The story began in Guangdong, southern China, in 1905. IP man (Dennis) and his brother not the Tien-Chi (Fan Siu-Wong closes) became the disciple of master Chan Wah-sun (Sammo Hung), head of the sect Wing Chun. After the master's death a year, Dojo is transferred to his longtime friend Chun-Sui (Yuen Biao). In 1915, IP Man captured the hearts of girls Cheung Wing-sin (Crystal Huang) after some times protecting her in a battle, but begs envy from childhood friend poems is also his colleague Lee Mei Wai (Rose Chan), who loves him secretly for a long time. Then, IP man to Hong Kong to continue career studies at the University. There, he met Leung Bik-a master of Wing Chun (Ip, IP man is the child in real life), who taught him the blow so powerful and previously unknown brother in martial arts Wing Chun. However, IP man was martial punishment because the world Wing Chun Kung Fu is considered "heresy". Also during that time, a group of smugglers led by Japanese merchants Kitano (Louis Cheung) stirring up the conflict, and tensions between Han Chinese and the Japanese culminated when director Tien-Chi was murder, because Ip is the brother of Tien-Chi should be the biggest suspects in this incident.
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