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 Hilary Duff Olivia Burke Guest Star Sebastian Stan Carter Baizen Guest Star Michelle Trachtenberg Georgina Sparks Guest Star William Baldwin William van der Woodsen Guest Star Laura Harring Elizabeth Fisher Guest Star Gina Torres Gabriela Abrams Guest Star Zuzanna Szadkowski Dorota Kishlovsky Guest Star JoAnna Garcia Swisher Bree Buckley Guest Star Kevin Zegers Damian Daalgard Guest Star Connor Paolo Eric van der Woodsen Guest Star Aaron Tveit Trip van der Bilt Guest Star Josh Schwartz Executive Producer Stephanie Savage Executive Producer, Writer Bob Levy Executive Producer Leslie Morgenstein Executive Producer Joshua Safran Writer John Stephens Executive Producer J. Miller Tobin Director Mark Piznarski Director Joe Lazarov Director Ron Fortunato Director Amanda Lasher Writer Sara Goodman Writer Leila Gerstein Writer Robert Hull Writer Jake Coburn Writer Patrick R. Norris Director Tony Wharmby Director Janice Cooke Director Allison Liddi-Brown Director