Blake Lively Serena van der Woodsen Actor Leighton Meester Blair Waldorf Actor Penn Badgley Dan Humphrey Actor Chace Crawford Nate Archibald Actor Taylor Momsen Jenny Humphrey Actor Ed Westwick Chuck Bass Actor Jessica Szohr Vanessa Abrams Actor Kelly Rutherford Lily van der Woodsen Actor Matthew Settle Rufus Humphrey Actor Albert Hammond Jr. Music Performer Hilary Duff Olivia Burke Guest Star Simon Miller Patrick Roberts Guest Star Connor Paolo Eric van der Woodsen Guest Star Josh Schwartz Executive Producer Stephanie Savage Executive Producer Bob Levy Executive Producer Leslie Morgenstein Executive Producer John Stephens Executive Producer Joe Lazarov Director Sara Goodman Writer Mark Piznarski Director Patrick R. Norris Director J. Miller Tobin Director Tony Wharmby Director Janice Cooke Director Ron Fortunato Director Allison Liddi-Brown Director