In the wake of the scandalous Kiss on the Lips party, Serena receives an icy cold reception from her best friend Blair, who reveals that she knows Serena slept with her boyfriend, Nate, before mysteriously running off to boarding school. As if it couldn't get any chillier, Serena decides to take Dan to arch-enemy Chuck's fundraiser brunch at The Palace, where things go wild. Blair finds out that Nate has been trying to in touch with Serena even though she told him not to and spirals furiously to reveal Serena's sexy little secret to Dan who gets upset immediately and decides to think twice before entering the "elite" world again. Chuck provokes Dan by calling Jenny a slut which causes another scene at the brunch. Jenny contacts Blair to find out whether Chuck has been floating rumors about her after the party only for Blair to find out that Jenny may be useful as a part of the inner circle. Dan finds out that Lily and Chuck's father, Bart Bass are in a secret relationship.
Title comes from the 1969 film The Wild Bunch.