Wow, you guys have covered most of my list (D. Adams, D. Barry, Jerome K. Jerome (the man who first said “Work fascinates me; I can sit and watch it for hours”), Thurber, Bryson, and, oh yes, Bored of the Rings).
Someone mentioned Donald E. Westlake but I would like to emphasize The Hot Rock and Good Behavior (the best of the Dortmunder books) and the unbelievably wonderful “Dancing Aztecs.” This is from the first page:
"Everybody in New York City is looking for something…
Recent graduates are looking for a job. Men in ties are looking for a better position. Men in suede jackets are looking for an opportunity. Women in severe tailoring are looking for an equal opportunity…
“The Parks Department is looking for trees to cut down and turn into firewood for local poiticians. Residents of the neighborhood are lookin for politicians who will stop the Parks epartment from cutting down all those trees. Fat chance…”
SOmeone has mentioned Jay Cronley but not his best books (IMHO), which are imitations of Westlake’s Dortmunder books: Cheap Shot and Quick Change. Also Hot to Trot.
No one has mentioned Robert Benchley (any book). Also, most of Calvin Trillin. And Don Marquis’s Archy and Mehitabel.
But the FUNNIEST book I have ever read is probably The Great Chili Confrontation by H. Allen Smith. I once made the mistake of lending it to a friend who was recovering from a hernia operation and he literally laughed himself sick.
This is Smith meeting Wick Fowler, his competitor in the first Terlingua Chili Cookoff:
"…my attention was called to a muddy automobile pulling in at the Ponderosa. It stopped and separated into two parts, indistinguishable one from the other, and one half of it moved and entered Room 24.
"About an hour later I descried a large man standing near the swimming pool strumming his lips in a lighthearted manner. I watched him, fascinated, and thought that at any moment he might take a dead mouse out of his pocket and bein fondling it and talking to it. I approached him and introduced myself - he was the part of the muddy automobile that had moved…This was my first meeting with Wickford P. Fowler…
"‘My chili,’ he said, has been known to open up eighteen sinus cavities unknown to modern medicine.’
“I kept matters on a genteel plane and said, simply and modestly, ‘I’ll cook you blue in the face, you big ox.’”