Establish a strong social script regarding instances where words should be taken denotatively, e.g. Crocker's rules. I don't think any other obvious strategies work. Hidden connotations exist whether you want them to or not.
(non-existent)
This is the wrong attitude about how communication works. What matters is not what you intended to communicate but what actually gets communicated. The person you're communicating with is performing a Bayesian update on the words that are coming out of your mouth to figure out what's actually going on, and it's your job to provide the Bayesian evidence that actually corresponds to the update you want.
r/Fitness does a weekly "Moronic Monday", a judgment-free thread where people can ask questions that they would ordinarily feel embarrassed for not knowing the answer to. I thought this seemed like a useful thing to have here - after all, the concepts discussed on LessWrong are probably at least a little harder to grasp than those of weightlifting. Plus, I have a few stupid questions of my own, so it doesn't seem unreasonable that other people might as well.