Kasamatsu Shiro was born in Tokyo in 1898. He became a pupil of Kaburaki Kiyokata (1878-1972) alongside fellow artists Ito Shinsui and Kawase Hasui. He was noticed by Watanabe Shozaburo who saw potential in his landscape work, commissioning his first print from him in 1919. He went on to produce prints regularly for Watanabe until after World War II.