It’s a new job, new dilemmas and a new city for Whitney Port in MTV’s reality series "The City" premiering Monday, December 29 at 10 p.m. ET/9 p.m. central.

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In the first two episodes airing back-to-back, Whitney leaves the “The Hills” and the familiarity of California behind to strike out on her own for the once-in-a-lifetime opportunity to work at global design house Diane Von Furstenberg in New York City. With a best friend from her past and a guy she's head-over-heels for, Whitney will balance a new circle of friends as she navigates the fashion industry’s upper echelon. She is ready to put everything on the line for the chance at a new life but chasing dreams in the Big Apple won’t be easy. In a city full of people with their own agendas, who can Whitney trust?

In the series premiere, Whitney arrives in New York City during fashion week just in time to start her career at DVF as an image coordinator. As she embarks on a new job and a new romance, she’s invited to an “uptown” dinner party by her coworker only to find out that her “downtown” boyfriend wants no part of that world. In the second episode airing at 10:30pm, Whitney’s world is turned upside-down when a boy from her past warns her that her new boyfriend may be cheating, and while she doubts his motives she wonders if it’s the truth.

As everything around Whitney changes, brand new characters will join her as they learn together that sometimes the bright lights of Manhattan can blind you to what’s real. In addition to Whitney Port, the cast of “The City” is:

Erin Lucas – One of Whitney's best friends and her closest NYC confidante. Erin is a downtown party-girl who loves life and isn’t looking to settle down. Why date one, if you can get away with more? The one person Whitney can call a friend upon her arrival, Erin will help Whitney navigate the dating scene of New York City.

Jay Lyon, – An Australian musician and the new love in Whitney’s life until a face from her past threatens to end their romance just as it begins. He adores Whitney but with so many temptations lurking around every corner of New York City and newly out of a long-term relationship, can he step up and become the man that Whitney needs?

Olivia Palermo – A native New Yorker and girl-about-town, Olivia is a socialite who knows New York City from top to bottom. Her A-list lifestyle is a glamorous mix of society parties, charity events, celebrity galas and her own get-togethers for her fashionable friends. A public relations coordinator and Whitney’s co-worker at Diane Von Furstenberg, climbing fashion’s corporate ladder might not allow them to be both colleagues and friends.

Adam Senn – A restaurant owner and model from Texas, Adam is Jay's best friend and roommate. Adam is completely devoted to his model girlfriend who travels the world constantly, but when she's away, Adam finds out the hard way that the pressures of balancing love and success in the big city can quickly build.

“The City” Sneak Peek - Whitney’s Cute Date: