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'Everything is Illuminated' by Jonathan Safran Foer. This book is absolutely heartbreaking, but is equally hysterical. It tops my list for you based on your penchant for wordplay, as Foer manages to push the english language beyond its breaking point in hilarious fashion.

'Slumberland' by Paul Beatty A hallucinatory send up of hip hop, jazz, the end of the cold war, and race relations. I should recommend 'The Sellout' by the same author, as it is more widely read and I'm reasonably certain you'd like it, but 'Slumberland' is one of my favorites so it gets the nod.

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'The Archive of Alternate Endings' by Lindsey Drager I lied - this one isn't funny, and it's a bit experimental - but I know you'd appreciate the humanist messaging, it's beautifully written and cleverly constructed, and it's my favorite book ever. Her other books are terrific as well.

Literally anything (seriously) by Percival Everett. 'Percival Everett by Virgil Russel' is my favorite, but I'd start with 'Erasure' or 'The Trees' or 'Telephone'.

'The Thought Gang' by Tibor Fischer What happens when philosophy meets bank robbery? My sell for it: just read the first page. I knew I was going to adore it immediately, and I think you'll be just as tickled by the first page (and the rest of them) as I was.

honorable mentions: 'A Confederacy of Dunces' by John Kennedy Toole 'My Year of Rest and Relaxation' by Otessa Moshfegh 'Kamby Bolongo Mean River' by Robert Lopez 'All my Puny Sorrows' by Miriam Toews 'Dear Committee Members' by Julie Scumacher