Your 2008 Kentucky Derby Dumbassery Roundup
For us, the Kentucky Derby is an opportunity to relive Hunter S. Thompson’s well-documented 1970 trip to enjoy the masterpiece of Southern life and horse racing. Therefore, welcome to our yearly attempt to live up to the Gonzo search for the Kentucky Derby ideal:
“So the face I was trying to find in Churchill Downs that weekend was a symbol, in my own mind, of the whole doomed atavistic culture that makes the Kentucky Derby what it is.”
We’ll do our best.
On our trip south, let’s make a pit stop in Long Island, NY, where a charming couple chose to stop into the local off-track book to enjoy the Kentucky Derby. How grand, right? Unfortunately, they left their two-month-old in the car during the 20-minute stopover. Police frowned upon that; both have been arrested.
(It’s okay, though, officers! The mother left the heat on in the car. It’s like a baby chicken egg.)
That’s an auspicious start; let’s look at the celebrities and locals that graced Churchill Downs with their “pretentious mix of booze, failed dreams and a terminal identity crisis”. (Thank you, Hunter.)






