Shigematsu was born in Hiroshima on April 2, 1930. When he played for Keio University, he won 1952 Emperor's Cup as a member of All Keio. After graduating from Keio University, he joined his local club Toyo Industries in 1954. He won the 2nd place at 1954 and 1957 Emperor's Cup. At 1954 Emperor's Cup, it was first Emperor's Cup finalist as a works team.