There's no record that John Wayne ever sent free photographs to his fans. However, he did send photographs and letters to his children while he was an active member of the United Services Organization during World War II. He also responded to fan letters, sometimes sending fans cash.
John Wayne, who lived from 1907 to 1979, was an Academy Award-winning actor whose face epitomized the American Western film genre. Wayne was ranked 13th amongst the Greatest Male Screen Legends of All Time by the American Film Institute in 1999. His best known films are "Stagecoach" and "True Grit," for which he won his Academy Award.