Desmond Harrington, Michelle Trachtenberg, Penn Badgley, Blake Lively, Chace Crawford, and Sofia Black-D'Elia in Gossip Girl (2007)

Desmond Harrington, Chace Crawford, and Ed Westwick in New York, I Love You XOXO (2012)

Desmond Harrington, Michelle Trachtenberg, Penn Badgley, Chace Crawford, and Ed Westwick in New York, I Love You XOXO (2012)

Leighton Meester in New York, I Love You XOXO (2012)

Wallace Shawn, Desmond Harrington, Kelly Rutherford, Michelle Trachtenberg, Penn Badgley, Margaret Colin, Blake Lively, Leighton Meester, Chace Crawford, Ed Westwick, Zuzanna Szadkowski, and Jeffrey Mowery in Gossip Girl (2007)

Desmond Harrington, Leighton Meester, and Ed Westwick in New York, I Love You XOXO (2012)

Kristen Bell and Rachel Bilson in Gossip Girl (2007)

Blake Lively and Leighton Meester in New York, I Love You XOXO (2012)

Penn Badgley and Chace Crawford in New York, I Love You XOXO (2012)

Penn Badgley and Blake Lively in New York, I Love You XOXO (2012)

Penn Badgley and Ed Westwick in New York, I Love You XOXO (2012)

Taylor Momsen in New York, I Love You XOXO (2012)

Ed Westwick in New York, I Love You XOXO (2012)

Penn Badgley, Blake Lively, Taylor Momsen, and Connor Paolo in New York, I Love You XOXO (2012)

Wallace Shawn, Desmond Harrington, Kelly Rutherford, Michelle Trachtenberg, Penn Badgley, Margaret Colin, Blake Lively, Leighton Meester, Chace Crawford, Ed Westwick, and Zuzanna Szadkowski in Gossip Girl (2007)

Wallace Shawn, Desmond Harrington, Margaret Colin, Leighton Meester, and Ed Westwick in Gossip Girl (2007)

Michelle Trachtenberg and Penn Badgley in New York, I Love You XOXO (2012)

Wallace Shawn, Michelle Trachtenberg, Margaret Colin, Blake Lively, Leighton Meester, Chace Crawford, Ed Westwick, and Zuzanna Szadkowski in Gossip Girl (2007)

Blake Lively in New York, I Love You XOXO (2012)

Leighton Meester and Ed Westwick in New York, I Love You XOXO (2012)

Blake Lively and Leighton Meester in Gossip Girl (2007)