Jenny befriends a young model, Agnes, who encourages Jenny to not only explore her wild side, but also confront her boss, Eleanor Waldorf, who is attempting to "borrow" Jenny's designs. Serena meets an artist, Aaron Rose, and realizes they have an instant chemistry. Blair attempts to seduce Chuck, but it proves tougher than she ever imagined.
Serena realizes Aaron (JOHN PATRICK AMEDORI) has kept a secret from her. Jenny and Agnes (WILLA HOLLAND) plan a guerilla fashion show. Blair babysits the daughter of a Yale donor.
Blair despises Eleanor Waldorf's new boyfriend (Wallace Shawn) at first sight; Jenny moves in with Agnes as they move forward with their plans for a fashion line; Dan tries to win the trust of Bart Bass.
Chuck finds himself once again at odds with his uncle, Jack Bass. Eleanor puts Blair in charge of making sure her latest fashion show is a huge success with an important client. Rufus attempts to get Jenny back on track by volunteering to have her help with Eleanor’s fashion show, but the opportunity takes a big turn for the worse when Jenny learns that Agnes will be one of the models.
Marissa's sister, Kaitlin, returns home with attitude and a few secrets. Much more in the mold of Julie than Marissa, Kaitlin turns heads as she tries to get closer to her family.
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