Season 2
Sex, lies and scandals never take a vacation. Rumors is the temperature began to climb between Nate and Serena, who escaped to Hamptons for the summer following their break-up with Lonely Boy. As summer draws to a close, Blair returns from abroad with a hot guy on her arm and Dan, who has spent the summer assisting a famous author, decides to head to the Hamptons. Then, everyone gets back to the city for senior year. Applying for college is only one small part of the story as new romances (and some not-so-new romances) bloom and fade, scandals erupt at every turn, and alliances shift even faster than Gossip Girl can send an update.
Episodes
1 Summer Kind of Wonderful Sep 1, 2008 
2 Never Been Marcused Sep 8, 2008 
3 The Dark Night Sep 15, 2008 
4 The Ex-Files Sep 22, 2008 
5 The Serena Also Rises Sep 29, 2008 
6 New Haven Can Wait Oct 13, 2008 
7 Chuck in Real Life Oct 20, 2008 
8 Pret-a-Poor J Oct 27, 2008 
9 There Might be Blood Nov 3, 2008 
10 Bonfire of the Vanity Nov 10, 2008 
11 The Magnificent Archibalds Nov 17, 2008 
12 It's a Wonderful Lie Dec 1, 2008 
13 O Brother, Where Bart Thou? Dec 8, 2008 
14 In the Realm of the Basses Jan 5, 2009 
15 Gone with the Will Jan 12, 2009 
16 You've Got Yale Jan 19, 2009 
17 Carrnal Knowledge Feb 2, 2009 
18 The Age of Dissonance Mar 16, 2009 
19 The Grandfather Mar 23, 2009 
20 Remains of the J Mar 30, 2009 
21 Seder Anything Apr 20, 2009 
22 Southern Gentlemen Prefer Blondes Apr 27, 2009 
23 The Wrath of Con May 4, 2009 
24 Valley Girls May 11, 2009 
25 The Goodbye Gossip Girl May 18, 2009