Bored to Death (2009)
S03E04 We Could Sing a Duet
Episode Overview
George encourages Jonathan to take Emily out and give her a taste of dating a younger guy. However, their plans go awry when they end up on a stakeout alongside an amateur detective pretending to be Jonathan. Meanwhile, George hits the town with Bernard, only to be taken aback when he discovers that Richard Antrem is also in the restaurant business. On a different note, Ray finds himself attracted to an older woman after a spat with Leah.