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The first half follows her, best friend Erin, and boyfriend Jay while Port tackles her new job at global design house, Diane Von Furstenberg.
The second half focused more on the fashion world drama, instead of relationship drama.
The first season of The City premiered on December 29, 2008 and concluded on March 16, 2009.
It followed Whitney Port's move to New York City after leaving Los Angeles as she followed her dream job.
Meanwhile, the fashion world takes them all by storm daily in the fierce streets of New York.
In the second half of season 1, newly single Port goes back to working for Kelly Cutrone while her friend/former co-worker, Olivia Palermo, is working at ELLE Magazine now.Initially Jay says he does not want to attend the dinner party at Olivia's, but later shows up as a surprise to Whitney.