Tora-san Plays Cupid

After a quarrel with his mother, Torajiro sets off to find a bride.

While Sakura and Hiroshi struggle to save funds to build a house, Torajiro befriends three young women on vacation during his travels.

When Tora-san returns to visit his family, he is surprised to find an arrogant professor occupying his room. The professor and Tora-san become rivals for the affection of Chiyo.

Taking a message from Hiroshi's father to heart, Torajiro attempts to give up his wandering ways.

Tora-san spends several days at the home of a hard-working salaryman ("salaried worker"), who abruptly disappears. When the man's wife asks Tora-san to help find him, he falls in love with her, and secretly hopes the husband will not be found.

Torajiro becomes homesick during his travels after watching a television report about his hometown and meeting a young woman that reminds him of his sister Sakura. Meanwhile, a new tenant moves into Toraya restaurant.

Tora-san's opinions about Americans get challenged when another wandering peddler Michael Jordan stops by Shibamata.

After an encounter with a dying yakuza's son and at his sister Sakura's urging, Torajiro attempts to change his vagrant lifestyle and become an honest worker with a steady job.

Traveling salesman Kuruma Torajirō falls in love with an inn manager as New Year's approaches.

After Hiroshi is injured in a workplace accident, Torajiro gives Sakura the money he has saved and leaves to work as a traveling salesman once again. During his travels, Torajiro meets a father who shares a drink with him. In the morning, Torajiro is shocked to learn that the man has left his baby behind and a note asking Tora to take care of the child.

After a friend and business colleague dies, Tora-san visits the man's daughter, then takes her to Tokyo so she can study for a night school exam.

When his travels bring him to Osaka, Tora-san falls in love with a local geisha. He helps her to track down her estranged brother, and informs his family that he plans to marry her. His plans are foiled when the geisha informs Tora-san that she is engaged.

Tora-san returns to his family's home to attend an elementary school class reunion. After he embarrasses himself by getting drunk and insulting all his ex-classmates, he resumes his travels. In Kyushu he meets an outspoken 18-year-old girl who becomes enamored of Tora-san and follows him around. One of Tora-san's old friends is terminally ill and makes Tora-san promise him to marry his wife once he is gone.

During his travels, Tora-san gets drunk with an old man in Kyoto. Though Tora-san never fully comprehends his importance, the old man is a Living National Treasure ceramist. At his home, Tora-san makes a good impression on the old man's maid, who apparently falls in love with Tora-san.

Tora-san gets into an argument with his uncle and sets out on the road again. In Kyushu he meets a young woman named Keiko and the shy zoologist Saburō, and attempts to play matchmaker between the two when they all return to Tokyo.

Tora-san returns to his family home to learn that his brother-in-law cannot go to Mitsuo's (Tora-san's nephew) athletic event. Tora-san volunteers to take his place, but gets into an argument with his brother-in-law's boss and returns to the road. He meets a young woman in Niigata who, unbeknownst to him, is a popular enka singer.

In Shibamata, Tokyo, Tora-san's family prepares for a wedding. Meanwhile, the traveling Tora-san meets an old acqaintance in Iwate Province. Tora-san refuses to drink with him, afraid that the acquaintance, now settled and married, will again become attracted to Tora-san's wandering existence. Tora-san becomes attracted to a female barber, but must break off their relationship so that she too can live a secure life. She instead gets into an abusive relationship with a motorcyclist.

In Nagasaki, Tora-san and an acquaintance help an old woman who has fallen and injured herself. She invites them to her home where the three share a night of eating and drinking. The old woman's health deteriorates and she dies. At her funeral, Tora-san falls in love with the old woman's daughter, but winds up acting as a go-between for her and a young law student.

Tora-san's family's neighbor, Akemi, who had been married in Marriage Counselor Tora-san (1984), runs away from her husband, who is only interested in work. Tora-san follows her to Shikinejima, and attempts to bring her back to her home. In doing so he encounters a school-reunion group who are traveling to meet their elementary school teacher, which is a reference to the film Twenty-Four Eyes by Keisuke Kinoshita. Tora-san joins them and falls in love with the teacher.

Tora-san visits Hokkaido and is reunited with Lily. Now divorced, she plans to resume her singing career and renews her unusual relationship with Tora-san.