Ip Man's peaceful life in Foshan changes after Gong Yutian seeks an heir for his family in Southern China. Ip Man then meets Gong Er who challenges him for the sake of regaining her family's honor. After the Second Sino-Japanese War, Ip Man moves to Hong Kong and struggles to provide for his family. In the mean time, Gong Er chooses the path of vengeance after her father was killed by Ma San.

During the Ming Dynasty, Tso Siu Yan, a power-crazed eunuch who rules his desert region of China as if he were the Emperor, ruthlessly thwarts plots against him and sets a trap for one of his enemies at the Dragon Gate Inn.