As the teens prepare for Ivy League college representatives to visit their campuses, Blair uncovers a secret about Serena that she has not intention of keeping. Dan sets his sights on impressing the Dartmouth representative, but he's beaten out by Nate, who has no interest in going to the school other than the pressure he gets from his father, The Captain. Meanwhile, Jenny and Serena's younger brother, Eric, hit it off, and Rufus asks Lily a favor.