<Tr> <Td> <H3> Main cast (edit) </H3> <Ul> <Li> Blake Lively as Serena van der Woodsen </Li> <Li> Leighton Meester as Blair Waldorf </Li> <Li> Penn Badgley as Daniel' Dan' Humphrey </Li> <Li> Chace Crawford as Nathaniel' Nate' Archibald </Li> <Li> Taylor Momsen as Jennifer' Jenny' Humphrey </Li> <Li> Ed Westwick as Charles' Chuck' Bass </Li> <Li> Jessica Szohr as Vanessa Abrams </Li> <Li> Kelly Rutherford as Lilian' Lily' Bass </Li> <Li> Matthew Settle as Rufus Humphrey </Li> <Li> Kristen Bell as Gossip Girl (uncredited) </Li> </Ul> <P> </P> </Td> <Td> <H3> Recurring cast (edit) </H3> <Ul> <Li> Connor Paolo as Eric van der Woodsen </Li> <Li> Caroline Lagerfelt as Celia' CeCe' Rhodes </Li> <Li> Margaret Colin as Eleanor Waldorf </Li> <Li> Wallace Shawn as Cyrus Rose </Li> <Li> John Shea as Harold Waldorf </Li> <Li> Francie Swift as Anne Archibald </Li> <Li> James Naughton as William Vanderbilt </Li> <Li> Aaron Tveit as William' Tripp' Vanderbilt III </Li> <Li> Holley Fain as Maureen Stewart </Li> <Li> Robert John Burke as Bartholomew' Bart' Bass </Li> <Li> Desmond Harrington as Jack Bass </Li> <Li> Amanda Setton as Penelope Shafai </Li> <Li> Nicole Fiscella as Isabel Coates </Li> <Li> Yin Chang as Nelly Yuki </Li> <Li> Dreama Walker as Hazel Williams </Li> <Li> Matt Doyle as Jonathan Whitney </Li> <Li> John Patrick Amedori as Aaron Rose </Li> <Li> Mädchen Amick as Duchess Catherine Beaton </Li> <Li> Patrick Heusinger as Lord Marcus Beaton </Li> <Li> Armie Hammer as Gabriel Edwards </Li> <Li> Zuzanna Szadkowski as Dorota Kishlovsky </Li> <Li> Michelle Hurd as Laurel </Li> <Li> Jill Flint as Bex Simon </Li> <Li> Linda Emond and Jan Maxwell as Headmistress Queller </Li> <Li> Laura Breckenridge as Ms. Rachel Carr </Li> <Li> David Patrick Kelly as Noah Shapiro </Li> <Li> Michelle Trachtenberg as Georgina Sparks </Li> <Li> Sebastian Stan as Carter Baizen </Li> <Li> Tamara Feldman as Poppy Lifton </Li> <Li> Willa Holland as Agnes Andrews </Li> </Ul> <P> </P> </Td> <Td> <H3> Guest cast (edit) </H3> <Ul> <Li> Sam Robards as Howard Archibald </Li> <Li> William Abadie as Roman </Li> <Li> Aaron Schwartz as Vanya </Li> <Li> Laura - Leigh as Amanda Lasher </Li> <Li> Cyndi Lauper as Herself </Li> <Li> No Doubt as Snowed Out </Li> </Ul> <H3> Valley Girls (edit) </H3> <Ul> <Li> Brittany Snow as Lilian' Lily' Rhodes </Li> <Li> Krysten Ritter as Carol Rhodes </Li> <Li> Andrew McCarthy as Richard' Rick' Rhodes </Li> <Li> Cynthia Watros as Celia' CeCe' Rhodes </Li> <Li> Matt Barr as Keith van der Woodsen </Li> <Li> Shiloh Fernandez as Owen Campos </Li> <Li> Ryan Hansen as Randy Walter' Shep' Shepherd </Li> </Ul> <P> </P> </Td> </Tr> <Ul> <Li> Blake Lively as Serena van der Woodsen </Li> <Li> Leighton Meester as Blair Waldorf </Li> <Li> Penn Badgley as Daniel' Dan' Humphrey </Li> <Li> Chace Crawford as Nathaniel' Nate' Archibald </Li> <Li> Taylor Momsen as Jennifer' Jenny' Humphrey </Li> <Li> Ed Westwick as Charles' Chuck' Bass </Li> <Li> Jessica Szohr as Vanessa Abrams </Li> <Li> Kelly Rutherford as Lilian' Lily' Bass </Li> <Li> Matthew Settle as Rufus Humphrey </Li> <Li> Kristen Bell as Gossip Girl (uncredited) </Li> </Ul> <Li> Blake Lively as Serena van der Woodsen </Li> <Li> Leighton Meester as Blair Waldorf </Li>

When do blair and nate break up in season 2