唐伯虎自少就練得一身好武功，經常惹事生非，與死黨徐禎卿、祝枝山及文徵明等被坊眾戲稱為四大損友。在一次打架事件中，唐伯虎氣死了父親，因而被母親軟禁，要他痛改前非，修心養性！唐伯虎當下唯有答應到位處山中的「清風寺」好好讀書，並許下毒誓，不再使用武功。一心以為到「清風寺」後就能大解放的唐伯虎，懷著雀躍的心情上山。怎料卻因此而引發出連串離奇的事件，改變了唐伯虎的一生！其後更遇上倩倩，並與她結下不解之緣…

Flirting Scholar 2 follows the basis storyline of the classical movie, Flirting Scholar in 1990s starring Stephen Chow.

This time, Tang Bo Hu was sent to a monastery when he was little. During one of his 'secret' excursions with his friends, he bumps into Qian Qian (Zhang Jing Chu) and immediately falls in love with her. Unfortunately, Qian Qian is accused as a spider spirit. During her escape, she falls into a ravine, loses her memory and is given the name of Qiu Xiang by Madam Hua.