- "A mature Bart looks back on his life when his heartstrings are pulled once again when Mary Spuckler returns to Springfield, but his failure to pay her enough attention strains their relationship. Marge, too, puts Homer in the dog house after not going to a travel bookstore soft opening with her. Homer, along with Bart and a few other displaced husbands living at the Brokewood Apartments, decide to watch some British movies to figure out a way to win back their wives."
Bart is at school, where he is challenged to stuff a caterpillar inside a girl's dress. He takes the challenge and the girl turns out to be Mary Spuckler. Bart and Mary are happy to see each other again and she understands why he has to push her down in a mud puddle. They decide to meet again tomorrow. Early in the morning, Mary comes to visit Bart but she is soon bored because Bart just wants to play his video games. Lisa sees that Mary is bored and she tells Bart that he will have a better girl than Mary. Bart later visits Mary's family for dinner. After the meal Mary plays a song she wrote for Bart. Mary becomes angry that Bart did not bother to listen to her song.
Bart follow Mary to the Hillbilly Talent Contest, and after Mary loses, Bart tries to say a comforting word but can not think of anything good to say. Mary meets a Brazilian record producer's son at the contest and begins to like him. Mary begins to avoid Bart and he begins to get help from Woody Allen over how he can get Mary to start to like him again but fails and Mary breaks up with Bart which causes him to become sad and depressed. When Bart comes home he and Homer have an argument with Marge and she throws them both out and Homer takes Bart with him to the Brokewood Apartments. While there Bart calls Mary who plays a new song for him that she wrote about how bad he treated her and how their breakup was for the best; which causes him to become sadder.
Homer, Bart and the other residents at the apartment building enjoy being singles and they having a party. But they soon start missing their women and decide to imitate the British to get their women back. They invite the women,via a song and give them each something they wanted. It going well for everyone except Bart, Mary refuses to continue to get back together with him. Bart does not understand what went wrong and Mary goes home with the Brazilian record producer's son. In the future, Bart is sitting playing video games again when he taking a break and she sees that Mary is married and on a social website and becomes even more depressed. In an instant, he see she has changed her relationship to single due to the
death of her husband. Bart is happy again. Mary then sends a video call to Bart and he is congratulated by Woddy Allen.