"The Goodbye Gossip Girl" is the 25th and final episode of the second season of the American teen drama television series Gossip Girl. The episode was written by Joshua Safran and directed by Norman Buckley. It originally aired on The CW in the United States on May 18, 2009. "The Goodbye Gossip Girl" opens with graduation at Constance Billard and St. Jude's. Everything seems to be going smoothly until Gossip Girl sends a devastating e-mail blast that humiliates the majority of the senior class, prompting Serena van der Woodsen (Blake Lively) to seek out the identity of Gossip Girl. Unfortunately, Gossip Girl further wreaks havoc on the senior class during a party just when Blair Waldorf (Leighton Meester) and Chuck Bass (Ed Westwick) decide to confess their feelings for one another, interrupting them, causing previous issues to resurface between them. Dan Humphrey (Penn Badgley), Nate Archibald (Chace Crawford), and Vanessa Abrams (Jessica Szohr) are caught in the crossfire of Serena's war with Gossip girl and Jenny Humphrey (Taylor Momsen) faces the prospect of becoming Queen when Blair's minions rebel against her make a bidding war on who will be the next Queen Bee. Plot Thinking that after graduation, Serena and her friends will be off the Gossip Girl's radar are in for a surprise, as Gossip Girl writes a scathe post calling everyone out on their dirty sins done in high school. Serena, Blair, Nate and Chuck decide to uncover the mysterious blogger. Chuck and Blair resolve to be vulnerable with each other after playing with each other's emotions for the past two years. Nate is contemplating a summer job in the Mayor's office as well as a summer backpacking in Europe with Vanessa. Meanwhile for the underclassmen, Jenny is being tested by Blair and her minions as they try to find the new Queen Bee of the school as their time is coming to an end. Lily and Rufus take a significant step forward in their relationship, which will have long-term effects for both of their families. In the midst of their graduation party, Gossip Girl posts another scandalous blog post , detailing all the wrongdoings they engaged in throughout their senior year and reminding the recent graduates that despite having graduated from high school, they will never be able to get rid of her no matter how hard they try. After putting up with the posts, Serena snaps