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Tora-san, an itinerant peddler who is thrown out of his father's house twenty years before but reconnects with his aunt, uncle and sister Sakura. Tora wreaks some havoc in their lives, like getting drunk and silly at a marriage meeting.
Kuruma Torajiro is discovered looking around Kyoto for someone special to him.
After winning big at the races, Torajiro Kuruma wants to take his aunt and uncle on a trip to Hawaii to partly pay the great filial debt he feels he owes them, but the plan hits a snag. Also, a pretty kindergarten teacher rents a room at Toraya.
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.
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 quarrel with his mother, Torajiro sets off to find a bride.
Taking a message from Hiroshi's father to heart, Torajiro attempts to give up his wandering ways.
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.
On the road again, Torajiro meets a kindred spirit in Lily, a lounge singer.