"Humse Badhkar Kaun: The Entertainer" is a story about Bhola (Sunil Shetty), a villager who comes to the city to meet his brother Sunny (Saif Ali Khan). Sunny is portrayed as a con-man, a Roadside Romeo, a car dealer, and a thief all rolled into one. The brothers meet and Sunny exploits Bhola, using his strength and innocence to his benefit. However, ultimately Sunny succumbs to Bhola's innocence.
Sunny has a girlfriend named Sonali (Sonali Bendre). Together with Deepti, they set off on a romantic journey where love blossoms between the four. However, a shock awaits the brothers when they discover that their mother is Gayatri Devi (Beena), who is none other than the Chief Minister of the state.
Gayatri Devi's aide Sudharshan Sinha (Raza Murad) is her advisor, while Raza, along with Jabbar (Mohan Joshi) and terrorist leader Aakal (Mukesh Rishi), are her biggest enemies. This is because she refuses to free Aakal's brothers who are in police custody for criminal activities. Bhola and Sunny must fight them to reach their mother and free the state from the terrorists.