Plot
Annie Platt contemplates escaping her hometown of Sandcliff, England, her job as a curator in a local museum, and her unhappy relationship with Duncan, a college teacher obsessed with Tucker Crowe, an American musician last heard from in 1993. An album titled Juliet, Naked arrives in the mail, containing acoustic demos from Crowe's breakthrough album Juliet. Annie and Duncan argue over its quality, and Annie writes a negative review on Duncan's fan site dedicated to Crowe.
Crowe himself emails Annie, thanking her for her honesty, and they strike up a correspondence. Crowe shares his regrets at being a poor father to four children from three different mothers (later revealed to be five children with four different mothers), and Annie discloses her disappointment at not having children.
Crowe lives on his ex's property to be near his youngest son Jackson in America. Lizzie, his pregnant daughter from another relationship, visits from London; it is revealed Crowe also has twin sons from yet another relationship. Before leaving, Lizzie offers him the phone number of his other daughter Grace, whom he has never met.
Duncan invites Gina, a new teacher at his college, over to hear the album, and they sleep together. After Duncan confesses this to Annie, she breaks up with him and asks him to move out.
When Lizzie has her baby prematurely, Crowe takes Jackson with him to London to check on her. He and Annie agree to meet, but he has a heart attack. She visits him in the hospital, where she meets Jackson, Lizzie, and most of Crowe's exes and other children who have flown to his bedside. Crowe asks to see Sandcliff, and he and Jackson come to stay with Annie.
Duncan runs into Annie and Crowe, who introduces himself, but Duncan does not believe him. Annie finds Duncan lurking outside her home, and Crowe proves his identity with his passport. He stays for dinner, but his obsession with Crowe's work annoys Crowe, who declares that he thinks 'Juliet' is worthless. Duncan leaves, asserting that art may mean more to the audience than the artist, and how important the album has been to him.
Crowe tells Annie why he left music 25 years earlier: Julie, his ex whose breakup inspired Juliet, visited him at his gig with their child, Grace. Left holding the baby, Crowe panicked, leaving her in the restroom and walking away from the gig and music entirely. Crowe calls Grace, but she wants nothing to do with him.
At Annie's museum exhibition, she confesses her romantic interest in Crowe, who reciprocates. The town's mayor has him sing for the exhibition, and he reluctantly performs "Waterloo Sunset" by the Kinks. That night, Annie and Crowe try to have sex, but an ill Jackson interrupts, wanting to go home.
Annie drives Crowe and Jackson to the home of Lizzie, who has been abandoned by her son's musician father, and Annie says farewell. Back home, she is at a bar when Duncan pleads for a fresh start together, but she declines.
A year later, Annie emails Crowe, explaining that she has moved to London and decided to have a child on her own; they agree to meet.
During the credits, a video of Duncan from his site reveals that Crowe has released a new album So Where Was I? inspired by Annie. The album's song titles, and Duncan's scathing critique, suggests that Crowe and Annie are living happily together, much to Duncan's chagrin.
