As we age, all of us begin to think about what makes us tick and what kind of legacy we want to leave. For some, this manifests itself in the purchase of a motorcycle, a boat or an exotic vacation. But for others, the issues of age and transition are a bit more contemplative. The paper examines an existential perspective on time with a notion of queer time based on the experiences of older transgender persons who contemplate or pursue a gender transition later in life.