He will. Kids try to find loop-holes in every single rule, and they will deliberately misinterpret everything you say in order to use it against you later on. :)
"Could you do me a favor and look into that issue?". Answering yes implies you'll do it. Same goes for the "woulds" and "cans" and "mind doing ... s".
It's the same as everyone knows what she means when she says "libary", but I correct her to pronounce it "library".
Ps how did you make your 2nd smiley so smug? :P