Title: Dare Devil
Air Date: October 17, 2007 at 12:00 AM PDT
Serena and Dan go on their first official date, and Dan goes (humorously) too far to try and impress her. The same night, Jenny attends the infamous Blair Waldorf sleepover (in Serena's place) and quickly finds herself engaged in a high-stakes game of "Truth or Dare." Meanwhile, after discovering that Eric is missing from the Ostroff Center, Lily seeks help from her ex-boyfriend, Rufus.