Evan and Gently James meet for the first time, and their connection is immediate. When they later meet for their first date, things go awry, and they are both left feeling regret.

It’s one year later, and Gently enters an art gallery for an exhibition, where she spots Evan. Evan makes his way through the crowd toward Gently, and he breaks the ice by saying he accepts her apology. She says the same, and they share a laugh. Gently invites Evan to join her and her friends at a nearby bowling alley where Evan injures his ankle. Gently takes him to the hospital, and as they wait, they discuss Evan’s career aspirations. Gently encourages him to follow his dreams of launching a app. When Evan is finished at the hospital, Gently drives him home where they connect over music. Evan finally asks more questions about the infamous night of their argument a year prior, and Gently offers a more detailed explanation. They finally share their first kiss. Feeling good about their reconnection, Gently is upset to discover something in his bathroom. Evan explains he only wants to be with her, and she admits she feels the same. They end the evening making love for the first time.

This week an all new episode of Cherish the Day.

A year and a half after the start of Evan and Gently’s relationship, Evan consults with both Ben and Miss Luma to plan a romantic getaway for Gently. However, Gently ends up surprising Evan in a move that could re-chart the couple’s course forever.

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.

Evan's intense work schedule pushes Gently to the edge as he becomes more and more demanding. Things come to a head when Evan asks Gently to put her work on the back burner in order to host an impromptu work dinner for him.