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Dirty Rotten Scandals
Feeling the pressure to make her first Waldorf Designs fashion show a success, Blair must rely on help from an unlikely source, but some unexpected scheming causes a scandal on the runway. Serena discovers that befriending Steven's daughter Sage is trickier than she thought, especially when she is forced to put her issues with Blair aside to make Sage happy. Nate publishes Dan's first serialized article causing a stir and producing a serious threat. Meanwhile, Chuck begins to look into the clue that Amira left behind, which may help uncover what Bart is hiding.

Portrait of a Lady Alexander
Chuck's continued investigation into his father's dealings leads him to an unlikely event with Manhattan's elite, where he hopes to find the one person who can tell him the truth about Bart. Serena and Steven decide to reveal their romantic histories so they aren't surprised about anything, but neither was prepared for what they 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 to boost his image, but he finds himself drawn in a different direction. Elsewhere, Ivy tries to persuade Rufus to go through and unpack a group of boxes with all of his stuff from the apartment that Lily had sent over to the loft after he moved out.