As the summer ends, Blair and Chuck are madly in love and adjusting to their new “in a relationship” status, breaking all 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. Nate returns from his travels with a mysterious brunette, Bree Buckley. Rufus, Dan and Jenny spent the summer in the Hamptons, adjusting to the Van Der Woodsen’s glamorous lifestyle much faster than any of them expected.