- Dan is torn between two girls when his childhood friend Vanessa returns home and declares her feelings for him
- Dan's childhood pal Vanessa returns to town and tells him she wants to be more than friends; Blair does her best to keep party crashers out of the masquerade ball, but a disguised Dan and Jenny sneak in; Lily hopes to provoke jealousy in Bart by asking Rufus to be her date at an event.—Anonymous
- Dan is torn between two girls when his childhood friend, Vanessa (recurring guest star Jessica Szohr), returns home and declares her feelings for him, just as he and Serena are trying to figure out what they mean to each other.
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