1950, IP Man, a great master of Wing Chun School, and his wife Zhang Yongcheng lived in Macau with their son Ye Zhun, and then went to Hong Kong to make a living. In a competition, Liang Shuang admitted defeat and took Ip Man as his teacher. Later, IP Man successively accepted Li Qiong, Chen Simei, Deng Sheng, Dong Wang, Wu Zan and others as disciples. But the most eye-catching thing is a little-known story with Jenny, a confidante. Dong Wang and Wu Zan are aggressive, and they "talk" with other sects everywhere, which requires IP Man's constant mediation. One night, colleagues clashed with Liang Shuang at a rooftop meeting, and Ip Man overpowered everyone. On the other hand, Deng Sheng is addicted to fame and fortune and colludes with corrupt police. Ip Man confessed to Deng Shengxiao's righteous act, and Deng Sheng finally secretly helped Li Qiong, who was arrested for causing a conflict between the police and the people, to be released.

65438-0959, Kowloon City was led by Didong, a Jianghu middleman, who engaged in unhealthy activities. Deng Sheng promised to secretly help Wei Batian's Lions to win, and let Tu Long control the result. On the day of the game, Wei Batian attacked Wuzhong, and Ye Wen saved Wuzhong and defeated Wei Batian. Ip Man and Wu Zhong became best friends.