Gossip Girl

Season 5 Episode 18:

Con-Heir

Chuck invites Jack to town to thank him for saving his life, but finds the trip doesn’t go exactly as planned. Blair and Dan attempt to consummate their new relationship -- but unexpected roadblocks get in their way. Meanwhile, Ivy finds an unlikely ally in William in her quest to be accepted on the Upper East Side, and Nate is hopeful a new investor will save his newspaper.
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About Gossip Girl:

An exclusive group of privileged teens from a posh prep school on Manhattan's Upper East Side whose lives revolve around the blog of the all-knowing albeit ultra-secretive Gossip Girl.