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Desmond Harrington (Jack Bass), William Baldwin (William van der Woodsen), Dick Cavett

In this episode, the drama in the Upper East Side centers on several key plotlines:

: Dan and Blair finally attempt to consummate their new relationship. Their first encounter is unexpectedly "mind-numbingly boring," but they eventually find success together in an elevator later that night.

Blake Lively, Leighton Meester, Penn Badgley, Chace Crawford, Ed Westwick, Kaylee DeFer, Kelly Rutherford, Matthew Settle

" Con Heir " is the 18th episode of the fifth season of the television series , which originally aired on April 2, 2012.

: Chuck invites his uncle Jack Bass back to town to thank him for a life-saving blood donation. However, the trip doesn't go as planned when Chuck discovers Jack couldn't have been the donor because he has Hepatitis.

: Nate continues to look for a new investor to save his newspaper, The Spectator . Episode Details Information Director Joe Lazarov Writer Annemarie Navar-Gill Main Cast