Whitney and Roxy go on a series of disastrous dates, ending in a blowup at a night club. When Olivia gets preferential treatment on an ELLE photo shoot, Erin reveals the real reasons she has issues with Olivia.
Allie breaks down after a face-to-face run in with the girl who claims she kissed Adam, but Adam sticks to his story to win Allie back. Whitney gets upset with Jay for taking Adam's side, and Olivia and Nevan judge the whole scandal.
From The Hills to The City is hosted by Whitney Port as she looks back on her life in Los Angeles before making her move to the fashion capital of the world, New York City. Featuring clips from all four seasons of The Hills and sneak peaks from her new series, The City, Whitney will revisit Teen Vogue – from her first uncertain days as an intern to her promotion as Lauren’s boss. She will look back at the thrill of learning the hectic ins and outs of the runway world as a stylist for PR maven Kelly Cutrone at People’s Revolution, recount her trip to romantic Paris and remember her embarrassing fall in front of millions during a fashion show on national TV. Through it all, her strong friendship with Lauren Conrad and determination to make it to the top of the fashion industry guide her to the job of a lifetime with style icon Diane Von Furstenberg, and an exciting new romance in the city that never sleeps.
This season on The City, Whitney, Roxy, Olivia and Erin will learn that in New York City, climbing your way to the top means doing it alongside both friends and enemies. New season. New betrayals. New alliances.
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.
Kelly advises Whitney to attend fashion week events and assigns Roxy to help run a show with the ultimatum succeed or be fired.
Whitney's affair with a French man, Olivia's vintage jewelry and more are discussed on the 'After Show.'
Roxy and Whitney find out they'll be going to Miami to run a Whitney Eve fashion show with Maybelline.
Olivia impresses Joe when she interviews Zac Posen.
Louise has a great meeting at ELLE and finally meets Olivia.
Olivia sits down with ELLE Creative Director Joe Zee to discuss her conflicts with Erin.
Whitney is urged by Roxy and Kelly to confront Olivia over her actions.
Roxy is assigned to run her first solo press appointment but not without some instructions by Kelly on what NOT to do, first.
Erin confronts Olivia over her doubts that she actually picked the shoes for Ke$ha's shoot.
Roxy goes out to a business dinner with Zach that seems more like a date.
Olivia and Joe check out looks from new designer Prabal Gurung for an ELLE segment on 'The Martha Stewart Show.'
Roxy wraps up her shoot with Zach by side-stepping an awkward date invite.
Erin and Joe go to LA for Fergie's ELLE cover shoot and Erin tries to dissuade Joe from using a look pulled by Olivia.
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