PLEASE READ BEFORE WATCHING!
Song: Hero - Regina Spektor
Plot: Blair is a rising socialite when Chuck first sees her, and he's surprised by how much he likes her. They sleep together, but Blair, who realizes Chuck wants a relationship, immediately regrets it and tells him that they're done, but soon they sleep with each other again and Blair begins to fall for Chuck. Both of them try to move on with other people, but keep falling into the same routine of fighting and making up, and eventually Blair ends it - for good. Chuck sees her everywhere - in the newspapers, in the magazines, and at society events. They both agree that they miss each other and give it another chance.
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