Tora-san Plays Cupid

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.

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 Torajiro's latest attempt to find a bride goes awry, he starts traveling again and runs into Utako (last seen in Tora-san's Dear Old Home), now a widow.

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.

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

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

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

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.

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

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

When his travels take him to rural Hokkaido, Tora-san helps a cantankerous old veterinarian (Mifune) in his relationships with his estranged daughter, and a woman in whom he is secretly interested.

Tora-san works hard to bring together his nephew, Mitsuo, and Mitsuo’s girlfriend who is engaged to someone else.

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.

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.

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.