Title: The Handmaiden's Tale
Air Date: October 24, 2007 at 12:00 AM PDT
Masquerade Ball, anyone? Dan finds himself caught between two girls when his childhood friend, Vanessa, returns to Manhattan 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 sexy scavenger hunt, but Nate is distracted by his father's problems and his own growing feelings for Serena. Although Blair said that outsiders were not welcome at the party, a disguised Jenny and Dan sneak into the ball. In the meantime, Lily asks Rufus to accompany her to an Eleanor Waldorf event to make Bart Bass jealous, and Nate's father strikes a business deal with Eleanor.