Blake Lively Serena van der Woodsen Actor Leighton Meester Blair Waldorf Actor Chace Crawford Nate Archibald Actor Penn Badgley Dan Humphrey Actor Taylor Momsen Jenny Humphrey Actor Ed Westwick Chuck Bass Actor Kelly Rutherford Lily van der Woodsen Actor Matthew Settle Rufus Humphrey Actor Jessica Szohr Vanessa Abrams Actor Sebastian Stan Carter Baizen Guest Star JoAnna Garcia Swisher Bree Buckley Guest Star Ashley Hinshaw Self Nacho Figueras Self Alexandra Richards Self Josh Schwartz Executive Producer Stephanie Savage Executive Producer Jay Miller Tobin Director Joshua Safran Writer J. Miller Tobin Director