The best books for hilarious high weirdness

This book is one of the funniest pieces of fiction I’ve ever read. After finishing this, I went out and bought every one of Sharpe’s books I could find. This book is, for me, the apotheosis of surreal British humor – about 12 hours of Monty Python condensed into a reasonable novel.

However, one doesn’t need to be a fan of Pythonesque humor to appreciate Sharpe’s tale of the beleaguered Henry Wilt. Henry hates his job and can’t stand his overbearing wife. He finally decides to take matters into his own hands, and things go terribly awry.

The way Henry keeps making his own problems worse is hilarious – and so is the way he finally manages to overcome them with his own ingenuity.

Hunter S. Thompson’s books tend to have a lot of drug use in them. So do mine, although not at nearly the same scale. The way Thompson describes the drug use and deranged behavior associated with it is powerful and equal parts tragedy and comedy.

More than anything, Thompson’s cracking prose brings the debauchery to life and makes it relatable to anyone who ever may have gone one toke over the line. I used to give this book to friends who hadn’t cracked a book since high school and told them, “Just read the first page.” Every single one of them borrowed the book and read it cover to cover.

Forty years on, The Book of the SubGenius continues to mystify. Is SubGenius a joke disguised as a religion or a religion disguised as a joke? Either way, it’s hilarious.

I picked this book out at random at a bookstore and opened it to find a passage reading, “You probably think you may have wandered into a bookstore and picked this book out at random, but it was ordained that you would find this.” Spooky but intriguing.

I was taken in with the hilarious description of the religious teachings of award-winning siding salesman J.R. “Bob” Dobbs. The doctrine of the Church of the SubGenius is an incisive and unapologetic skewing of pop culture and religious dogma. Plus, tons of astounding artwork and demented collages to drive home the weirdness.

I love Noir because it starts out plausibly enough but quickly starts slipping sideways into stranger realms. Of course, it’s Christopher Moore, so it’s going to be hilarious. I was amazed by the world-building Moore undertakes in creating the seamy underside of late-40s San Francisco. The Raymond Chandler/Dashiell Hammett vibe totally drew me in.

I found Noir’s San Francisco to be not quite realistic and not quite cartoonish, but very engaging. It’s a perfect place for Sammy “Two Toes” Tiffin, a down-on-his-luck bartender who meets the love of his life while the rest of his world goes cuckoo. Adding in twists involving a crashed flying saucer and a secret conspiracy of the wealthy and powerful had me hooked.

This book continues to astound me. Flann O’Brien puts together such a surreal set of circumstances for his unnamed narrator that the book is hard to put down.

O’Brien doesn’t strike me as the Hunter Thompson type; this book made me wonder what they were brewing into the whiskey on the Emerald Isle. The improbability of the narrator’s criminal activity and the law enforcement response often seems like a fever dream, albeit a very entertaining one. Even though I now know the M. Knight Shyamalan twist, I still can re-read this book, thinking, “What’s next? What’s next?”