I was a 45 year old, cisgender, heterosexual woman, divorced with children, when I met Jack and fell in love. Seven years into our relationship, he confided his secret desire – Jack wanted to transition and live life as a woman. Before the disclosure, I had no reason to suspect “J’s” interest. It was a shocking surprise! It was the decade of the 1990’s. Little information was available to help ME understand ‘Why’ and ‘What next”. Not only was my friend and lover in transition, but by virtue of the circumstance, so was I. Guided by my heart, I began a journey of my own. Stepping out of my comfort zone I challenged my attitudes and belief systems, as well as, my own sexual orientation to help me decide ‘Do I stay, or do I go”? I decided to write a book about my experience with the hope that it might help others understand more about the phenomena, and in doing so, provide support to the transgender and their loved ones as they take their own journey. While I do open mic venues in the San Francisco Bay Area, I am also available to speak to groups regarding my experience.