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Her hippie artist parents live in Vermont but allowed her to move to Williamsburg, Brooklyn to live with her sister Ruby.In the first books, she stays away from Blair Waldorf and Serena van der Woodsen's social scene, resenting the Upper East Side way of life and preferring the company of Dan Humphrey, her best friend, and her sister Ruby.
During an interview for Ocean Drive magazine Szohr commented on her character's noted honesty, stating that "Vanessa doesn't change for other people.
She says what she thinks, and that's a hard thing to do in high school[...] she’s just a badass girl from Brooklyn".
She takes much from her, becoming more open to the Upper East Side way of life and later semi-adapting to Blair's sense of fashion (though she once quipped that she would not be wearing snakeskin Manolos anytime soon) She begins a relationship with Aaron Rose, Blair's stepbrother, only to cheat on him with Dan come graduation.
Dan and Vanessa once again become a couple, but with Vanessa taking a job as an assistant for Ken Mogul (and later a babysitter) and Dan cheating on her yet again with a leggy blond named Bree, they break up.
Three days later, my manager calls to tell me that I'd been with the show's executive producer and one of the creators and they want me to audition." Less than a week after that, Jessica was on her way to New York.
Szohr's character enters the wealthy world of Manhattan and occasional love interest of her longtime best friend, Dan Humphrey.
They share a snack while Dan fills her in on everything that's changed in his life.
In " Victor/Victrola," Vanessa acts as a mentor for Jenny, giving the young blond some advice about parental issues.
Szohr finds her character as the most relatable series since Vanessa doesn't have the same lifestyle as most of the other wealthy characters on the show do. Vanessa is officially introduced in the sixth episode of the season, entitled "The Handmaiden's Tale." While talking on the phone with Dan, she appears on his fire escape and the two gladly reunite.
During an interview for Vanity Fair, Eric Daman described Vanessa's style as "a breath of fresh air. She announces that she's decided to move back to the city and live with her sister, Ruby.