The downsides of talking to strangers are really, really low. Your feelings of anxiety are just lies from your brain.
I've found that writing a script ahead of time for particular situations, with some thoughts of different possible variations in how the conversation could go.
Honestly, not sure I understand the question.
Yeah, it was deliberately vague so I'd get answers to a wide variety of possible interpretations. To be more specific, I have trouble figuring out what my opening line should be in situations where I'm not sure what the social script for introducing myself is, e.g. to women at a bar (I'm a straight male). My impression is that "hi, can I buy you a drink?" is cliché but I don't know what reasonable substitutes are.
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.