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She tells the two that they seem to have feelings for each other and leaves school to shoot a movie.
Dan realizes that she may be right about his having feelings for Vanessa but Vanessa has begun dating Paul Hoffman, a student at Tisch (The Last Days of Disco Stick).
When they were 16, Dan told Vanessa he loved her as more than a friend but she rejected him, as her family was moving to Vermont.
She returns during the first season and while the two remain just friends for awhile, they eventually begin dating.
After breaking up, Vanessa discovers that Dan kissed Blair and tells Serena.
She later discovers that Dan is writing a book about the UES and brings it to a publisher, who agrees to publish it.
In the finale, Much 'I Do' About Nothing, Dan and Vanessa plan to hang out all summer.