Dan finds himself between two girls when his childhood friend, Vanessa, returns to N.Y. and declares her feelings for him, just as he and Serena are trying to figure out what they mean to each other. At the masked ball, Blair sends Nate on a scavenger hunt, but Nate is distracted by his feelings for Serena. Although Blair said that outsiders were not welcome to the party, a disguised Jenny and Dan sneak into the ball. Finally, Lily asks Rufus to accompany her to an Eleanor Waldorf event only to make Bart Bass jealous.

Previously on Gossip Girl, Serena (Blake Lively) didn‘t come back to New York for Nate (Chace Crawford), Serena goes out on a date with Dan (Penn Badgley), Jenny (Taylor Momsen) considers joining Blair‘s (Leighton Meester) glam world, resulting in nearly becoming Chuck‘s (Ed Westwick) latest conquest, Blair‘s mother Eleanor made a deal with Bendel‘s to sell her clothing line, and Nate‘s Dartmouth dad wants to take Eleanor‘s company public.Tonight‘s Gossip Girl begins with Veronica Mars (Kristen Bell) explaining that tonight is Blair‘s big masquerade ball. Rich people get tired of normal parties, you see, so they have to mix things up by putting masks on. Blair orders her handmaiden, little Jenny Humphrey, all over the city doing errands to prepare for the ball. Jenny goes to pick up dresses for Blair and her ladies-in-waiting from a dress shop. The proprietor of the shop lends Jenny a diamond bracelet to wear to the ball and charges it to Blair‘s account.
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