Episode Summary: Rufus (Matthew Settle) and Lily (Kelly Rutherford) grow suspect of Jenny's (Taylor Momsen) relationship with Damien (guest star Kevin Zeggers). Chuck (Ed Westwick) learns more about the woman (guest star Laura Harring) who may or may not be his mother. Dan (Penn Badgley) and Vanessa (Jessica Szohr) struggle through the awkwardness of dating other people. Andrew McCarthy directed the episode written by Amanda Lasher & Robby Hull.