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That was sort of Nate's purpose in S1, wasn't it? Vanessa snubbed the UES and was kind of abrasive with Nate when they first met. Cause she already didn't like Chuck and Blair after having some bad experiences with them. But then Nate showed her he wasn't a jerk. (Of course that changed in S2 )
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NV looked like a good storyline on paper I don't think they really made them deep for me to ship and they came together so rushed.