Nanayakkara debut in film came when Wimalaweera adapted Amma into a motion picture in 1949, two years after the release of the first major Sinhalese film Kadawunu Poronduwa. Nanayakkara dabbled as a vocalist in Wimalaweera's films singing two songs for Amma. He continued to appear in Wimalaweera's movies up to Wimalaweera's death in 1963.