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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.

'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.