Play a Pathfinder 1e Unchained Monk, pick up Breaking-Down Koan, flavour your koans as devastating puns, and you can spend ki points on puns.
You can also pick up the other koan powers, but I think Breaking-Down Koan fits best.
Text reproduced for the curious:
Breaking-Down Koan (Su): A monk with this ability can spend 1 ki point as a swift action to present a paradox, riddle, or complicated question to a creature within 30 feet. The creature must succeed at a Will save (DC = 10 + 1/2 the monk’s level + his Wisdom modifier) or be confused for 1 round. This is a mind-affecting, language-dependent effect. A monk must be at least 8th level before selecting this ki power.
ok no but that’s actually perfect. The flavor he has for his character is they like posing questions to everyone. “Would you rather brawl with a lion or sleep with a viper?” is one he asked last night. (They said lion, he suckerpunched them and responded “interesting choice, let’s see how you do.”)
