Gossip Girl: Season 2, Episode 8

Jenny makes friends with a model (Willa Holland) who encourages her to confront Eleanor Waldorf, who has been trying to "borrow" Jenny's designs; Serena meets an artist and realizes they have instant chemistry; Blair tries to seduce Chuck.
Jenny makes friends with a model (Willa Holland) who encourages her to confront Eleanor Waldorf, who has been trying to borrow Jenny's designs; Serena meets an artist and realizes they have instant chemistry; Blair tries to seduce Chuck.

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Gossip Girl, season 2, episode 8, Pret-a-Poor-J, aired 27 October 2008. Blair Waldorf is played by Leighton Meester and Charles …

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