In this tale of bravery and honor among the roving gamblers of old Japan, the heroic Jirocho, Boss of the Tokaido is called upon to help a young yakuza named Eijiro after he runs afoul of the new samurai officials who have taken over his hometown. Expertly portrayed by Kitaoji Kinya (son of the all-time great star Ichikawa Utaemon), this young man stands up for the townspeople and puts his life on the line. Jirocho, played by superstar Nakamura Kinnosuke, a boss known for his honor and valor soon finds himself involved in the feud which will only end in a brutal showdown.
Once upon a time, Okuro (Ayako Wakao), a young female racoon, lived poorly with her drunken father. One day after they disguised themselves as parasols, they were wrongly brought to the Racoon Palace, where the young racoon princess (also Ayako Wakao) made a mess of her arranged marriage with the beautiful racoon prince (Raizô Ichikawa). Pretty princess ran away. In order not to spoil the promising marriage, people tried to make use of resemblances between Okuro and the princess. Before long, Okuro and the Prince fell in love with each other...
Five swordsmen are murdered and hung from a tree and the chase is on to find the killers. Two magistrates pursue the leads to solve the crime and it leads to a potential conspiracy to kill the Shogun.