10. New York, I Love You XOXO

Serena decides to come back to New York and confront Dan about the "Serena Chapter". Chuck proposes to Blair when he is implicated in the death of Bart. Georgina joins forces with Jack Bass in one last scheme to help Chuck and Blair. Nate and Sage try to find the identity of Gossip Girl with the information that they have. William van der Woodsen returns to comfort Lily and rejects Ivy who finally realizes that William used her just to win Lily back. Dorota, Eleanor, and Cyrus also become involved in planning Chuck and Blair's improvised wedding.

Various characters from previous seasons make cameos, including Vanessa, Juliet, Agnes, and Lola. Kristen Bell has a cameo as herself alongside Rachel Bilson. Dan is revealed to be Gossip Girl. Five years later: The group gathers for Dan and Serena's wedding. Eric and Jenny are both in attendance as are Eleanor and Cyrus Rose, who is delivering the vows. Nate has become successful with The Spectator and will likely run for Mayor of New York City. Chuck and Blair are still married and have a four-year-old son named Henry Bass.

Ivy has written a best-selling autobiography titled Ivy League which has been adapted into a major Hollywood feature film with her as the screenwriter and starring Olivia Burke and Lola Rhodes as the Serena and Ivy/Charlie characters. Georgina and Jack have gotten together, Lily and William are finally back together, and Rufus is with Lisa Loeb. In the final shot, a new generation of wealthy Upper East Siders are seen at Constance as a new lonely boy walks past his classmates, denoting the beginning of a brand-new Gossip Girl. Title reference: The 2009 film New York, I Love You.