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As the summer is drawing to a close, Blair and Chuck are madly in love and adjusting to their new “in a relationship” status, breaking all the traditional rules of dating as would be expected. Serena returns from her European adventure with many secrets to hide and a complicated relationship with Carter Baizen (guest star Sebastian Stan). Nate returns from his travels with a mysterious brunette, Bree Buckley (guest star Joanna Garcia) in tow. Rufus, Dan and Jenny spent the summer in the Hamptons, adjusting to the van der Woodsens’ glamorous lifestyle surprisingly faster than any of them expected.

Directed by J. Miller Tobin.
Written by Joshua Safran.
Originally aired on September 14, 2009.

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