Gilmore Girls

Season 5 Episode 9:

Emily Says Hello

Jackson has his hands full between Sookie's food cravings and his town selectman duties. Lorelai invites Christopher to lunch, but Rory tells him off and asks Lorelai what Luke thinks of her and Christopher having lunch. Emily decides she's still a viable commodity and asks Lorelai to help her start dating.
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About Gilmore Girls:

A drama centering around the relationship between a thirtysomething single mother and her teen daughter living in Stars Hollow, Connecticut.