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Significant Mother

Budding Portland restaurateur Nate's world is turned upside-down when he returns home from a business trip to find his lothario best friend and roommate, Jimmy, dating his recently separated mother, Lydia. To make matters worse, Nate's previously disinterested dad, Harrison is now determined to win Lydia back.
Season 1 - Significant Mother
"Lydia thinks that she may be pregnant and pleads with Nate not to tell Jimmy until she knows for sure. Harrison, meanwhile, makes it clear to Jimmy that he's out to win back Lydia; and Emma writes a country song about Nate's complicated life."
"Lydia and Jimmy plan a date in public to rebuff Nate's contention that they're not serious about their relationship. Nate, meanwhile, goes on a date with an older woman he meets at a restaurant; and Atticus prepares for a perfect evening with Sam."
"Nate, a budding restaurateur, returns from a trip and learns that his best friend has started dating his recently separated mother, Lydia; Nate's previously disinterested father becomes determined to win Lydia back."