, world of thirty-somethings and the raw, chaotic energy of the twenty-somethings. [S1E4] Valley of the Twenty-Something Guys
Charlotte dates Brian, a man who fits her "big three" criteria: looks, manners, and money. However, he asks her for a sexual favor (anal sex) that makes her uncomfortable. Miranda warns her that such a request is about a "shift in power" and control. In the fourth episode of Sex and the
Samantha pursues a younger chef named Jon to affirm her own vitality. While she enjoys the physical perks, she eventually realizes she will always feel older in these relationships and decides to "give them up" for more mature partners. Charlotte dates Brian, a man who fits her
Carrie is initially charmed by Sam's youthful stamina and talent for kissing. However, the illusion shatters the next morning when she wakes up in his "nightmare" apartment—a cramped space with a roommate and, most famously, no toilet paper .
Carrie and Mr. Big keep "accidentally" bumping into each other until they finally schedule a deliberate meeting—which Big ambiguously labels a "drink thing" rather than a date. When Big cancels at the last minute, Carrie ends up flirting with Sam (played by Timothy Olyphant ), a 20-something friend of a chef at Samantha's PR event.
