Ping An grew up in a single parent family with his mother and Aunty. However, Ping Ma keeps the fact of his dads death in secret and therefore would not allow Ping An to visit his grandfather. He never gave up finding out the truth and hat was when a series of events initiated.
Weaving two stories set 30 years apart, First of May is about a middle-aged man looking back at his teenage years, dreaming of his first and possibly only love. At the center of the drama is Bai, a 17-year-old student living with her single mother Wong Lei, and her grandmother. Bai gradually falls for her admirer/stalker Yeh, who is always walking behind her and her best friend Wen Wen wherever they go.
Allen and his friends find new light in their music career when a company is interested to help his band release an EP. Allen also falls in love with Yujie, and meets his old lover somewhere down the road. Then, Yi Le (Allen’s friend) has a love interest towards Yujie.
Botak, the son of a coffee shop owner, is secretly in love with tomboy Fighting Fish, who has grown up with him since she and her mother came to live with them a decade or so ago. Angry at her mother for deserting her no-good father when she was still young, Fighting Fish sets out one day to find him, with Botak in tow.