As Tom celebrates his birthday with a group of close friends in Brooklyn, he is startled to see a woman from his distant past at the party. Jenny - or Alice, as she now calls herself - first denies even knowing Tom, but as the evening progresses, she reveals a shocking secret. After disappearing from Tom's life 20 years earlier, she began to reinvent herself every few years, taking on a new name, a new career and a new life each time. After giving Tom a glimpse of what life could be like if he lets go of the safety and security he has so carefully created, Alice asks him to make a choice that will change everything.