The Subterraneans by Jack Kerouac

Jack Kerouac, one of the great voices of the Beat generation and author of the classic On the Road, here continues his peregrinations in postwar, underground San Francisco. "The subterraneans" come alive at night, travel along dark alleyways, and live in a world filled with paint, poetry, music, smoke, and sex. Simmering in the center of it all is the brief affair between Leo Percepied, a writer, and Mardou Fox, a black woman ten years younger. Just at the moment when she is coolly leaving him, Leo realizes his passion for passion, his inability to function without it, and the puzzling futility of seeking redemption and fulfillment through writing. Paperback, 1958 Goodreads: 3.65