In need of publicity for his new hotel, Chuck (Ed Westwick) decides to move up his club's opening and enlists Serena's (Blake Lively) help to get the word out to her celebrity clients. Feeling left out of the planning, Blair (Leighton Meester) attempts to win Chuck's approval by secretly helping him with a problem concerning opening night. Dan (Penn Badgley) is unnerved when he finally watches one of Olivia's (guest star Hilary Huff) infamous sex scenes with co-star and real-life boyfriend at the time, Patrick Robinson (guest star Simon Miller). Jenny (Taylor Momsen) is forced to choose between her relationship with Eric (Connor Paolo) and her new role as Queen Bee. Rufus (Matthew Settle) gets Lily (Kelly Rutherford) into the Halloween spirit.