Great Chicago glowed red before our eyes. We were suddenly on Madison Street among hordes of hobos, some of them sprawled out on the street with their feet on the curb, hundreds of others milling in the doorways of saloons and alleys.
"Wup! wup! look sharp for old Dean Moriarty there, he may be in Chicago by accident this year." We let out the hobos on this street and proceeded to downtown Chicago. Screeching trolleys, newsboys, gals cutting by, the smell of fried food and beer in the air, neons winking--"We're in the big town, Sal! Whooee!" First thing to do was park the Cadillac in a good dark spot and wash up and dress for the night. Across the street from the YMCA we found a redbrick alley between buildings, where we stashed the Cadillac with her snout pointed to the street and ready to go, then followed the college boys up to the Y, where they got a room and allowed us to use their facilities for an hour. Dean and I shaved and showered, I dropped my wallet in the hall, Dean found it and was about to sneak it in his shirt when he realized it was ours and was right disappointed.
Then we said good-by to those boys, who were glad they'd made it in one piece, and took off to eat in a cafeteria. Old brown Chicago with the strange semi-Eastern, semi-Western types going to work and spitting. Dean stood in the cafeteria rubbing his belly and taking it all in. He wanted to talk to a strange middle-aged colored woman who had come into the cafeteria with a story about how she had no money but she had buns with her and would they give her butter. She came in flapping her hips, was turned down, and went out flipping her butt. "Whoo!" said Dean. "Let's follow her down the street, let's take her to the ole Cadillac in the alley. We'll have a ball." But we forgot that and headed straight for North Clark Street, after a spin in the Loop, to see the hootchy-kootchy joints and hear the bop. And what a night it was. "Oh, man," said Dean to me as we stood in front of a bar, "dig the street of life, the Chinamen that cut by in Chicago. What a weird town--wow, and that woman in that window up there, just looking down with her big breasts hanging from her nightgown, big wide eyes. Whee. Sal, we gotta go and never stop going till we get there."
"Where we going, man?" "I don't know but we gotta go." Then here came a gang of young bop musicians carrying their instruments out of cars. They piled right into a saloon and we followed them. They set themselves up and started blowin There we were! The leader was a slender, drooping, curly-haired, pursy-mouthed tenorman, thin of shoulder, draped loose in a sports shirt, cool in the warm night, self-indulgence written in his eyes, who picked up his horn and frowned in it and blew cool and complex and was dainty stamping his foot to catch ideas, and ducked to miss others--and said, "Blow," very quietly when the other boys took solos.
Then there was Prez, a husky, handsome blond like a freckled boxer, meticulously wrapped inside his sharkskin plaid suit with the long drape and the collar falling back and the tie undone for exact sharpness and casualness, sweating and hitching up his horn and writhing into it, and a tone just like Lester Young himself. "You see, man, Prez has the technical anxieties of a money-making musician, he's the only one who's well dressed, see him grow worried when he blows a clinker, but the leader, that cool cat, tells him not to worry and just blow and blow--the mere sound and serious exuberance of the music is all he cares about.
He's an artist. He's teaching young Prez the boxer. Now the others dig!!" The third sax was an alto, eighteen-year-old cool, contemplative young Charlie-Parker-type Negro from high school, with a broadgash mouth, taller than the rest, grave. He raised his horn and blew into it quietly and thoughtfully and elicited birdlike phrases and architectural Miles Davis logics. These were the children of the great bop innovators.
- Jack Kerouac