Lily, Bart's brother, Jack, and Chuck learn the fate of the Bass empire; Rufus searches for details about the child he never knew he had; Dan uncovers Rufus and Lily's secret.
Uncle Jack Bass (Desmond Harrington) arrives in town to try and help Chuck pick up the pieces; Blair tries to get accepted into Colony Club, the most prestigious ladies club in the city; Jenny returns to Constance Billard.
Constance Billard and St. Jude's students find out who is worthy of early admission to Yale University; Serena bonds with a new teacher (Laura Breckenridge); Chuck teams up with an unlikely ally in his war against Jack.
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