Ask Me Again is a debut novel by Clare Sestanovich, a finalist for the PEN/Robert W. Bingham Prize, that delves into the coming-of-age story of a young woman named Eva and her unique friendship with Jamie. At sixteen, Eva, an observant and often insecure girl from south Brooklyn, meets the curious and bold Jamie from upper Manhattan's wealthy enclave. Their profound friendship is a journey of self-discovery and an exploration of values, beliefs, and life paths.

Eva embarks on a path of conventional success, achieving a prestigious degree, engaging in a classic romance, and starting an ambitious career. Jamie, on the other hand, takes radical steps in his quest for identity: he renounces his family, joins a political movement, and seeks conversations with the divine. Clare Sestanovich's exquisite prose weaves these two lives together, as they separately navigate the quest for personal values and purpose, the creation of self-identity, and the understanding of their roles in society and the pursuit of justice.

This narrative of intimacy spans time, posing questions about the alchemy of identity, the enigma of destiny, and the challenging journey to find faith—in oneself and in the wider world.