100 books like A Confederacy of Dunces

J.R.R. Tolkien's masterful storytelling is unmatched, and The Lord of the Rings weaves together moral dilemmas and profound philosophical ideas seamlessly, encouraging me to contemplate the nature of power, the importance of preserving the natural world, and the significance of individual choices.

The book's themes of heroism, friendship, sacrifice, and the struggle between good and evil resonate deeply. In addition, each of his characters feels like an aspect of oneself; the introspection it inspires is brilliant!

The Lord of the Rings instills a sense of wonder, ignites the imagination, and imparts timeless wisdom, which heavily transformed my perspective on life, my values, and my understanding of the human condition.

I first read Slaughterhouse-Five as a callow college student, concluding with the certainty of youth that this was a brilliant but weird amalgam of dark humor and sci-fi wrapped inside an autobiographical anti-war screed. However, my real ‘duh’ moment came after rereading the book decades later.

The opening line, “Listen: Billy Pilgrim has come unstuck in time” – tells you everything you need to know: It’s about PTSD, written from the inside looking out. Like Billy Pilgrim, I could see myself time-jumping and being abducted by aliens to escape the trauma of war. Interestingly, the term “PTSD,” the acronym for Post-Traumatic Stress Disorder, had not entered our lexicon when Vonnegut wrote Slaughterhouse Five in the 1960s. Poignant and personal, it's still a brilliant amalgam of dark humor and sci-fi. 

Humans are always curious about what the future will look like. They are also concerned about the state impinging on their privacy and interfering with their lives. George Orwell masterfully combined these two human impulses in his classic novel. He wrote the book in 1949 to present his view of the future.

I read this book when I was in my mid-20s. I found it an interesting read, especially since many of his predictions did not come true. I was curious to know how past generations viewed our generation. 

This book is set during World War II. Captain John Yossarian, bombardier, has a hard time maintaining his sanity, let alone keeping alive. His crazed commander demands that the crew fly ever more dangerous missions. Yossarian realises a terrible truth: “The enemy is anybody who's going to get you killed, no matter which side he's on.” When men request leave because they are going crazy, the camp doctor explains the catch-22. "Anyone who wants to get out of combat duty isn't really crazy."

Yossarian’s predicament was more extreme, his adults more dangerous, but like my other big brothers, he insisted on doing things his way.

If you’re like me, you are a sucker for stories about an outsider finding themselves in a new society and having to struggle and adapt to circumstances they don’t fully understand.

Genly Ai is a man who is sent to the planet Gethen to convince the people there to join a planetary alliance. The problem is Genly is so fixated on his manhood and personal identity that he can’t adapt culturally in a world where everyone is genderfluid.

Genly’s political mistakes get him into a lot of trouble that his lone ally Estraven tries to save him from, and it is only by learning to accept differences and listen to Estraven that Genly finally succeeds in his quest.

You can’t go wrong with the engrossing worldbuilding in this book, and as a bonus the people trying to ban LGBTQ+ books will be extremely annoyed if you read a book where… show more.

One of my top short story writers, the word ‘unique’ was invented for Saunders. Selling in the literary category, he has a vernacular style all his own. His stories comment on American society and the horrors of capitalism but never shove a message down your throat. Saunders is simply immersed in these concerns and it comes out naturally in his writing. His stories contain sci-fi and futuristic elements, and use these, as well as a deadpan surrealism, to comment on the now. The story I will never forget from this collection is "The Semplica Girl Diaries", in which ‘Semplica Girls’, women from ‘third-world’ countries, are trafficked to be used as human lawn ornaments. Saunders faces things head-on, with dark hilarity.

I have been a fan of Gothic and melodrama since I first watched the 1931 film Frankenstein with Boris Karloff–and I was delighted to discover that the book is even better and so much more than what we’ve ever seen on screen.

Frankenstein’s monster is articulate and soulful in Mary Shelley’s atmospheric, dread-filled original novel, and his plight is all the more moving because of it. She wrote it when she was just 18 years old, still grieving over the death of her first child two years earlier. I feel her aching sorrow on every page. 

Technically, this book is science fiction instead of fantasy–aliens, spaceships, planet-hopping, check. But Adams isn’t particularly interested in the science or the predictive aspects as he is in finding a backdrop for his hilarious satire. His phrasing is so deft, his jokes so devastating that people are quoting him decades later. They’re still some of the funniest books ever written.

But there’s a bitter wounded heart under it all that comes out in a wistful strain of melancholy, which makes it all ring true. It’s funny because it has something deep and urgent to say about humans and our nature. But also because every traveler knows what he means by something “almost, but not quite, entirely unlike tea.”

I have thought about this story, every now and again, since I first read it as a teenager. It is a classic for a reason. Elon Musk even named his AI project after a word from this book. You grok? Even though the story starts out with elements of first contact and space travel to Mars, I found it to be far more about an alien-raised human coming back to Earth with alien experiences — and some alien abilities — and how that plays out.

I am a big fan of exploring our shared human condition, as well as how we might evolve our behavior and our society, and this story delves into that in a cool and memorable way.

Vonnegut has been one of my favorite authors for a long time, and this might be the first collection I read that wasn’t specifically for young readers. Some of the future-set stories like “Harrison Bergeron” and “Tomorrow and Tomorrow and Tomorrow” changed how I saw science fiction.

Welcome to the Monkey House introduced me to Vonnegut and to a love of short-story collections as a form, and it holds up remarkably well.