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 Francie Swift Anne Archibald Guest Star Katie Cassidy Juliet Sharp Guest Star John DeLucie Self Josh Schwartz Executive Producer Stephanie Savage Executive Producer Leslie Morgenstein Executive Producer Bob Levy Executive Producer Joshua Safran Executive Producer Ron Fortunato Director Sara Goodman Writer