There's this pop philosophy book I really liked as a child called Plato and a Platypus walk into a bar. Its whole thesis is that jokes and philosophy follow the same methods, and rely on the same wordplay and tendency for the unexpected/unorthodox, and that if many philosophers weren't sour, boring, white men, philosophy would be way more entertaining.
It's also a book full of the worst dad jokes you could ever find, which is always fun.