Blake Lively Serena van der Woodsen Actor Leighton Meester Blair Waldorf Actor Penn Badgley Dan Humphrey Actor Chace Crawford Nate Archibald Actor Ed Westwick Chuck Bass Actor Kaylee Defer Charlie Rhodes Actor Kelly Rutherford Lily van der Woodsen Actor Matthew Settle Rufus Humphrey Actor Desmond Harrington Guest Star William Baldwin Guest Star Dick Cavett Guest Star Josh Schwartz Executive Producer Stephanie Savage Executive Producer Leslie Morgenstein Executive Producer Bob Levy Executive Producer Joshua Safran Executive Producer Joe Lazarov Director Annemarie Navar-Gill Writer