David S. Wills in Quillette:
Fifty years ago today, Hunter S. Thompson and Ralph Steadman drunkenly negotiated the pitfalls of Louisville’s Churchill Downs, home of the world-famous Kentucky Derby. At the time, Thompson was a moderately successful writer who had published an acclaimed book a few years earlier about his time among the Hell’s Angels motorcycle gang. Steadman was a talented young artist from Wales who had traveled to the United States in search of work.
For Steadman and Thompson, it would be their first meeting, but it was hardly Thompson’s first derby. He had grown up in Louisville’s Cherokee Park area and was familiar with the whisky gentry who would be in attendance. As a teenager, Thompson’s wit, charm, intellect, and surly insubordination had made him popular among the city’s wealthy young men and women. However, he had never felt fully accepted and, when he was arrested along with a couple of classmates for holding up a car just shy of his graduation, his rich friends abandoned him to his fate—two months in prison.