Chuck's continued investigation into his father's dealings leads him to an unlikely event with Manhattan's elite. Serena and Steven decide to reveal their romantic histories so they aren't surprised by anything, but neither is prepared for what is uncovered. With The Spectator in jeopardy after Dan decided to publish elsewhere, Nate must make a difficult decision to keep it in business. Meanwhile, Georgina pushes Dan to choose a worthy person to date in an effort to boost his image.
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