Chuck wants to express his gratitude to Jack; Dan and Blair encounter unexpected obstacles as they try to consummate their new relationship; Ivy finds an ally; Nate seeks an investor.
Blair thinks Cyrus may have discovered a loophole in her prenup; Georgina and Chuck embark on a scheme that has surprising results; a crisis brings William van der Woodsen (Billy Baldwin) back to the city.
Serena decides to step out of the spotlight and make Lola the new ``It Girl''; Chuck asks Blair for advice; Diana's return ignites a power struggle with Nate.
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