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Whitney grows cautious about Freddie just as her ex-boyfriend Jay comes back into the picture. Roxy clashes with Olivia when People's Revolution and Elle join forces to put on a party.
Whitney reenters the dating scene and meets a cute younger guy, and his hot older brother. When Olivia thrives at an ELLE Magazine cocktail party, Erin quickly reminds her that the fashion business isn't just about who ya know.
On a weekend trip to the Hamptons with the girls, Whitney finds out some surprising news about Freddie. Erin has to pick up the slack when Olivia drops the ball on a big interview assignment for ELLE.
In New York, things change overnight. Now Whitney is taking a chance on her dream of becoming a designer, under the critical eye of Kelly Cutrone. She's single, dating, and settling in to a new place in NYC's West Village.