An interview with sexuality educator and mother, Sandy Lovell about parenting a trans son. Sandy shared the story of learning that her daughter was becoming a man. She described her son’s childhood and the very early ways he was drawn to play with more stereotypically masculine toys, and said he felt “in the middle” between being a boy and a girl. As a feminist mother she celebrated his gender non-conformism, although 23 years ago it had not occurred to her that he might be trans. Sandy named parental concerns for her child’s safety, his ability to find love, her grief over losing the daughter, and her struggle to accept that the transition was really necessary. Sandy also spoke movingly about how her son’s courage to be himself has inspired her to live her most authentic self, and that in many ways his transformation has been a gift to their family.