Amanda shops for rings with her sister and also invites Jeff and his parents to dinner, but drama boils over. Meanwhile, a getaway at a vineyard erupts in anger, insults and tears when issues between Ashlee and Joey come to fore.
Chanel seeks wisdom from her rabbi in the wake of a party debacle. In other developments, Erica and Rob's relationship moves to the next level; and Joey and Ashlee fume and feud over behind-the-back gossip.
Amanda tries to spread cheer to Chanel in the wake of an unsettling confrontation with her former beau. Meanwhile, the princesses scrutinize Erica's behavior; Amanda and Joey put the focus on their businesses; and Ashlee goes out on a date.
The princesses gather at a club to celebrate Ashlee's birthday. Then, Chanel's ex-beau pays an unexpected (and unpleasant) visit; a getaway to a singles camp in Connecticut is jeopardized by an approaching storm; and Erica gets flirtatious at a Long Island club.
Erica and Casey try to resolve their decade-old issues, to no avail. Meanwhile, Amanda escapes all the drama by meeting Jeff; and the ladies take in an outdoor party, where Ashlee and Joey clash over flirtation techniques.
Ashlee and Chanel meet Casey, a New York City denizen who opens up about past dramas with Erica. Elsewhere, Joey tries to make amends following pool-party shenanigans; the group travels to the Hamptons; and tension boils over at a Shabbat dinner.
The lives of six pampered young women from Long Island are documented in this reality show. In the series premiere, Chanel is reminded that her "marriage clock" is ticking; Ashlee shops for a dress for her birthday party; and Erica hosts a pool party.