Vanessa is the childhood friend of Dan Humphrey, hence her connection to the world of Gossip Girl. She does not come to it naturally. An aspiring filmmaker, the dark-haired Vanessa moves to Vermont to live with her hippie parents, but later returns to Brooklyn, bringing her parents' hippie-style fashions back with her. In a show dripping with high style, Vanessa's tie-dyed, Indian print wardrobe is a low point. Although she generally floats along on the edges of the GG social world, she sometimes finding herself in the middle of all the drama. For example, she dates Nate Archibald and has a regrettable fling with Chuck Bass.