I'd say Douglas Adams novels are full of superintelligent and/or superpowered entities that don't always think things through properly. There's a serious Murphy's Law flavor to his scenarios, even if you're the President of the Galaxy or the Man Who Rules the Universe or a planetary engineer or the most intelligent robot ever built or whatever. You're still going to trip and fall, or experience unrequited love, or get stranded on a boring planet, or have an embarrassing misunderstanding, or concoct a wacky scheme that goes wrong somehow.