Gray also starred opposite John Wayne in Red River Range ( 1938 ) .
Gray also appeared in the title role in O , My Darling Clementine ( 1943 ) , a country music film starring Roy Acuff as a singing sheriff .
Gray also starred opposite John Wayne in Red River Range ( 1938 ) and appeared in the title role in O , My Darling Clementine ( 1943 ) , a country music film starring Roy Acuff as a singing sheriff .