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 Desmond Harrington Jack Bass Guest Star Kaylee Defer Charlie Rhodes Guest Star Josh Schwartz Executive Producer Stephanie Savage Executive Producer Leslie Morgenstein Executive Producer Bob Levy Executive Producer Joshua Safran Executive Producer Allison Liddi-Brown Director Sara Goodman Writer