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.

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.

Lydia thinks she might be pregnant and begs Nate to keep it a secret until she gets confirmation; Jimmy realizes Nate is keeping something from him and becomes determined to learn the truth; Nate's life inspires Emma to write a country song.

Nate meticulously prepares for an interview with an important food blogger, but things go awry when he eats Jimmy and Lydia's gummy bears that turn out to contain marijuana.

Lydia attempts to hide her relationship with Jimmy from her mother, who wouldn't approve about it. Jimmy hopes to be able to prove himself to her.

When Lydia and Jimmy tell Nate that he should loosen up, he goes on a series of dates; Sam has a hard time writing lyrics for her next song after Atticus shares an observation.

Nate hires a temporary bartender when Lydia forces him to give Jimmy the night off; Jimmy becomes jealous and wants to have a bartending duel.

Lydia asks realtor Bob Babcock to help her sell the home once shared with Harrison; a conversation with Nate leads to Jimmy having doubts about his relationship with Lydia.

Nate aks Same and Atticus to help convince Jimmy that he made a mistake; Lydia considers advice from her boss; Harrison has a realization about his marriage to Lydia.