Serena Celia Humphrey (née van der Woodsen) is a main character in the Gossip Girl series of novels and its television adaption, in which she is portrayed by Blake Lively Serena is considered the "It Girl" of the Upper East Side. Throughout the series, Serena has an on-again, off-again relationship with Dan Humphrey and the two have the longest running relationship on the show; spanning from.. Preppy Name: Serena van der Woodsen. Pretty in Mink: Wore a white fur stole for the would-be photo shoot in "Kids Stay In the Picture". Pseudo-Romantic Friendship: With Blair. More so in the books, where they take baths together, but still prevalent enough on the show.. Da Editor: Specifically, editor-in-chief of a magazine in college.

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On Gossip Girl, Serena van der Woodsen was a blonde it girl who came from an affluent family, who was bright and bubbly, who had a soft and caring side, and who was involved in several relationships throughout the show.. RELATED: Gossip Girl: 10 People Serena Should Have Been With (Other Than Dan) While all of these men may have been nice to look at, they were not all nice in general.. The series begins with the return of Upper East Side teenage "it girl" Serena van der Woodsen (Blake Lively) from a mysterious absence. She is reunited with her popular frenemy Blair Waldorf ( Leighton Meester ) and her mother Lily ( Kelly Rutherford ), and she also meets Dan Humphrey ( Penn Badgley )—an aspiring writer from Brooklyn who is one of Serena's main love interests throughout the.