- The Lost Boy Directed By: Jean de Segonzac Written By: Robert Hull Original Airdate: September 28, 2009 It’s an Upper East Side face-off when Blair and Chuck both set their sights on a particular item up for bid at Sotheby’s and the personal stakes are high. Blair needs the painting to be accepted into a prestigious society and Chuck needs the painting to impress a man he is trying to make a deal with. With their constant bickering over the painting, Serena decides to buy the painting herself
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