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Serena returns from her week-long trip to Spain with Poppy and Gabriel. But Serena becomes worried that during the hard partying in the country, she thinks she may have gotten married to Gabriel by accident. Meanwhile, Blair makes a secret deal with Nate’s grandfather, William, to influence Nate to attend Yale when he decides to defy his grandfather and attend Columbia University in New York City instead. Later, Nate learns some disturbing information about his father’s arrest while he is asked to be the best man at his cousin Trip’s upcoming wedding. Chuck continues his debauched lifestyle of one-night stands while Jenny decides to make a stand for herself against the loathsome guy. Elsewhere, Dan takes a job as a waiter to earn money for college. H is distressed to find out that the job is a Passover Seder at the Waldorf penthouse that Cyrus holds, and on top of that… several of his friends and family are guests, including his father Rufus.
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