It makes perfect since that Miss Annie Clark, St. Vincent, would appear on Gossip Girl, and join the other random musical guests that graced the sets of the show. After Portlandia, where else do you go but back to New York to play for privileged kids? And St. Vincent did play a show at the Met, the home of the infamous steps where Blair and Serena took their long lunches during high school (I am way too invested in this show). Now all GG producers need to do is win over Joanna Newsom, and I'm set.
Watch St. Vincent play "Cruel" and smile her way through "Cheerleader" after the jump, and do so as the usual heightened drama takes place around her. Too bad she didn't try to crowd-surf.