Four women are on a collision course: Jen is a former porn actor trying to fit into the world of academia while her sister, Lolly has been diagnosed with cancer; Nicole is a budding writer in prison for loving the wrong guy and Sonya is an imprisoned member of a family of travelling criminals, desperately missing her young son. Their lives converge in a Florida prison where Jen and Lolly have joined forces to put on a grant-funded drama production. As Jen works with these women, who are struggling to regain some sense of dignity in their lives, she begins to confront and accept her own past. Meanwhile, Lolly finds she is a hero to the prisoners, but that doesn't make up for the way her sister resents her and the attention her illness brings. Each must make decisions that dramatically affect the lives of others, and in the process find some kind of redemption. Written with empathy and insight, "From May to December" is a powerful follow-up to MacEnulty's previous novel "Time to Say Goodbye."