A chance meeting at the library between Gently James, a well-traveled caregiver from the West Adams district, and Evan Fisher, a software engineer, progresses into an odyssey through South LA.

A year after their first date, fate brings Evan and Gently back together when they run into each other at an art gallery and romantic feelings are rekindled. That chance encounter turns into a spontaneous date night, that soon takes an unexpected turn.

After three months of dating, Evan invites Gently to his parents' 40th anniversary party. What starts out as a lovely evening quickly goes awry when Evan's father has too much to drink and his mother can't hide her contempt for Gently.

On the hottest day of the year, Evan whisks Gently away to Malibu for a romantic weekend. When the trip hits the rocks, the couple is forced to question their future.

Evan takes a day away from his new tech company to help Gently make as many wedding decisions as possible, but they soon realize they have wildly different expectations for their big day.

At Evan's urging, he and Gently spend the day "shopping" for a counselor to help them address their issues, but it soon becomes apparent that their problems are deeper than either of them imagined.

Chef Sunday St. James travels home from Atlanta to New Orleans to visit her aging father and reunites with her first love, Ellis; they reminisce about their past and confide in each other about their lives.

Ellis and Sunday take a long drive to visit Sunday's grandmother during which they share their dreams with one another and reflect on the past. After a beautiful day together, things go awry when Sunday makes a move on Ellis.

A camera crew films Sunday to promote her restaurant, Vegan Food Collective; Ellis unexpectedly arrives at the restaurant during filming and asks Sunday for a second chance; after an intense conversation about their intentions, they make love.

Ellis nearly misses an event honoring Sunday so that he can help his ex-wife and child with some car trouble; Ellis and Sunday later have a heart-to-heart, but their reconciliation is interrupted by Anastasia’s unexpected arrival.

Ellis apologizes to Sunday for the unexpected encounter with his ex-wife last night, and he invites her over to family dinner to meet his daughters. Sunday is met with defeat and disappointment when she struggles to win over Everly.

After experiencing an overwhelming day, Sunday looks forward to a surprise Ellis has planned, but new doubts about their relationship surface when Danny surprises Anastasia with a marriage proposal.

Sunday hosts a premiere party at the Vegetarian Food Collective, but the celebration takes a turn when Hosea stops by with a big surprise and gets competitive with Ellis.

When Sunday catches Anastasia kissing Ellis on her wedding day, it seems to be the end of her relationship with Ellis. However, Ellis is not ready to give up without a fight, but could it be too late?