Metamorphosis: Man into Woman 1990 on netflix

Gary, a 39 year-old successful animation artist and devout Christian, is pursuing a lifelong dream — to become a woman. Metamorphosis is a candid, non-sensational and sometimes humorous journey of nearly three years as Gary prepares physically and emotionally for sex reassignment surgery. Along the way, the film raises provocative questions about what really makes us men and women.