Tristessa / Jack Kerouac.

Enhanced descriptions from Syndetics:

Based on Jack Kerouac's own real-life love affair in Mexico City, this is the story of a man's ill-fated relationship with a woman he portrays with tenderness and dignity, even as her life spirals out of control

"Each book by Jack Kerouac is unique, a telepathic diamond. With prose set in the middle of his mind, he reveals consciousness itself in all its syntatic elaboration, detailing the luminous emptiness of his own paranoiac confusion. Such rich natural writing is nonpareil in later half XX century, a synthesis of Proust, Céline, Thomas Wolfe, Hemingway, Genet, Thelonius Monk, Basho, Charlie Parker, and Kerouac's own athletic sacred insight.

"This entire short novel Tristessa 's a narrative meditation studying a hen, a rooster, a dove, a cat, a chihuaha dog, family meat, and a ravishing, ravished junky lady, first in their crowded bedroom, then out to drunken streets, taco stands, & pads at dawn in Mexico City slums." --Allen Ginsberg