When cabaret singer Lily writes Toraya about her illness, Tora-san rushes to Okinawa to be by her side.
When Tora-san's infatuation with his nephew's school teacher causes family turmoil, he leaves on his travels again. When he returns, he falls in love with the teacher's mother.
Tora-san works hard to bring together his nephew, Mitsuo, and Mitsuo’s girlfriend who is engaged to someone else.
Traveling salesman Kuruma Torajirō falls in love with an inn manager as New Year's approaches.
Tora-san arrives in Shibamata on Mitsuo's first day of school only to find that on his account, Mitsuo was embarrassed. After a fight with his family, he goes to a bar to drink, then brings home a surly old man with a sad story, whose identity will surprise everyone. Later, Tora meets Botan, a geisha.
Tora-san leaves Shibamata once again after an argument with his family and finds himself at an inn where he meets Tomekichi, a young man who looks up to Tora-san.
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.