Bored to Death

We Could Sing a Duet (3x4)

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George urges Jonathan to show Emily what it's like to be out with a younger man, but they wind up on a stakeout with a wannabe gumshoe (Brett Gelman) impersonating Jonathan. Meanwhile, George goes out on the town with Bernard, but is shocked to learn that Richard Antrem (Oliver Platt) is a competing restaurateur; and Ray is drawn to an older woman (Olympia Dukakis) after a fight with Leah.