5. Padosan (1968)
Director: Jyoti Swaroop
Cast: Sunil Dutt, Saira Banu, Mehmood
This one’s definitely a top contender in the best comedy films of all time. A simple guy falls in love with his lovely neighbour and takes help from his pals to impress the girl who is getting closer to her musical teacher. Fun and music hit the right chords. The singing bouts between Sunil Dutt’s and Mehmood’s characters are legendary. Kishore Kumar is the soul of this comedy.