When Diane's lover and friend, Jack, comes out seven years into their relationship expressing his well-kept secret desire to transition from male to female, Diane's world turns upside down. With little information to help answer the question 'do I stay or do I go', she searches for direction on her own. Navigating the murky waters of the unknown that accompany the challenges of Jack's changing persona, guided by love, loyalty, and a willingness to sacrifice, Diane shares her observations and reactions. In this true story, she explores the underground world of BDSM, bondage/submission and sadomasochism, as well as, provides an intimate view into gay and lesbian lifestyles in her attempt to gauge what impact Jack's changes might have to their relationship and to her own authentic self.