Emmy Award winner John Larroquette (“Boston Legal”) guest-stars as the legendary debonair spy Roan Montgomery and Melinda Clarke (“The O.C.”) guest-stars as a sultry but dangerous female spy known as the Black Widow. Chuck must go undercover to retrieve the Cipher from the Black Widow. But in order to get close to his target, Chuck must learn the art of seduction from the suave and sophisticated Roan. Unfortunately for Chuck, Sarah, and Casey, Roan is no longer the world’s greatest spy. Meanwhile, Morgan offers Captain Awesome some advice for a romantic night with Ellie, and Lester struggles to gain respect at Buy More as the new assistant manager.

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