At eight, Alfie discovers he can undo any moment and live it again, but he must accept the consequences of his second attempt. He uses the gift to erase embarrassments, test risky near-death experiences, and shape his love life until he falls for Gianna, but he learns one caveat: once he undoes a love, that person can never love him again. Years later, an ailing Alfie is arrested after allegedly cheating at roulette, and a detective's interrogation gradually reveals his life and its outcome.

The novel follows the life of Theodosia Burr Alston, a brilliant, fiercely independent woman of the early American republic who is swept from a cultured New York upbringing into the jealous, ambitious world of Southern politics when she marries Joseph Alston. Torn between devotion to her charismatic but controversial father and the demands of her husband and society, she struggles with love, motherhood, loss—including the death of her young son—and the limits placed on a woman's intellect and freedom. The story traces her passionate correspondence, inner resilience, and ultimately her mysterious disappearance at sea, examining how personal loyalty and public scandal shape a life and a legend.