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Blair uncovers a scandalous secret about Serena; Dan has his heart set on the coveted usher position for the Dartmouth representative.
Serena receives an icy-cold reception from Blair; Serena decides to take Dan to archenemy Chuck's fundraiser brunch; Jenny seeks advice from Blair, who realizes she may have something to gain by letting Jenny into her inner circle.
Blair's mother chooses her to be the new face of her clothing line; Serena and Dan remember that they come from very different worlds; Nate and Chuck indulge in a boys weekend to blow off steam after Ivy Week.
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