I mean, all of the above points are silly. The issue isn’t the actual percieved constraints - it is the belief that these constraints are real and/or insurmountable.

For example, talking to a random attractive person in a public place because you are interested in them isn’t weird, rude, or unpleasant for them. Well, maybe it’s a bit weird these days, but as long as you are polite and genial about it, it’s the good kind of weird that makes you stand out from the crowd. Of course, you can make the whole interaction unpleasant, but former-me’s problem was that he assumed it would be, full stop.

The fact is that the above list is a list of genuine problems and concerns. But these are problems to be solved, not absolute barriers to action.