A former associate of Chuck's (Ed Westwick) father, Russell Thorpe (Boatman) along with his daughter Raina (Sumpter) returns to Manhattan with some unfinished business for our Upper East Siders. Serena (Blake Lively) and Chuck join forces against Lily (Kelly Rutherford). Blair (Leighton Meester) realizes that her mother, Eleanor (guest star Margaret Colin), may be her key to becoming a future CEO. Nate (Chace Crawford) worries that his father, The Captain (guest star Sam Robards), is having a little too much fun and not taking his parole seriously.
