100 Books Like A Supposedly Fun Thing I'll Never Do Again

I love that this book does such a great job of capturing the many incongruities and quirks of life in South Africa, a country with such a complex, troubled history that it is still struggling to reconcile.

It’s a country of immense diversity (racially, politically, and culturally), which leads to some absurd situations. Some funny, some tragic. And it’s set against an incredibly unique and beautiful natural backdrop, and it’s at the bottom of the world, literally representing the global south/periphery. So there’s a ton of dramatic tension inherent.

I also relate with Noah’s story just in terms of the cross-cultural element; growing up with parents from different places and never quite fitting in. And yet he tackles these very serious, very bleak situations and experiences, at both the micro and macro levels, with humor.

I loved this book because it shows that the setting/particulars of the “journey” don’t actually matter.

It’s all about the author’s voice, perspective, and, in this case, their sense of humor. If these aspects are unique and engaging, it doesn’t matter where they went, or if you have any interest in seeing/doing those things for yourself.

I’ve always felt like I can resonate more with people that are willing to admit their fallibility, and even draw attention to/make light of it. To just how ignorant or clumsy or hapless or cowardly they are. I think that always makes for a better, more human story, a better connection with the reader.

On top of all this, I have a soft spot for the Appalachian Trail, since it crosses through Pennsylvania, only a few miles from where I grew up.

I love this one because of the premise: Theroux wants to go up the west coast of Africa, with the caveat that he will go via overland methods only – no planes.

The thinking is that having to traverse the land (or water) itself, however circuitous, tedious, or even dangerous the journey may be, gives us a much greater appreciation for the places we visit. It gives our experiences texture and forces us to be in the present.

I think this is a critical message for us in the modern world. We have this idea that convenience and comfort and speed are necessarily aspirational. But if everything’s streamlined, we end up taking things for granted and essentially just ghosting through life.

I found myself riveted for the entire book.

I think the genre will always resonate with me; a young adult facing the prospect of monotonous regular life and deciding to go off into the wild. But I love more that the book subverts this. This sort of rite-of-passage trope is easily romanticized, but in practice, it can prove to be much more chastening and sobering than expected.

You’ve got to be careful what you wish for. True adventure might not be for everyone. Experiencing the dark underbelly of life at the borderlands of the civilized/developed world, where it’s every man for himself; where human nature’s worst impulses are left unchecked.

It also explores the futility of our core American values of expansion and domination of the world; how bleak and wasteful and brutal that process is in practice.

I came across this eye-opening book when I started out as a cruise enrichment speaker and sought insight into life on board a ship. It’s written by an ex-crew member and tells his story of a year working on a cruise line.

I’m sure there’s some poetic license taken, and the author’s experience doesn’t match mine, but I found it both fascinating and very funny.

Jeanne Steig wrote a giddy delightful poem for each letter of the alphabet. The poems are replete with weird and wonderful words. The goofy illustrations by William Steig tickle your eyes. One of my favorite poems is "Mishmash". Notice all of the many M words in Mishmash: mallet, misguided, minimize, mix, milk. Could Myron majestically mash potatoes? Mmmm, no.

Mishmash
Making mashed potatoes, Myron?
Must you mix them with the hammer?
This bizarre, misguided method
Causes quite a katzenjammer.

Might you add the milk and butter
In a more majestic manner?
Might a mallet not be better?
That would minimize the clamor.

Tim Fite is a creative dynamo who has been steadily blessing the world with his music and art for years.

This is his first children’s book and it has all the irreverence and cockeyed creativity that I love about his other work. The text of the book is a series of questions (Why Do Seals Clap? Why Are Old People Extra Wrinkly?) followed by multiple-choice answers that could only come from a genuine artist like Tim.

The answers each land in unexpected places on your body – your heart, your mind, your funny bone – and are accompanied by his full bleed hand drawn imagery, all in Black and White save for one color spread that feels like it explodes from the book. Most importantly, this book is fun to read with kids, who will learn to question answers – a skill that grows more valuable every day.

I love listening to Evanovich’s hilarious tales of Stephanie Plum’s misadventures as a wannabe bail/bondsman. These books are my wife’s and my favorite distraction on long road trips. While her mysteries may be thin, her characters are so real and her stories so crazy, I didn’t miss the whodunit. I included her in this August list because she captures the seedy side of Trenton, New Jersey, with amazing clarity, even while laughing at the place.

I picture myself riding in one of her cars—which she destroys regularly—along with her friend, the former ho, LuLu, hair flowing in the stinky wind blowing off deserted warehouses, sleezy girl joints and questionable car repair shops. This is the first in a series that is now at 31.

I love this satirical book because, through humor, it generated productive discomfort within me and thus attached valuable lessons to my emotional responses. The book even stirred up childhood memories for me and forced me to reflect on my past, on my life experiences. In other words, I haven’t forgotten what I learned from this book. And I won’t.

I never thought I could laugh so hard while absorbing hard truths about race and racism until I encountered this provocative book. I love that the book includes striking historical information. Overall, I appreciate how the authors present their position in such a way that kept the book on my mind even when it was not in my hands.

I’ve been a fan of Pulitzer Prize-winning columnist and author Dave Barry for decades, and his Lessons From Lucy book surprised me — not because it’s hilarious (of course it is!), but because it’s so profoundly moving. I haven’t been able to stop thinking about it since I read it. Here’s what inspired the book: When Barry turned 70, he reflected on how unhappy he was about aging — in stark contrast with his blissed-out senior dog, Lucy. Barry noticed that Lucy was always ready for fun new adventures, eager to make new friends, and able to live in the moment. In this gem of a book, Barry explores the realities of the human condition and zeroes in on the real keys to contentment in life, all thanks to the love of a dog.