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 Guest Star Michelle Trachtenberg Georgina Sparks Guest Star Sam Robards Howie 'The Captain' Archibald Guest Star Margaret Colin Eleanor Waldorf Guest Star Caroline Lagerfelt Celia 'CeCe' Rhodes Guest Star John Shea Harold Waldorf Guest Star Connor Paolo Eric van der Woodsen Guest Star Susan Misner Alison Humphrey Guest Star Jesse Swenson Asher Hornsby Guest Star Robert John Burke Bart Bass Guest Star The Pierces Music Performer Francie Swift Anne Archibald Guest Star Josh Schwartz Executive Producer, Writer Stephanie Savage Executive Producer, Writer Norman Buckley Director Mark Piznarski Director Tony Wharmby Director Michael Fields Director J. Miller Tobin Director Patrick R. Norris Director Janice Cooke Director Lee Shallat Chemel Director Felicia D. Henderson Writer K.J. Steinberg Writer Jessica Queller Writer, Producer Joshua Safran Writer Paul Sciarrotta Writer Bob Levy Executive Producer Leslie Morgenstein Executive Producer